Title: Montgomery Vacation Home Rentals from CA $206: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d8728.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)[Things to do in Montgomery](https://expedia.ca/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d8728.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7258650cf3c9c107b2e4d18aa267cfe2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by ViajandoconAna Rustrian # Montgomery 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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8728&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) ## Browse Select Montgomery Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/7ce217c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/511279ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/33d9a952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/26c38d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Farmhouse-Hot Tub, King Beds, Game Room & View Montgomery 10/10 Exceptional (15) "We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily B. CA $866 CA $1,629 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Montgomery-Hotels-Dream-Escape.h99751209.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) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/w450h639x287y44-0aaac327.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/f4d68743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio at the Inn at High Falls High Falls 8.2/10 Very good (31) "Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harrison W. CA $157 CA $379 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.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 (2) "Good stay, awesome place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott G. CA $194 CA $572 total includes taxes & fees Oct 30 - Oct 31 [](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/84000000/83440000/83439600/83439540/3e418247.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/315d7b3f.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) ### 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 $132 CA $287 total includes taxes & fees Nov 2 - Nov 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) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/26c9de37.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) ### 3BR West Point Retreat-3min to Back Gate+ King Bed Highland Falls 9.0/10 Wonderful (2) "Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Waylon J. CA $158 CA $611 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-2991689a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-0b53ee10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x59y0-70da373f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/e4830f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping Tent & Campsite by Minnewaska State Park Kerhonkson 8.8/10 Excellent (3) "We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie W. CA $119 CA $212 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/a3861e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/6d13c092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/cf555863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107760000/107753600/107753545/b13a87f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake! Warwick 10/10 Exceptional (3) "Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michelle d. CA $197 CA $517 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Warwick-Hotels-5-Min-To-Downtown-Warwick.h107753545.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/111000000/110650000/110643700/110643700/8dd5c447.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) ![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 7.0/10 Good (4) "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 $126 CA $443 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/e4cec53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/4cc093aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/d8b7ae3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/80ec6f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town Warwick 9.0/10 Wonderful (6) "Nice to have top notch bar/restaurant downstairs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John E CA $115 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/f0035695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/f76eaa2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/5726cc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/32b8908a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated House w/Hot Tub, Deck, Grill & Fire Pit Goshen 9.8/10 Exceptional (58) "We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie CA $349 CA $698 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/f4c5b854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/599dbda5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/719e347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/42150b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 3BR Home with parking-Walk to WP Gate! Highland Falls 10/10 Exceptional (7) "Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Molly s. CA $258 CA $426 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.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/afe3fdf8.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) ![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI, new paltz 9.4/10 Exceptional (3) "Nice clean home just outside of the main stretch in New Paltz. My friends and I appreciated the playground, big comfy couch for relaxing, spacious rooms upstairs and air mattress downstairs. The artwork upstairs threw us for a loop but that's okay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxwell M. CA $279 CA $1,018 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.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) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/21fb1fff.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) ### 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 $212 CA $360 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71480000/71472400/71472321/299b9713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71480000/71472400/71472321/w1453h960x313y0-c12ba389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71480000/71472400/71472321/f1145fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71480000/71472400/71472321/w959h637x1y0-9f4bac0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to The Boathouse! Waterfront/Boats/Hot tub New Paltz 10/10 Exceptional (3) "Always love to stay in the New Paltz area. Good for the soul." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise C. CA $279 CA $489 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-The-Boathouse.h71472321.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) ![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) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/3b0b1bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1223c490.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 (21) "Comfortable accommodations. Everything you need for a relaxing holiday " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan W. CA $251 CA $426 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Hudson-Valley-Retreat-1950s-Ranch-Close-To-Everything.h100535519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76210000/76204800/76204707/w917h683x47y0-fc981b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76210000/76204800/76204707/eafa0836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76210000/76204800/76204707/w506h683x260y0-5b3016b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76210000/76204800/76204707/cfc5234a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills Cozy Cottage by The Lake, Sullivan County Rock Hill 10/10 Exceptional (10) "And great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc F. CA $237 CA $555 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Rock-Hill-Hotels-Bluestique-By-The-Lake.h76204707.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) ![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) ![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.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 8.0/10 Very good (2) "Great place. Close to West Point activity. Clean and new." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne V. CA $259 CA $431 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.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 (43) "Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. CA $361 CA $461 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/w1170h755x0y0-416eda80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/665b3941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/1e4c322d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/2acfa54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family friendly Spacious 4 bedroom 3 bathroom getaway Poughkeepsie 10/10 Exceptional (4) "Very easy checkin, great communication from owner. Bring your own travel soap shampoo etc. Store was right down the road for these things so not a big deal. Would rent again in a heartbeat." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann H. CA $297 CA $541 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Poughkeepsie-Hotels-Family-Friendly-Spacious-4-Bedroom-3-Bathroom-Getaway.h83412482.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w1024h681x0y2-9ca7b6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/db47e401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w881h683x72y0-0e6aa145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/w1024h681x0y2-48b540c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beaver Lake Escape Rock Hill 9.6/10 Exceptional (29) "This is the perfect getaway for a couple. The place is beautiful, quiet, private. Me and my husband really enjoy it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Penelope CA $163 CA $295 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Rock-Hill-Hotels-Beaver-Lake-Escape.h95445189.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=2025-11-12&endDate=2025-11-13®ionId=8728&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%2FMontgomery-Private-Vacation-Homes.d8728-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-Private-Vacation-Homes.d8728-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Montgomery Hotel Reviews ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "Hotel was clean perfect for Over night stay" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](//images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "We loved the room. Very comfortable. Parking was plentiful. " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Excellent stay❤️😀" [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Resorts World Catskills Casino](//images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "Great room upgrade. Great service " [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Everything PERFECT " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Everything was good the ev charging was great! " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](//images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "I was really happy that both the room and the water in the waterpark were nice and warm. All of the staff were friendly and very helpful." [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg) ### The Crossroads Hotel, Newburgh 10/10 Excellent "Red doors " [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Clean room" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ## Find out more about Montgomery ## Montgomery Vacation Homes information | Number of reviews | 259 | | --- | --- | | Accommodation | 439 Vacation Homes | | Lowest Price | CA $206 | | Highest Price | CA $1,629 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Walden](https://www.expedia.ca/2Star-Walden-Hotels.s20-0-d6361117.Travel-Guide-Filter-Hotels) - 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