Title: Town of Wappinger Vacation Home Rentals from CA $433: Search Top Private Vacation Homes for Rent | Expedia.ca [Town of Wappinger Hotels](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Hotel-Destinations)[Vacation Rentals in Town of Wappinger](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Vacation-Rental-Destinations)[Town of Wappinger Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Car-Rental-Destinations)[Town of Wappinger Vacations](https://expedia.ca/Town-Of-Wappinger.d553248635976002360.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Town of Wappinger Vacation Rentals ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Town of Wappinger vacation homes ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/fbb02298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/86da8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Fishkill [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) 9.6/10 Exceptional (50) "Inside was very nice, outside could use some curb appeal. Enjoyed our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen K. CA $340 CA $433 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/2937aa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/c9c9184b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/4f2f18bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/75238cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Staatsburg [](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information) 9.8/10 Exceptional (86) "Nice stay in an interesting building in an amazing setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen S. [](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/9f0ce022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/852b7fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/70096d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/c553f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information) 9.0/10 Wonderful (15) "Very cozy stay with responsive host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adhith P. CA $495 CA $658 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/07973626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/c485256a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/fa190f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/dc1cc284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information) 10/10 Exceptional (22) "Great host, amazing area, perfect get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gianna W. [](https://www.expedia.ca/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/82fb52cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/1a4d5020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/c51a7663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/0151cfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Wallkill [](https://www.expedia.ca/Wallkill-Hotels-Cozy-Private-Suite-In-A-Country-Home-Near-New-Paltz.h120638396.Hotel-Information) 10/10 Exceptional (2) "Clean, private, had no issues and the check in was easy. Had a great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin O. [](https://www.expedia.ca/Wallkill-Hotels-Cozy-Private-Suite-In-A-Country-Home-Near-New-Paltz.h120638396.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/3deb5ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/004a0ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/ae7ed8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/5f06c884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Private-Lakefront-Home-With-Kayaks-Stunning-Sunsets-Panoramic-View.h24911110.Hotel-Information) 10/10 Exceptional (314) "Excellent communication with great host. Pleasant, peaceful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank D. [](https://www.expedia.ca/Newburgh-Hotels-Private-Lakefront-Home-With-Kayaks-Stunning-Sunsets-Panoramic-View.h24911110.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/c7d67b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lake Peekskill [](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information) 10/10 Exceptional (30) "Very clean comfortable quiet place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauro C. CA $310 CA $570 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/18f07127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/aabedccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/695a3b14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/da52a006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Highland [](https://www.expedia.ca/Highland-Hotels-The-House-In-Highland-Secluded-Retreat.h113032976.Hotel-Information) 10/10 Exceptional (18) "Very nice location and private." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick P. [](https://www.expedia.ca/Highland-Hotels-The-House-In-Highland-Secluded-Retreat.h113032976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/c4fde6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/c6f01eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/cb7277e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/fed31c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Paltz [](https://www.expedia.ca/New-Paltz-Hotels-Midcentury-Modern-Cabin-Home-In-The-Woods-Under-2-Hrs-From-NYC.h31174361.Hotel-Information) 10/10 Exceptional (136) "Great location, comfortable cabin, responsive host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa M. [](https://www.expedia.ca/New-Paltz-Hotels-Midcentury-Modern-Cabin-Home-In-The-Woods-Under-2-Hrs-From-NYC.h31174361.