Title: Montgomery Vacation Rentals from CA $258: Short-Term Rentals for 2026 | Expedia.ca

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![Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Montgomery vacation rentals

![Exterior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/e25829b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1616e5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/a23e5d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1ae526bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

[](https://www.expedia.ca/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information)

Montgomery

10/10

Exceptional

(3 reviews)

"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah A.

CA $167

CA $285 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/feb0c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/d8180870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/217d0423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/3424405a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Hudson Valley Apt 202 - King/Queen/Twin

[](https://www.expedia.ca/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information)

Montgomery

9.8/10

Exceptional

(16 reviews)

"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffani H.

CA $207

CA $374 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/37d2f11c.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)

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/7a8f89cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/4246803e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Farmhouse-Hot Tub, King Beds, Game Room & View

[](https://www.expedia.ca/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information)

Montgomery

10/10

Exceptional

(16 reviews)

"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 $948

CA $1,726 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124360000/124358700/124358626/90c26bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124358700/124358626/491aa2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124358700/124358626/6ac34166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124358700/124358626/0a36c5ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR with King Beds in Montgomery Village

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-3BR-With-King-Beds-In-Montgomery-Village.h124358626.Hotel-Information)

Montgomery

CA $360

CA $652 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-3BR-With-King-Beds-In-Montgomery-Village.h124358626.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ce4906b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/bec4b3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/00db68e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video library](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ac2ddafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury New 1BR 950 sq ft apartment. Sleeps 4\. Stocked Kitchen, 2 Tvs, Parking.

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information)

Montgomery

10/10

Exceptional

(3 reviews)

"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard D.

CA $203

CA $369 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/6f19918a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/7f3a22c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.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/121000000/120250000/120244100/120244044/1af31b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom retreat minutes from West Point!

[](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

Highland Falls

10/10

Exceptional

(1 review)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zack C.

CA $123

CA $252 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/d309f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/184fcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/2ac6746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/a2ec50f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

Beacon

10/10

Exceptional

(47 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

CA $150

CA $332 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cd189b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/5dd44347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/c4f41298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4fbee988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

Kerhonkson

9.4/10

Exceptional

(12 reviews)

"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick S.

CA $117

CA $269 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

[](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(16 reviews)

"Great Unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rudy R.

CA $110

CA $365 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![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/114000000/113530000/113522300/113522235/9832ea44.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)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

Highland Falls

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott G.

CA $125

CA $477 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf85ab49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/9714c3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/96050ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/75814d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

[](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information)

Gardiner

10/10

Exceptional

(8 reviews)

"Great weekend getaway to reconnect with old friends!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa D.

CA $281

CA $462 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.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/84000000/83440000/83439600/83439540/2dce554c.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/cdecc2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

Kerhonkson

10/10

Exceptional

(32 reviews)

"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 $63

CA $210 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/54004000.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/79000000/78140000/78138100/78138015/b2f29274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/eb48d384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

[](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

Goshen

9.8/10

Exceptional

(13 reviews)

"Beautiful location. We really enjoyed seeing the deer in the field every morning. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron M.

CA $203

CA $404 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d895f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d096da95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/bfaf6ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/c8e6e879_edited_4c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Verde B&B, bsm, Greenwood Lake NY

[](https://www.expedia.ca/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

Greenwood Lake

10/10

Exceptional

(12 reviews)

"The breakfast was lovely!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara

CA $215

CA $401 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/86b4cdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w1024h680x0y3-fb94b93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w905h683x60y0-cdd484b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w482h683x271y0-974b294e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in the heart of the Hudson Valley, Cabin 2

[](https://www.expedia.ca/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

Newburgh

9.4/10

Exceptional

(31 reviews)

"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

CA $176

CA $273 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76800000/76795200/76795113/c56c6835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76795200/76795113/ed089268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76795200/76795113/b7a03fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76800000/76795200/76795113/f1e51835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trails Head Cabin

[](https://www.expedia.ca/Rock-Hill-Hotels-Cozy-Cabin-Retreat.h76795113.Hotel-Information)

Rock Hill

9.8/10

Exceptional

(101 reviews)

"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimaya

CA $134

CA $258 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Rock-Hill-Hotels-Cozy-Cabin-Retreat.h76795113.Hotel-Information)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/77bbd76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/70be37d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Stovetop, coffee/tea maker, cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/47d9ed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/40f52a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Lakefront Studio w/ Deck + Workspace

[](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information)

Monroe

CA $97

CA $268 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(131 reviews)

"Amazing place Thanks for the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julien C.

CA $257

CA $416 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/a5431ccf.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

[](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information)

High Falls

8.0/10

Very good

(34 reviews)

"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William K.

CA $154

CA $373 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.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)

![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)

![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)

###  Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.Hotel-Information)

Warwick

9.2/10

Wonderful

(9 reviews)

"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin R.

CA $128

CA $219 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.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=2026-02-21&endDate=2026-02-22&regionId=8728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America&regionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

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## Top Montgomery Hotel Reviews

![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg)

### The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Great stay"

[](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information)

![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg)

### Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"We had a very nice stay. The room was so clean. The staff was "

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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

"Best staff ever great location."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.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

"Room was clean- "

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.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

"My stay was wonderful. Even though the TVs were down the stay was still pleasant. The staff was friendly and sympathetic to the inconvenience. The food from the lobby was excellent!! Best burger I’ve had by far! Breakfast was amazing as well! I’d definitely stay again"

[](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.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

"Nice staff and beds!"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.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

"Room was clean and comfortable. Staff was so friendly. Would definitely stay here again "

[](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Borland House Inn](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293_y.jpg)

### Borland House Inn

10/10 Excellent

"Lovely antique home beautifully cared for. We felt comfy and safe. Fun little pub down the street. Breakfast was delicious!"

[](https://expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"We stayed during the recent snow service was great"

[](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

## Find out more about Montgomery

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montgomery. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Montgomery ](https://expedia.ca/Montgomery-Private-Vacation-Homes.d8728-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Cottages in Montgomery ](https://expedia.ca/Montgomery-Cottages.d8728-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Montgomery ](https://expedia.ca/Montgomery-Cabins.d8728-aaCabins.Travel-Guide-Accommodation)
- [Villas in Montgomery ](https://expedia.ca/Montgomery-Villas.d8728-aaVillas.Travel-Guide-Accommodation)
- [Motels in Montgomery ](https://expedia.ca/Montgomery-Motels.d8728-aaMotels.Travel-Guide-Accommodation)
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- [Chalets in Montgomery ](https://expedia.ca/Montgomery-Chalets.d8728-aaChalets.Travel-Guide-Accommodation)
- [RV Parks in Montgomery ](https://expedia.ca/Montgomery-RV-Parks.d8728-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Montgomery ](https://expedia.ca/Montgomery-Guest-Houses.d8728-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Montgomery ](https://expedia.ca/Montgomery-Inns.d8728-aaInns.Travel-Guide-Accommodation)
- [Lodges in Montgomery ](https://expedia.ca/Montgomery-Lodges.d8728-aaLodges.Travel-Guide-Accommodation)
- [Condo Rentals in Montgomery ](https://expedia.ca/Montgomery-Condos.d8728-aaCondos.Travel-Guide-Accommodation)
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## Frequently asked questions

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