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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Montgomery holiday 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 HK$2,247
HK$3,936 total
includes taxes & fees
14 Oct - 15 Oct
Luxury 3BR with King Beds in Montgomery Village
A laundry room with two front-loading washing machines and a dryer.

2. Walkable Village 5BR Home, 2 Full Kitchens, King Beds - Great for Groups.

Walkable Village 5BR Home, 2 Full Kitchens, King Beds - Great for Groups.
Montgomery
The price is HK$4,332
HK$6,719 total
includes taxes & fees
18 Oct - 19 Oct
Walkable Village 5BR Home, 2 Full Kitchens, King Beds - Great for Groups.
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 HK$7,801
HK$13,056 total
includes taxes & fees
2 Nov - 3 Nov
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, (17 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is HK$509
HK$1,053 total
includes taxes & fees
19 Oct - 20 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, (60 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
The price is HK$1,648
HK$3,366 total
includes taxes & fees
28 Oct - 29 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 HK$1,961
HK$4,411 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, (42 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is HK$1,177
HK$3,498 total
includes taxes & fees
25 Oct - 26 Oct
The DeVita House Est. 1900
A spacious living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

8. 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 HK$2,366
HK$4,821 total
includes taxes & fees
14 Oct - 15 Oct
Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!
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 HK$671
HK$1,191 total
includes taxes & fees
14 Oct - 15 Oct
Glamping Tent & Campsite by Minnewaska State Park
A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

10. 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 HK$4,120
HK$10,292 total
includes taxes & fees
19 Oct - 20 Oct
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

11. 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 HK$1,406
HK$2,303 total
includes taxes & fees
2 Nov - 3 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.

12. 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, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is HK$1,075
HK$1,761 total
includes taxes & fees
28 Oct - 29 Oct
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A room with a chandelier, a sofa, a table, and a cabinet.

13. 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, (23 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$735
HK$1,257 total
includes taxes & fees
27 Oct - 28 Oct
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A hallway with wooden flooring, white walls, and doors with brass handles.

14. Spacious 4BR/2BT Hiking trails, Lake, Legoland & Warwick

Spacious 4BR/2BT Hiking trails, Lake, Legoland & Warwick
Monroe
The price is HK$78,468
HK$99,745 total
includes taxes & fees
21 Oct - 22 Oct
Spacious 4BR/2BT Hiking trails, Lake, Legoland & Warwick
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, (13 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 HK$1,004
HK$3,200 total
includes taxes & fees
14 Oct - 15 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A deck with Adirondack chairs, a fire pit, and a grill.

16. 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, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is HK$1,711
HK$3,421 total
includes taxes & fees
1 Nov - 2 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A fireplace with logs, a vase with flowers, and candles on a woven mat.

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

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is HK$881
HK$1,593 total
includes taxes & fees
3 Nov - 4 Nov
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A window with a view of a green, leafy outdoor area, possibly a garden or park.

18. 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 HK$558
HK$977 total
includes taxes & fees
14 Oct - 15 Oct
Trails Head Tiny House
A hot tub in a lush garden with a stone wall and outdoor furniture.

19. 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, (68 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 HK$2,213
HK$4,229 total
includes taxes & fees
1 Nov - 2 Nov
Country House w/Hot Tub, Deck, Grill & Fire Pit
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
9.2 out of 10, Wonderful, (5 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 HK$1,450
HK$5,076 total
includes taxes & fees
9 Nov - 10 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

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"The most family friendly, staff friendly, convenient indoor waterpark in the USA! So many things to do, so many amenities, I just love it there!"
Carina 2-night trip
Posted 3 hours ago
The Kartrite Resort & Indoor Waterpark

Find out more about Montgomery

Montgomery Vacation Homes information

Number of reviews
383
Accommodation
401 Vacation Homes
Lowest Price
HK$977
Highest Price
HK$13,056

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