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in new paltz [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information) 9.4/10 Exceptional (6) "5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fantasia CA $248 CA $977 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/b2662bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/244ebd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/fc97efe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/9d74f7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Fishkill [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) 9.6/10 Exceptional (5) "Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel C. CA $530 CA $763 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/ee686000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/339c4da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Highland Falls [](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information) 10/10 Exceptional (5) "A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria L. CA $138 CA $482 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90340000/90332000/90331975/434df93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90340000/90332000/90331975/03e4686c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90340000/90332000/90331975/7e49bf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90340000/90332000/90331975/76c8412d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marlboro [](https://www.expedia.ca/Marlboro-Hotels-Hudson-Valley-Hilltop-Escape-WHot-Tub.h90331975.Hotel-Information) 10/10 Exceptional (5) "Thank you for sharing your home with us. We thoroughly enjoyed our stay. The home is like a retreat - well thought out amenities & hospitality (love the dimmer switches throughout & book selections). Would definitely stay again. — WP Family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie W. [](https://www.expedia.ca/Marlboro-Hotels-Hudson-Valley-Hilltop-Escape-WHot-Tub.h90331975.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70930000/70927500/70927490/w960h720x0y32-cf89bc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70930000/70927500/70927490/1c4d3954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70930000/70927500/70927490/1a9961bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70930000/70927500/70927490/bb4f45d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Gardiner [](https://www.expedia.ca/Gardiner-Hotels-Beautiful.h70927490.Hotel-Information) 10/10 Exceptional (62) "A unique getaway in a beautiful area. A well designed, clean and spacious spot is situated in a beautiful area close to hiking trails and restaurants. My husband and I and our two dogs greatly enjoyed our stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle F. [](https://www.expedia.ca/Gardiner-Hotels-Beautiful.h70927490.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102190000/102188900/102188852/a4b35b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102190000/102188900/102188852/3bbe0756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/103000000/102190000/102188900/102188852/56621b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/103000000/102190000/102188900/102188852/bb1932d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Beacon [](https://www.expedia.ca/Beacon-Hotels-Majestic-RiverView-Estate-Breathtaking-Views.h102188852.Hotel-Information) 9.8/10 Exceptional (10) "an absolutely amazing property with very responsive and lovely hosts! couldnt recommend more" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily K. [](https://www.expedia.ca/Beacon-Hotels-Majestic-RiverView-Estate-Breathtaking-Views.h102188852.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/59415cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/426fcbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/w1421h960x0y0-1bf6f7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/1b246a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Queen-City-Cottage.h44126447.Hotel-Information) 7.4/10 Good (16) "We had a great stay! Good location and the house was very clean. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Payton W. [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Queen-City-Cottage.h44126447.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34200000/34190900/34190812/e542f5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34200000/34190900/34190812/c5f9c129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/35000000/34200000/34190900/34190812/3f8037d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/35000000/34200000/34190900/34190812/ad0fac0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in High Falls [](https://www.expedia.ca/High-Falls-Hotels-ONE-CLOVEWOOD-In-HIGH-FALLS.h34190812.Hotel-Information) 10/10 Exceptional (148) "The house is lovely — with wonderful access to beautiful hikes and interesting Hudson Valley towns - and made for a great long weekend retreat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura H. [](https://www.expedia.ca/High-Falls-Hotels-ONE-CLOVEWOOD-In-HIGH-FALLS.h34190812.