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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Montgomery vacation rentals

A swimming pool with a wooden deck, lounge chairs, and a red umbrella.

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is AED 450
AED 852 total
includes taxes & fees
15 Nov - 16 Nov
Historic Cabin with Pool & Fire Pit
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

2. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
10.0 out of 10, Exceptional, (21 reviews)
"Great hosts and great location!"
United States
Shelby A.
The price is AED 578
AED 1,031 total
includes taxes & fees
15 Nov - 16 Nov
Modern Hudson Valley Apt 202 - King/Queen/Twin
A modern kitchen with a central island, wooden bar stools, and a dining table with chairs.

3. Montgomery Village Center King Bed Ground Floor

Montgomery Village Center King Bed Ground Floor
Montgomery
The price is AED 723
AED 1,120 total
includes taxes & fees
15 Nov - 16 Nov
Montgomery Village Center King Bed Ground Floor
A spacious hallway with hardwood flooring, a staircase, and a kitchen area in the background.

4. 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 2,006
AED 2,950 total
includes taxes & fees
15 Nov - 16 Nov
Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
A two-story white house with a large front porch and a garage.

5. 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 2,578
AED 4,464 total
includes taxes & fees
30 Nov - 1 Dec
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with a refrigerator, microwave, and stove. The room has wooden flooring and large windows with blinds.

6. Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "
United States
Richard D.
The price is AED 654
AED 1,118 total
includes taxes & fees
15 Nov - 16 Nov
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
A living room with a flat-screen TV on a black TV stand, wooden flooring, and a door with a window.

7. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (103 reviews)
"Kelly and Joe’s property was beautiful, the check in and check out process was smooth and easy, and the location was perfect for our planned activities. The property made our special weekend even more perfect as a newly engaged couple!"
United States
Jessica
The price is AED 409
AED 881 total
includes taxes & fees
1 Dec - 2 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

8. A Cozy Private Suite in a Country Home near New Paltz

A Cozy Private Suite in a Country Home near New Paltz
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 264
AED 490 total
includes taxes & fees
15 Nov - 16 Nov
A Cozy Private Suite in a Country Home near New Paltz
A compact kitchen with a sink, stove, and wooden countertops.

9. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (35 reviews)
"Loved our stay! The house is cozy and well cared for. Plenty of room and everything we might have needed. Thanks so much for the nice message, it really shows that you care about your guests :)"
United States
Sara
The price is AED 420
AED 761 total
includes taxes & fees
6 Dec - 7 Dec
Dream getaway apartment in the foot of Gunks Ridge
A two-story house with a porch, a table, and chairs outside.

10. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
3.5 star property
Goshen
The price is AED 572
AED 704 total
includes taxes & fees
14 Nov - 15 Nov
Historic Horse Barn Apartment in Goshen
A kitchen with black cabinets, a wooden countertop, a black refrigerator, and a window with a view of trees.

11. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is AED 545
AED 990 total
includes taxes & fees
14 Nov - 15 Nov
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

12. 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 735
AED 1,555 total
includes taxes & fees
22 Nov - 23 Nov
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.

13. 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 859
AED 1,969 total
includes taxes & fees
22 Nov - 23 Nov
Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
A forested area with a table and chairs on a wooden platform.

14. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.8 out of 10, Exceptional, (6 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
The price is AED 551
AED 803 total
includes taxes & fees
15 Nov - 16 Nov
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A room with a glass table and chairs, a flat-screen TV on the wall, and a view of a beach and buildings.

15. Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (41 reviews)
"Great location very walkable"
United States
Tim B.
The price is AED 422
AED 871 total
includes taxes & fees
16 Nov - 17 Nov
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
A white house with a porch, a stone pathway, and a grassy yard.

16. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is AED 643
AED 1,662 total
includes taxes & fees
15 Nov - 16 Nov
The DeVita House Est. 1900
A living room with a dark blue sectional sofa, a round coffee table, and a decorative ceiling light.

17. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful little apartment, walking to shops and easy parking"
United States
Martha Z.
The price is AED 727
AED 1,313 total
includes taxes & fees
15 Nov - 16 Nov
Grant - A Tranquil One Bedroom Steps from River
A rustic cabin with a wooden barrel entrance, stone fire pit, and outdoor seating area surrounded by a forest.

18. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Bernice
The price is AED 647
AED 1,013 total
includes taxes & fees
30 Nov - 1 Dec
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

19. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (31 reviews)
"Everything was just as it was in our past stays. The place was clean, neat and organized very well. Communication with the host was very easy and almost immediate reply."
United States
Albert
The price is AED 547
AED 820 total
includes taxes & fees
15 Nov - 16 Nov
Cabin in the heart of the Hudson Valley, Cabin 4
A rustic cabin with a wooden bench and a stone pathway leading to it.

20. 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 AED 446
AED 787 total
includes taxes & fees
19 Nov - 20 Nov
Zen House at the Mountain Ridge
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
"Everything was amazing ..only thing I would change is more healthy food options in your store and restaurants. And in the indoor water park…It’s all fatty foods no good. Also bring back the breakfast buffet you had last year at eat eat eat . My kids enjoyed it so much . And last year it was Friday Saturday and Sunday Thanks See u next year !"
Jillian 1-night trip
Posted 3 hours ago
The Kartrite Resort & Indoor Waterpark

Frequently asked questions

Are there vacation rentals in Montgomery?

Yes, you can find vacation rentals in Montgomery near Orange County Arboretum, or you can choose a more secluded option if you're looking for extra privacy while you relax. Our travelers say Montgomery has a good selection of restaurants. Make sure you have time to check out the gardens and shopping during your trip.

What are some of the best vacation rentals that Montgomery has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Montgomery is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Montgomery?

Choose from 14 Expedia vacation rentals in Montgomery for a memorable vacation.

What can I see and do in Montgomery?

Thomas Bull Memorial Park and Orange County Arboretum are a couple of lovely local spots to get outside and enjoy nature. While here, Highland Lakes State Park and City Winery Hudson Valley are other places worth a visit.

What’s a vacation rental in Montgomery like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Montgomery. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.