Title: Milton Vacation Home Rentals from CA $278: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Milton](https://expedia.ca/Milton-Hotels.d6288971.Travel-Guide-Hotels)[Vacation Rentals in Milton](https://expedia.ca/Milton-Vacation-Rentals.d6288971.Travel-Guide-VacationRentals)[Flights to Milton](https://expedia.ca/Cheap-Flights-To-Milton.d6288971.Travel-Guide-Flights)[Milton Car Rentals](https://expedia.ca/Car-Rentals-In-Milton.d6288971.Car-Rental-Guide)[Milton Vacation Packages](https://expedia.ca/Milton.d6288971.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) # Milton Vacation Rentals - ![](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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6288971&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6288971&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6288971&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 two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6288971&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Milton Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.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) ### House on the Babbling Brook- Quiet 2BR + King Bed! Highland Falls 10/10 Exceptional (5) CA $140 CA $499 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/315d7b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/d9bc7fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/d9c98ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/0cb47cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks Kerhonkson 10/10 Exceptional (32) "I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia K. CA $124 CA $278 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/a9738f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/26c9de37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR West Point Retreat-3min to Back Gate+ King Bed Highland Falls 9.0/10 Wonderful (4) "Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Penny D. CA $154 CA $607 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/a5431ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/f4d68743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/dfefd5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/1f5e7a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio at the Inn at High Falls High Falls 8.0/10 Very good (32) "We loved our studio — it was cozy, charming, and fit our needs perfectly. Frank went above and beyond to make us feel comfortable, and his hospitality really stood out. Everything was spotless and well-kept, and we had everything we needed for a relaxing stay. The location was convenient, the space felt welcoming, and little touches made it even more enjoyable. We would definitely stay here again and highly recommend it to anyone looking for a comfortable and stress-free getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ya-elle G. CA $157 CA $380 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/49a13516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/1f4c1098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/92738c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/bd9859f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Campfire Cottage: Fireplace, fire pit & no chores! Kingston 10/10 Exceptional (29) "Great multi-week stay! Would certainly stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim R. CA $85 CA $329 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Kingston-Hotels-Stylish-Cozy-Cabin.h78173525.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/8b35ed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/04bc58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleek Escape: Modern 3 BR- 4 Min from West Point ! Highland Falls 10/10 Exceptional (2) "Looked like this property was recently renovated. Very clean and nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellie M. CA $155 CA $586 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/f3a0c6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/298f7baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/bed3b59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/f50280fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: renovated 2BR, desk, no chore list! Kingston 9.6/10 Exceptional (14) "Great little space. Perfect for two adults. Chill living room and well appointed kitchen. It’s a perfect alternative to a hotel, and reasonably priced for what you get. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris S. CA $101 CA $396 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-Renovated-2BR.h93491157.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/29c91958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/362afdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/e2cc8b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/a66de76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores! Kingston 10/10 Exceptional (4) "Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brendan B. CA $67 CA $308 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-1br-Home-W-WFH-Desk.h104080240.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/91000000/90730000/90723800/90723747/812e9d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90730000/90723800/90723747/3daff5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90730000/90723800/90723747/158b618a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90730000/90723800/90723747/ff122e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kin Cottage Accord Accord 10/10 Exceptional (2) "Needed a relaxing quick getaway weekend and Kin cottage is the way to go !!! The house had everything we needed ! Toys for the kids toys for the fur babies ,and books to read for the adults. We enjoyed our time in the hot tub and then made s’mores that the house provided. All the restaurants were close by and very good we did indoor roller skating and mini golf did some hiking at stony falls what a beautiful water fall there. Totally recommend kin cottage and can’t wait to go back !!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $208 CA $570 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Accord-Hotels-Family-Getaway-Hot-Tub-Hiking.h90723747.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/33e473a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/aac26eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/259a7e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/bdc1b6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Higashi: New Paltz family home with King bed minutes to downtown New Paltz 9.8/10 Exceptional (20) "Great place to stay! We enjoyed our time here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy B. CA $131 CA $431 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/New-Paltz-Hotels-The-Higashi-Comfy-Mountain-Home-In-New-Paltz.h91946800.