Title: Montgomery Vacation Home Rentals from CA $172: Search Top Private Vacation Homes for Rent | 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

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-07-31&endDate=2026-08-02&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 homes

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124360000/124358700/124358626/789446cc.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 $374

CA $671 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-3BR-With-King-Beds-In-Montgomery-Village.h124358626.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/100000000/99760000/99751300/99751209/4246803e.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)

### 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 $1,063

CA $1,878 total

includes taxes & fees

Apr 30 - May 1

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

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/ef9b23f7.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/112000000/111190000/111183400/111183358/02671128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/d5087de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/c86208ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

Fishkill

9.4/10

Exceptional

(62 reviews)

"For us it was in a great location, had a reasonable price and room for everyone."

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

Gertrude (Gert) P.

CA $343

CA $454 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.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)

![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)

![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)

### 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)

"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "

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

Julia

CA $156

CA $373 total

includes taxes & fees

Apr 12 - Apr 13

[](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/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/cdecc2e1.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)

![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)

### 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

(34 reviews)

"Awesome place, great location. We loved our stay."

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

Will R.

CA $75

CA $210 total

includes taxes & fees

Apr 15 - Apr 16

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

![Exterior](https://images.trvl-media.com/lodging/125000000/124060000/124052700/124052622/9d82bc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/125000000/124060000/124052700/124052622/w1350h895x0y0-595a0fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124060000/124052700/124052622/06108ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124060000/124052700/124052622/c291b89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury home near West Point

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-Home-Near-West-Point.h124052622.Hotel-Information)

Highland Falls

10/10

Exceptional

(2 reviews)

"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."

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

Suzy

CA $276

CA $330 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-Home-Near-West-Point.h124052622.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)

![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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/586a41ba.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

9.0/10

Wonderful

(12 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 $115

CA $205 total

includes taxes & fees

Apr 12 - Apr 13

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/541d91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/5a612bda.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/d2d9d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/d7a0c7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country House w/Hot Tub, Deck, Grill & Fire Pit

[](https://www.expedia.ca/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

Goshen

10/10

Exceptional

(61 reviews)

"Very good host "

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

Binyomin

CA $358

CA $713 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/2f040710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/ba741f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/35068c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/44968177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury House Near West Point

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

Highland Falls

CA $277

CA $454 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/1fe9eea3_edited_074f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/7b146adf.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)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Cozy private suite in the heart of beautiful Gardiner.

[](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

New Paltz

10/10

Exceptional

(7 reviews)

"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 $170

CA $347 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/161ac482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/00118852.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)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

Hopewell Junction

9.0/10

Wonderful

(10 reviews)

"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 $211

CA $359 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.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

(8 reviews)

"Good stay, awesome place"

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

Scott G.

CA $188

CA $564 total

includes taxes & fees

Apr 13 - Apr 14

[](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/84000000/83440000/83439500/83439448/25061d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/507f5964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/774bff0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/5e755ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.Hotel-Information)

Kerhonkson

10/10

Exceptional

(14 reviews)

"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "

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

Kyle T.

CA $96

CA $217 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/3d478b6d.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/w1024h679x0y2-66622731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/1d0bf8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95450000/95445200/95445189/744ff1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beaver Lake Escape 

[](https://www.expedia.ca/Rock-Hill-Hotels-Beaver-Lake-Escape.h95445189.Hotel-Information)

Rock Hill

9.6/10

Exceptional

(33 reviews)

"Clean place, friendly and accommodating host! "

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

Bryan A.

CA $193

CA $334 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Rock-Hill-Hotels-Beaver-Lake-Escape.h95445189.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w908h683x59y0-41d3f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w505h683x260y0-0b84e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/38be6d00.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)

### Glamping Tent & Campsite by Minnewaska State Park 

[](https://www.expedia.ca/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information)

Kerhonkson

8.8/10

Excellent

(3 reviews)

"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"

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

Megan

CA $118

CA $210 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/0839ceb1_edited_e7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/w1024h630x0y26-bff20eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Stovetop, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/w588h683x218y0-4a1318f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83520000/83518700/83518661/d477734e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trails Head Tiny House

[](https://www.expedia.ca/Bouvet-Island-Hotels-Trails-Head-Tiny-House.h83518661.Hotel-Information)

Rock Hill

9.0/10

Wonderful

(19 reviews)

"Host was very friendly and helpful. "

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

Michael R.

CA $98

CA $172 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Bouvet-Island-Hotels-Trails-Head-Tiny-House.h83518661.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/6a09d677.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/106000000/105180000/105177900/105177891/f77cbaf5.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)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/3207c5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 3BR Home with parking-Walk to WP Gate!

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

Highland Falls

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

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

Briana T.

CA $225

CA $449 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.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)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/b762fce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

Highland Falls

9.2/10

Wonderful

(7 reviews)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

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

Julio J.

CA $209

CA $650 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/eb403423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/c37104c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/d7a17c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/2c6360ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information)

Greenwood Lake

9.8/10

Exceptional

(37 reviews)

"House was great, it had everything we needed and even provided coffee! "

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

Colleen E.

CA $270

CA $701 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/014c4095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/5ac5c592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/9c414a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/68a653de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

[](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information)

New Paltz

9.6/10

Exceptional

(27 reviews)

"We stayed for wedding preparation. The space is clean and great layout for multiple guests. I am extremely satisfied with my reservation!"

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

Jean G.

CA $290

CA $531 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-23&endDate=2026-04-24&regionId=8728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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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=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=COTTAGE)

Aparthotels

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Private vacation homes

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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=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=APARTMENT)

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=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=VILLA)

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=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=CHALET)

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## Top Montgomery Hotel Reviews

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"nice experience overall satisfied "

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg)

### Courtyard by Marriott Middletown Goshen

8/10 Good

"M"

[](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a_y.jpg)

### The Kartrite Resort & Indoor Waterpark

8/10 Good

"Good experience for our first time."

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

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/875b6b8c_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"The location and staff and room were amazing. The only concern I had was the $150 per night deposit. While I know it is standard, it's a lot for someone to have held while on vacation. This was the highest total I have had to pay, and I have stayed at the midtown hilton in NYC. I just wish there was a smaller fee. "

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

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c_y.jpg)

### Overlook Lodge at Bear Mountain

6/10 Okay

"Small rooms and a bit aged"

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a_y.jpg)

### Resorts World Catskills Casino

10/10 Excellent

"Clean room "

[](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"na"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"Very clean "

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Holiday Inn Express & Suites Montgomery by IHG](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60_y.jpg)

### Holiday Inn Express & Suites Montgomery by IHG

8/10 Good

"Breakfast is good "

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information)

## Find out more about Montgomery

## Montgomery Vacation Homes information

| Number of reviews | 343                |
| ----------------- | ------------------ |
| Accommodation     | 426 Vacation Homes |
| Lowest Price      | CA $172            |
| Highest Price     | CA $1,878          |

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