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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Montgomery vacation homes

A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

1. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
The price is AED 1,550
AED 2,453 total
includes taxes & fees
8 Nov - 9 Nov
Luxury 3BR with King Beds in Montgomery Village
A hallway with wooden flooring, white walls, a staircase with white railings, and a door at the end.

2. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens

Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
Montgomery
The price is AED 2,733
AED 3,919 total
includes taxes & fees
8 Nov - 9 Nov
Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
A modern kitchen with white cabinetry, a central island with stools, a built-in oven, and a stainless steel refrigerator.

3. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
The price is AED 3,109
AED 5,400 total
includes taxes & fees
26 Oct - 27 Oct
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A two-story house with a front porch and a landscaped garden.

4. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 264
AED 522 total
includes taxes & fees
28 Oct - 29 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

5. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (61 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
The price is AED 649
AED 1,418 total
includes taxes & fees
26 Oct - 27 Oct
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A lakeside view with a picnic table and chairs, a grill, and a clear sky.

6. Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains

Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
wallkill
9.6 out of 10, Exceptional, (5 reviews)
"Everything was very nice, clean, easy access to things and great location!Loved the area! Host was wonderful!!I’d stay there again!!"
United States
Dauna A.
The price is AED 802
AED 1,918 total
includes taxes & fees
2 Nov - 3 Nov
Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

7. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (44 reviews)
"We really enjoyed a second stay at the De Vita House. The place is so clean and comfortable, and the location is great. Karin is a great host--she immediately dropped off a couple kitchen items we thought we needed--wasn't even an emergency or anything! Absolutely recommend."
United States
Natalie R.
The price is AED 551
AED 1,637 total
includes taxes & fees
26 Oct - 27 Oct
The DeVita House Est. 1900
A tent with a central pole, a view of the forest through the entrance, and a bed with patterned bedding.

8. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is AED 314
AED 557 total
includes taxes & fees
26 Oct - 27 Oct
Glamping Tent & Campsite by Minnewaska State Park
A spacious living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

9. Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!

Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!
Pine Bush
9.4 out of 10, Exceptional, (51 reviews)
"It filled our needs and we were happy with our visit to the area."
United States
Olivia M.
The price is AED 1,414
AED 2,678 total
includes taxes & fees
15 Nov - 16 Nov
Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

10. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
10.0 out of 10, Exceptional, (12 reviews)
"Great space! Very nicely decorated. Host was very responsive and answered questions quickly. Also close to a great bakery and coffee shop!"
United States
Julie
The price is AED 647
AED 1,066 total
includes taxes & fees
16 Nov - 17 Nov
Zen House at the Mountain Ridge
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

11. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (47 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is AED 318
AED 643 total
includes taxes & fees
1 Nov - 2 Nov
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A deck with Adirondack chairs, a fire pit, and a grill.

12. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 801
AED 1,601 total
includes taxes & fees
26 Oct - 27 Oct
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A hot tub in a lush garden with a stone wall and outdoor furniture.

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is AED 1,036
AED 1,942 total
includes taxes & fees
1 Nov - 2 Nov
Country House w/Hot Tub, Deck, Grill & Fire Pit
A room with a sloped ceiling, wooden beams, and two windows with curtains.

14. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is AED 261
AED 457 total
includes taxes & fees
1 Nov - 2 Nov
Trails Head Tiny House
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AED 459
AED 1,499 total
includes taxes & fees
27 Oct - 28 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

16. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.6 out of 10, Excellent, (19 reviews)
"I absolutely loved my stay. A beautiful place with Victorian inspired, a big comfy bed, a really nice cozy reading nook with stone glass windows, and had an enjoyable stay!! Very easy check-in and check-out process. Great air conditioning during a heat wave!!"
United States
Daisy
The price is AED 314
AED 584 total
includes taxes & fees
2 Nov - 3 Nov
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

17. Private Forest Estate - Pool · Theater · Game Room . Sleep 18

Private Forest Estate - Pool · Theater · Game Room . Sleep 18
Pine Bush
10.0 out of 10, Exceptional, (2 reviews)
"Just returned from a 3 generation family celebration. This house was exactly as described. So beautiful, had all the amenities. More areas to relax, party, or just enjoy. The pool and pool house were just amazing. Kitchen and dining areas were great to work and enjoy. Basement had so many games to choose from. We already planning a return. Liliana was a terrific host, she responded to all our requests within minutes. Thank you so much."
United States
Greta U.
The price is AED 2,796
AED 5,929 total
includes taxes & fees
30 Oct - 31 Oct
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

18. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is AED 1,519
AED 2,620 total
includes taxes & fees
1 Nov - 2 Nov
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
A stone staircase leading to a wooden door, surrounded by lush greenery and flowering plants.

19. Riverfront stone cottage Private dock & boats Personal spa private resort

Riverfront stone cottage Private dock & boats Personal spa private resort
Gardiner
9.8 out of 10, Exceptional, (64 reviews)
"This was a perfect getaway spot for our family, with something for everyone! Seth was an excellent host!"
United States
Stephani J.
Riverfront stone cottage Private dock & boats Personal spa private resort
A modern kitchen with a white island, stainless steel appliances, and wooden flooring.

20. Nurser * Private Garden * Minutes to Minnewaska

Nurser * Private Garden * Minutes to Minnewaska
Pine Bush
9.4 out of 10, Exceptional, (6 reviews)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is AED 970
AED 2,704 total
includes taxes & fees
17 Nov - 18 Nov
Nurser * Private Garden * Minutes to Minnewaska
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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Top Montgomery Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Clean property but highway noise was nonstop. Not sure if there was an option to stay at the back or other side of the hotel. If so, would highly recommend it."
daphne 1-night trip
Posted 3 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG