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Compare 486 Vacation Homes in Montgomery with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is AED 951
AED 1,213 total
includes taxes & fees
2 May - 3 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (94)
"This house is absolutely amazing - great space, hot tub, indoor pool, lots of entertainment options for chilling at night or on rainy days. Amazing view on the edge of Mohonk Preserve and a very short drive to the incredible Minnewaska State Park. The hosts are clearly avid hikers/climbers and you can see why they care for this home and the location. Set at the end of a quiet street but only minutes into New Paltz for shopping and dining - and less than 15 minutes to 87 for a straight shot down...
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Catskills mountain gateway house.

9.8 out of 10, Exceptional, (18)
"The home was clean and just as described. We enjoyed our stay. Loved the view from the deck."
Catskills mountain gateway house.

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

10.0 out of 10, Exceptional, (3)
"we enjoyed our stay at Billy Moes bungalow. The property owner was very responsive and receptive to a couple minor issues we had and is working on correcting them. The wood burning fireplace is very easy to use and the owner provided supplies to get it started. I would definitely recommend this place to others. "
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (38)
"We had a great time and really enjoyed the area! Place was very clean, had everything we needed and the hot tub was great! "
Red Barn Retreat - Shawangunk Mountains Getaway

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Nice location. Clean and comfortable. Was very cold inside when we entered (52 degrees) and I could not find an extra blanket anywhere. Everything else was great. "
Bright Cornwall-On-Hudson Vacation Rental!

Spacious Westtown Home, Firepit, Up to 10 Guest

10.0 out of 10, Exceptional, (4)
"I stayed for business and this was perfectly located for what I needed to get done in the area. "
Spacious Westtown Home, Firepit, Up to 10 Guest

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is AED 1,429
AED 1,905 total
includes taxes & fees
30 Apr - 1 May
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
9.4 out of 10, Exceptional, (3)
"This home was newly renovated and very clean. Would stay there again."
The price is AED 1,175
AED 1,657 total
includes taxes & fees
28 Apr - 29 Apr
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 1,010
AED 1,949 total
includes taxes & fees
29 Apr - 30 Apr
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Beaver Lake Escape

9.4 out of 10, Exceptional, (15)
"Greatly enjoyed our short stay. The dog bones were a nice touch for our pups. Extremely clean, great layout - we would love to return soon"
The price is AED 606
AED 999 total
includes taxes & fees
28 Apr - 29 Apr
Beaver Lake Escape

Modern Farmhouse on pristine private 12 Acres

9.6 out of 10, Exceptional, (76)
"We had a perfect stay at the beautiful farmhouse with all of the modern amenities.Outdoor space is to die for fenced in for your pup walking trails nature trails water features running streams..Cherry on top is that the listing is very generous with check-in and checkout times you can check in at 3 and you check out at 12. This feature allows for true relaxation!Book it!!"
Modern Farmhouse on pristine private 12 Acres

Dream House in the Gunks

10.0 out of 10, Exceptional, (25)
"This is my first time renting a property. Everything was "
The price is AED 290
AED 685 total
includes taxes & fees
28 Apr - 29 Apr
Dream House in the Gunks

Cozy Rustic Farmhouse With Wood Stove

Cozy Rustic Farmhouse With Wood Stove

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The price is AED 459
AED 1,041 total
includes taxes & fees
5 May - 6 May
The Studio at the Inn at High Falls
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.
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Other property types in Montgomery

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is AED 951
AED 1,213 total
includes taxes & fees
2 May - 3 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is AED 617
AED 1,018 total
includes taxes & fees
30 Apr - 1 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"We stayed at this cozy cabin in Monroe for 4 days since we were looking for a somewhat close location to West Point to visit our cadet. This cabin had plenty of room for the three of us. The floor plan was open, which was nice. The beds are comfy, and there are several useful amenities of which to take note. These included fresh towels for the bathroom and sauna, shampoo/conditioner/body wash dispensers in the bathroom, plenty of board games to keep you occupied, and a functioning T.V. I have to...
Cozy Cabin with Sauna & Firepit!
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.