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/e2144f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/379cf32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/494a6c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/bfac06f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Highland Falls [](https://www.expedia.ca/Newburgh-Hotels-Our-Rockbound-Highland-Home-2-Blocks-From-Thayer-Gate-12-Block-To-Main-St.h26681452.Hotel-Information) 10/10 Exceptional (39) "Everything was good. Heather was very attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannette P. [](https://www.expedia.ca/Newburgh-Hotels-Our-Rockbound-Highland-Home-2-Blocks-From-Thayer-Gate-12-Block-To-Main-St.h26681452.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1267h816x1y0-efb023de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/dc2d11be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1282h818x1y2-a264c3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1280h786x2y0-10a0429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Highland [](https://www.expedia.ca/Highland-Hotels-Our-Home-Is-Perfect-For-Relaxing-And-Having-Lots-Of-Fun.h96402683.Hotel-Information) 9.6/10 Exceptional (11) "Enjoyed the stay. Nice place to relax for a weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie J. [](https://www.expedia.ca/Highland-Hotels-Our-Home-Is-Perfect-For-Relaxing-And-Having-Lots-Of-Fun.h96402683.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/418d4d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/b5c703c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/8a040f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/4aaf4ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Paltz [](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information) 9.4/10 Exceptional (24) "Beautiful comfortable, clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michal G. CA $323 CA $561 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01®ionId=553248635976002360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Wappinger-Private-Vacation-Homes.d553248635976002360-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Wappinger-Private-Vacation-Homes.d553248635976002360-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Town of Wappinger Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "Clean room, nice amenities, great service, amazing staff" [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Great location, friendly staff. Highly recommend " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Love it, everytime we come this is the place to stay" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "Great Hotel A++" [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "For more than thirty years, every single time I have stayed at a Marriott Hotel, I have been massively impressed with the phenomenal level of customer service, cleanliness and comfortable rooms. Also, I LOVE seeing a lamp next to seating, so I can read a book and lounge, at the same time. Finally, I did not see any of donald trump's gestapo, which was a very good thing." [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott 10/10 Excellent "Breakfast is the best! " [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "Very spacious room with great bathroom." [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Clean room, courteous staff" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ## Find out more about Town of Wappinger ## Town of Wappinger Vacation Homes information | Number of reviews | 941 | | ----------------- | ------------------ | | Accommodation | 369 Vacation Homes | | Lowest Price | CA $433 | | Highest Price | CA $977 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Fishkill ](https://www.expedia.ca/4Star-Fishkill-Hotels.s40-0-d55704.Travel-Guide-Filter-Hotels) - [Castles in Castle Point ](https://www.expedia.ca/Castle-Point-Castles.d3000448175-aaCastles.Travel-Guide-Accommodation) - [Guest Houses in Castle Point ](https://www.expedia.ca/Castle-Point-Guest-Houses.d3000448175-aaGuestHouses.Travel-Guide-Accommodation) - [Castle Point Hotels ](https://www.expedia.ca/Castle-Point-Hotels.d3000448175.Travel-Guide-Hotels) - [Guest Houses in Chelsea ](https://www.expedia.ca/Chelsea-Guest-Houses.d553248635976431034-aaGuestHouses.Travel-Guide-Accommodation) - [Ski Hotels in Crown Heights ](https://www.expedia.ca/Crown-Heights-Poughkeepsie-Hotels-Ski-Hotel.0-n553248634999249867-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [B&B in Fishers Island ](https://www.expedia.ca/Fishers-Island-Bed-And-Breakfast.d1208-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Fishers Island ](https://www.expedia.ca/Fishers-Island-Guest-Houses.d1208-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Fishers Island ](https://www.expedia.ca/Fishers-Island-Inns.d1208-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Fishkill ](https://www.expedia.ca/Fishkill-Apart-Hotels.d55704-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Fishkill ](https://www.expedia.ca/Fishkill-Bed-And-Breakfast.d55704-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Fishkill ](https://www.expedia.ca/Fishkill-Guest-Houses.d55704-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Beach-Hotel.0-0-d55704-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Boutique-Hotel.0-0-d55704-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Business-Hotel.0-0-d55704-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Cheap-Hotels.0-0-d55704-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Hotel-With-Pool.0-0-d55704-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Hotels-With-Free-Parking.0-0-d55704-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Hotels-With-Indoor-Pool.0-0-d55704-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Hotels-With-Kitchenettes.0-0-d55704-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Hotels-With-Smoking-Rooms.0-0-d55704-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Luxury-Hotel.0-0-d55704-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Pet-Friendly-Hotel.0-0-d55704-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Fishkill ](https://www.expedia.ca/Fishkill-Hotels-Spa-Hotel.0-0-d55704-tSpaHotel.Travel-Guide-Filter-Hotels) - [Fishkill Hotels ](https://www.expedia.ca/Fishkill-Hotels.d55704.Travel-Guide-Hotels) - [Inns in Fishkill ](https://www.expedia.ca/Fishkill-Inns.d55704-aaInns.Travel-Guide-Accommodation) - [Lodges in Fishkill ](https://www.expedia.ca/Fishkill-Lodges.d55704-aaLodges.Travel-Guide-Accommodation) - [Motels in Fishkill ](https://www.expedia.ca/Fishkill-Motels.d55704-aaMotels.Travel-Guide-Accommodation) - [Resorts in Fishkill ](https://www.expedia.ca/Fishkill-Resort-Hotels.d55704-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Hopewell Junction ](https://www.expedia.ca/Hopewell-Junction-Bed-And-Breakfast.d55760-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Hopewell Junction ](https://www.expedia.ca/Hopewell-Junction-Motels.d55760-aaMotels.Travel-Guide-Accommodation) - [Cabin Rentals in Marlboro ](https://www.expedia.ca/Marlboro-Cabins.d6173889-aaCabins.Travel-Guide-Accommodation) - [Boutique Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Boutique-Hotel.0-0-d6173889-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Cheap-Hotels.0-0-d6173889-tCheapHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Pet-Friendly-Hotel.0-0-d6173889-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Romantic-Hotel.0-0-d6173889-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Spa-Hotel.0-0-d6173889-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Marlboro ](https://www.expedia.ca/Marlboro-Hotels-Winery-Hotel.0-0-d6173889-tWineryHotel.Travel-Guide-Filter-Hotels) - [Marlboro Hotels ](https://www.expedia.ca/Marlboro-Hotels.d6173889.Travel-Guide-Hotels) - [Motels in Marlboro ](https://www.expedia.ca/Marlboro-Motels.d6173889-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Marlboro ](https://www.expedia.ca/Marlboro-RV-Parks.d6173889-aaRVParks.Travel-Guide-Accommodation) - [Farmstay in Milton ](https://www.expedia.ca/Milton-Agritourism.d6288971-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Milton ](https://www.expedia.ca/Milton-Apart-Hotels.d6288971-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Milton ](https://www.expedia.ca/Milton-Cabins.d6288971-aaCabins.Travel-Guide-Accommodation) - [Castles in Milton ](https://www.expedia.ca/Milton-Castles.d6288971-aaCastles.Travel-Guide-Accommodation) - [Chalets in Milton ](https://www.expedia.ca/Milton-Chalets.d6288971-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Milton ](https://www.expedia.ca/Milton-Guest-Houses.d6288971-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Milton ](https://www.expedia.ca/Milton-Holiday-Parks.d6288971-aaHolidayParks.Travel-Guide-Accommodation) - [Motels in Milton ](https://www.expedia.ca/Milton-Motels.d6288971-aaMotels.Travel-Guide-Accommodation) - [Resorts in Milton ](https://www.expedia.ca/Milton-Resort-Hotels.d6288971-aaResortHotels.Travel-Guide-Accommodation) - [Condo Rentals in Myers Corner ](https://www.expedia.ca/Myers-Corner-Condos.d553248634998909947-aaCondos.Travel-Guide-Accommodation) - [Apartments in New Hamburg ](https://www.expedia.ca/New-Hamburg-Apartments.d553248635975851763-aaApartments.Travel-Guide-Accommodation) - [New Hamburg Hotels ](https://www.expedia.ca/New-Hamburg-Hotels.d553248635975851763.Travel-Guide-Hotels) - [New York Hotels ](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Poughkeepsie Galleria ](https://www.expedia.ca/Poughkeepsie-Galleria-Hotels.0-l6173957-0.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Spackenkill ](https://www.expedia.ca/Spackenkill-Hotels-Hotels-With-Smoking-Rooms.0-0-d3000007981-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Spackenkill Hotels ](https://www.expedia.ca/Spackenkill-Hotels.d3000007981.Travel-Guide-Hotels) - [Hotels near SplashDown Beach ](https://www.expedia.ca/SplashDown-Beach-Hotels.0-l6203288-0.Travel-Guide-Filter-Hotels) - [B&B in Town of Marlborough ](https://www.expedia.ca/Town-Of-Marlborough-Bed-And-Breakfast.d553248635976002433-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Holiday Park Resorts in Town of Marlborough ](https://www.expedia.ca/Town-Of-Marlborough-Holiday-Parks.d553248635976002433-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Town of Marlborough ](https://www.expedia.ca/Town-Of-Marlborough-Inns.d553248635976002433-aaInns.Travel-Guide-Accommodation) - [B&B in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Bed-And-Breakfast.d56028-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Business Hotels in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Hotels-Business-Hotel.0-0-d56028-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Hotels-Cheap-Hotels.0-0-d56028-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Hotels-Historic-Hotel.0-0-d56028-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Hotels-Luxury-Hotel.0-0-d56028-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Wappingers Falls ](https://www.expedia.ca/Wappingers-Falls-Hotels-Spa-Hotel.0-0-d56028-tSpaHotel.Travel-Guide-Filter-Hotels) - [Wappingers Falls Hotels ](https://www.expedia.ca/Wappingers-Falls-Hotels.d56028.Travel-Guide-Hotels) - [Flights to Dutchess County ](https://www.expedia.ca/Cheap-Flights-To-Dutchess-County.d6031206.Travel-Guide-Flights) - [Flights to Fishkill ](https://www.expedia.ca/Cheap-Flights-To-Fishkill.d55704.Travel-Guide-Flights) - [Flights to New York ](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights from Fishkill ](https://www.expedia.ca/lp/flights/55704/flights-from-fishkill) - [Flights from Wappingers Falls ](https://www.expedia.ca/lp/flights/56028/flights-from-wappingers-falls) - [Flights from Marlboro ](https://www.expedia.ca/lp/flights/6173889/flights-from-marlboro) - [Flights from Buffalo (BUF) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/buf/pou/buffalo-to-poughkeepsie) - [Flights from Detroit (DTW) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/dtw/pou/detroit-to-poughkeepsie) - [Flights from New Bern (EWN) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/ewn/pou/new-bern-to-poughkeepsie) - [Flights from New Haven (HVN) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/hvn/pou/new-haven-to-poughkeepsie) - [Flights from New York (JFK) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/jfk/pou/new-york-to-poughkeepsie) - [Flights from Manchester (MHT) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/mht/pou/manchester-to-poughkeepsie) - [Flights from Oakland (OAK) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/oak/pou/oakland-to-poughkeepsie) - [Flights from Worcester (ORH) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/orh/pou/worcester-to-poughkeepsie) - [Flights from Sarasota (SRQ) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/srq/pou/sarasota-to-poughkeepsie) - [Flights from Edmonton (YEG) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yeg/pou/edmonton-to-poughkeepsie) - [Flights from Halifax (YHZ) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yhz/pou/halifax-to-poughkeepsie) - [Flights from Ottawa (YOW) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yow/pou/ottawa-to-poughkeepsie) - [Flights from Montreal (YUL) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yul/pou/montreal-to-poughkeepsie) - [Flights from Vancouver (YVR) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yvr/pou/vancouver-to-poughkeepsie) - [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Flights from Toronto (YYZ) to Poughkeepsie (POU) ](https://www.expedia.ca/lp/flights/yyz/pou/toronto-to-poughkeepsie) - [Visit Brinckerhoff ](https://www.expedia.ca/Brinckerhoff.dx553248634999082824) - [Visit Castle Point ](https://www.expedia.ca/Castle-Point.dx3000448175) - [Visit Fishkill ](https://www.expedia.ca/Fishkill.dx55704) - [Visit Marlboro ](https://www.expedia.ca/Marlboro.dx6173889) - [Visit Red Oaks Mill ](https://www.expedia.ca/Poughkeepsie-Red-Oaks-Mill.dx553248634998900489) - [Car rentals in Budget Ottostr. 2 ](https://www.expedia.ca/Budget-at-Ottostr-2-Aschersleben-DEU.v55704.Car-Rental-Guide-Location) - [Rental cars Dutchess County airport ](https://www.expedia.ca/Car-Rentals-In-Dutchess-County.d6031206.Car-Rental-Guide) - [Car rental Fishkill ](https://www.expedia.ca/Car-Rentals-In-Fishkill.d55704.Car-Rental-Guide) - [Hertz Rental Cars in Fishkill ](https://www.expedia.ca/Hertz-Car-Rentals-In-Fishkill.d55704-c40.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Wappingers Falls ](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Wappingers-Falls.d56028-c42.Car-Rental-Guide-Suppliers) - [Book Vacation Homes in Town of Wappinger on Expedia.com ](https://www.expedia.com/Town-Of-Wappinger-Private-Vacation-Homes.d553248635976002360-aaPrivateVacationHomes.Travel-Guide-Accommodation)