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/33b86b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3e0d1b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Country outside the city " 3 bedrooms 2 full bathrooms Holmes 9.6/10 Exceptional (4) "Great house! We had a fantastic weekend!! Thank you so much " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela w. CA $242 CA $765 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/5bc13913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/d1d8291d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/3b0b1bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1eef3e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything Kerhonkson 9.8/10 Exceptional (23) "Comfortable accommodations. Everything you need for a relaxing holiday " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan W. CA $239 CA $409 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Hudson-Valley-Retreat-1950s-Ranch-Close-To-Everything.h100535519.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) ![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.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) ### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI, new paltz 9.6/10 Exceptional (5) "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 $252 CA $992 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/3fa58bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/6e560331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/581d8844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/1cd98b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double the Fun: Two Houses, Shared Yard & Fire Pit Kingston 10/10 Exceptional (4) "Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly B. CA $178 CA $672 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kingston-Hotels-Double-The-Fun-Two-Houses.h93492676.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/280bea60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/0dcdc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/8c15249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park Hopewell Junction 9.0/10 Wonderful (10) "We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther P. CA $213 CA $361 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92496678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/231b7fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/5eb61507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy private suite in the heart of beautiful Gardiner. New Paltz 10/10 Exceptional (7) "Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chanah B. CA $179 CA $361 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.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) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.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) ### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo Fishkill 9.6/10 Exceptional (48) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary B. CA $384 CA $490 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/1ffbe7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/26b38c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 3bdrm Home w/parking! Highland Falls 9.0/10 Wonderful (4) "Clean home, conveniently located to West Point. Very comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle B. CA $239 CA $437 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/75b18da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/9c93ce23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/f3de8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/62a1e2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY Poughkeepsie 10/10 Exceptional (2) "Great host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey F. CA $230 CA $812 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/9015258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/6db641f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/8dd5c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/52b7436e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Escape -Strong Wi-Fi -Prime Location Poughkeepsie 6.8/10 (5) "The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea C. CA $169 CA $504 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.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=2025-12-15&endDate=2025-12-16®ionId=6288971&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6288971) ![](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%2FMilton-Private-Vacation-Homes.d6288971-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMilton-Private-Vacation-Homes.d6288971-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Milton Hotel Reviews ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Staff was nice room was clean. Worked out very well" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Homewood Suites by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg) ### Homewood Suites by Hilton Poughkeepsie 10/10 Excellent "Great location and very clean. " [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The staff was very nice and accommodating. The room was perfect and the bed was super comfortable. Will stay again if in the area." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Very nice place where they cater to everyone as more than a guest, Staff wonderful. Quiet location, so not many choices for restaurants. " [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.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 "Staff was great. Rooms were updated. Shower heads were the big rain shower type. The beds were comfortable, not too soft. Breakfast buffet was a notch above others. " [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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 "Pleasant staff and clean room." [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Americas Best Value Inn New Paltz](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "It was fine." [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.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 "The room was very spotless and the restaurant food was great 👍 I'm looking forward to next year trip " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Nice room, nice staff" [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ## Find out more about Milton ## Milton Vacation Homes information | Number of reviews | 231 | | --- | --- | | Accommodation | 444 Vacation Homes | | Lowest Price | CA $278 | | Highest Price | CA $992 | ## Explore a world of travel with Expedia - 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[Hotel Wedding Venues Hotels in Union Street Historic District](https://www.expedia.ca/Union-Street-Historic-District-Poughkeepsie-Hotels-Wedding-Hotels.0-n907719581714612224-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Vassar Brothers Medical Center](https://www.expedia.ca/Vassar-Brothers-Medical-Center-Hotels.0-l553248626761242223-0.Travel-Guide-Filter-Hotels) - [Hotels near Vassar College](https://www.expedia.ca/Vassar-College-Hotels.0-l6085394-0.Travel-Guide-Filter-Hotels) - [Hotels near Walkway Over the Hudson State Historic Park](https://www.expedia.ca/Walkway-Over-The-Hudson-State-Historic-Park-Hotels.0-l6222117-0.Travel-Guide-Filter-Hotels) - [Flights to New York](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights to Poughkeepsie](https://www.expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights) - [Flights from Poughkeepsie](https://www.expedia.ca/lp/flights/6056317/flights-from-poughkeepsie) - [Flights from Marlboro](https://www.expedia.ca/lp/flights/6173889/flights-from-marlboro) - 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