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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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.
Luxury 3BR with King Beds in Montgomery Village
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

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 ￥90,481
￥138,720 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥111,573
￥203,239 total
includes taxes & fees
Nov 1 - Nov 2
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

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 ￥11,359
￥22,441 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥29,156
￥64,460 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥36,061
￥86,572 total
includes taxes & fees
Nov 2 - Nov 3
Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
A modern kitchen with a built-in microwave and a dining area with a table and chairs.

7. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is ￥15,777
￥35,695 total
includes taxes & fees
Nov 29 - Nov 30
The Columbus Hotel - The Courtyard Suite - 89-303
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

8. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (45 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is ￥23,666
￥70,328 total
includes taxes & fees
Nov 5 - Nov 6
The DeVita House Est. 1900
A forest campsite with a tent, a fire pit, and a bench.

9. 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 ￥13,489
￥23,943 total
includes taxes & fees
Nov 3 - Nov 4
Glamping Tent & Campsite by Minnewaska State Park
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

10. 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 ￥16,924
￥31,086 total
includes taxes & fees
Nov 5 - Nov 6
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A spacious living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

11. 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 ￥60,826
￥115,194 total
includes taxes & fees
Nov 15 - Nov 16
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.

12. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
United States
Theresa
The price is ￥25,337
￥42,495 total
includes taxes & fees
Nov 2 - Nov 3
Zen House at the Mountain Ridge
A window with a view of a green, leafy outdoor area, possibly a garden or park.

13. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
8.8 out of 10, Excellent, (22 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ￥11,217
￥19,648 total
includes taxes & fees
Nov 1 - Nov 2
Trails Head Tiny House
A deck with Adirondack chairs, a fire pit, and a grill.

14. 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 ￥34,394
￥68,771 total
includes taxes & fees
Nov 1 - Nov 2
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
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, (16 reviews)
"Host was available and communicated very well. The house was very clean too."
United States
Erika
The price is ￥21,171
￥65,688 total
includes taxes & fees
Oct 30 - Oct 31
House on the Babbling Brook- Quiet 2BR + King Bed!
A hot tub in a lush garden with a stone wall and outdoor furniture.

16. 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 ￥44,491
￥85,488 total
includes taxes & fees
Nov 5 - Nov 6
Country House w/Hot Tub, Deck, Grill & Fire Pit
A staircase with red carpeted steps, wooden handrails, and string lights.

17. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
Large,Cozy,Bright Apartment, Business Themed.
A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

18. 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 ￥166,447
￥310,819 total
includes taxes & fees
Nov 29 - Nov 30
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
A room with a chandelier, a sofa, a table, and a cabinet.

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

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (27 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is ￥14,199
￥25,345 total
includes taxes & fees
Nov 3 - Nov 4
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A stone staircase leading to a wooden door, surrounded by lush greenery and flowering plants.

20. 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
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

8/10 Good
"The entire motel was excellent shape. The rooms were top notch. Breakfast had everything you would expect. Only complaint , and it is a slight one, would be that the the walls and ceilings were pretty thin and it was pretty easy to hear people in the adjoining rooms."
jim 1-night trip
Posted 6 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Montgomery

Montgomery Vacation Homes information

Number of reviews
485
Accommodation
402 Vacation Homes
Lowest Price
￥19,648
Highest Price
￥310,819