Montgomery Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Montgomery vacation homes
1. Luxury 3BR with King Beds in Montgomery Village
Luxury 3BR with King Beds in Montgomery VillageMontgomery
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. "
Barbara M.
The price is CA $406
CA $722 total
includes taxes & fees
Oct 20 - Oct 21
2. 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!"
Kyle F.
The price is CA $1,250
CA $2,145 total
includes taxes & fees
Oct 22 - Oct 23
3. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
Modern Home, 5BR, 4.5 bath, King Beds, 2 KitchensMontgomery
The price is CA $805
CA $1,236 total
includes taxes & fees
Nov 16 - Nov 17
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 trailWallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
Carrie
The price is CA $86
CA $183 total
includes taxes & fees
Oct 20 - Oct 21
5. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltzwallkill
9.8 out of 10, Exceptional, (60 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
Debbie M.
The price is CA $284
CA $598 total
includes taxes & fees
Nov 8 - Nov 9
6. Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountainswallkill
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!!"
Dauna A.
The price is CA $317
CA $751 total
includes taxes & fees
Nov 1 - Nov 2
7. The DeVita House Est. 1900
The DeVita House Est. 1900Gardiner
10.0 out of 10, Exceptional, (42 reviews)
"Great house, well equipped, very accommodating hosts!"
Christopher T.
The price is CA $213
CA $636 total
includes taxes & fees
Oct 18 - Oct 19
8. Glamping Tent & Campsite by Minnewaska State Park
Glamping Tent & Campsite by Minnewaska State ParkKerhonkson
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!"
Andie C.
The price is CA $121
CA $215 total
includes taxes & fees
Oct 18 - Oct 19
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.
Find vacation rentals that suit your style
Private vacation homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Montgomery Hotel Reviews
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
Find out more about Montgomery
Montgomery Vacation Homes information
Number of reviews | 419 |
|---|---|
Accommodation | 403 Vacation Homes |
Lowest Price | CA $183 |
Highest Price | CA $2,145 |
Explore a world of travel with Expedia
- Holiday Inn Express & Suites Montgomery by IHG
- Cheap Hotels in Manhattan
- Middletown Hotels
- Guest Houses in Beacon
- Motels in Middletown
- B&B in Walden
- Resorts in Monroe
- B&B in Woodbury
- Cheap Hotels in New York
- Cabin Rentals in Woodbury
- Cabin Rentals in Scotchtown
- Motels in Newburgh
- B&B in Newburgh
- Washingtonville Hotels
- Harvest Inn
- Casino Hotels in Pine Bush
- Villas in West Point
- Campbell Hall Hotels
- Hotels near Woodbury Common Premium Outlets
- Soho Hotels
- B&B in Cornwall
- Montgomery Hotels
- Motels in Salisbury Mills
- Cabin Rentals in Milton
- Motels in Orange County
- Rock Tavern Hotels
- Manhattan Hotels
- Villas in Woodbury
- Holiday Inn Express & Suites Middletown
- Inns in West Point
- Cabin Rentals in Yankee Lake
- Super 8 by Wyndham Montgomery Maybrook
- Rv Parks in Philipstown
- Walden Hotels
- Hostels in New York
- B&B in New Hamburg
- Goshen Hotels
- B&B in Monroe
- Fairfield Inn & Suites by Marriott Goshen Middletown
- Midtown Hotels
- Rv Parks in Marlboro
- Hotels near LEGOLAND® New York
- Hotels near Ice Time Sports Complex
- Wallkill Hotels
- Borland House Inn
- Buck's Homestead B&B
- Hotels near Times Square
- Condo Rentals in West Point
- Cozy Geo
- Guest Houses in Fishkill
- Cabin Rentals in Hudson Valley
- Pine Bush Hotels
- Motels in Mount Hope
- B&B in Beacon
- B&B in Beaverdam Lake-Salisbury Mills
- New York Hotels
- Cabin Rentals in Wallkill
- Hotels near Central Park
- Farmstay in New Hamburg
- Flights from Toronto (YYZ) to Newburgh (SWF)
- Flights from Ottawa (YOW) to New York (NYC)
- Westjet Toronto (YYZ) to New York (LGA) flights
- Flights from Buffalo (BUF) to Newburgh (SWF)
- Flights to New York
- Flights from Montreal (YUL) to New York (LGA)
- Flights from Vancouver (YVR) to Newburgh (SWF)
- Flights from Winnipeg (YWG) to Newburgh (SWF)
- Flights to Walden
- Flights from Los Angeles (LAX) to New York (NYC)
- Flights from Vancouver (YVR) to Montgomery (MGJ)
- Flights from Edmonton (YEG) to New York (LGA)
- Flights from Toronto (YTZ) to Newburgh (SWF)
- Flights from Calgary (YYC) to Newburgh (SWF)
- Flights from Toronto (YYZ) to New York (LGA)
- Flights from Halifax (YHZ) to Newburgh (SWF)
- Flights from Detroit (DTW) to Newburgh (SWF)
- Flights from Winnipeg (YWG) to New York (LGA)
- Flights from Toronto (YTO) to New York (NYC)
- Flights from Montreal (YUL) to Newburgh (SWF)
- Flights from Portland (PDX) to Montgomery (MGJ)
- Flights from Ottawa (YOW) to Newburgh (SWF)
- Flights from Toronto (YYZ) to New York (NYC)
- Flights from Detroit (DTW) to New York (LGA)
- Flights from Ottawa (YOW) to New York (LGA)
- Flights from Halifax (YHZ) to New York (LGA)
- Flights from Edmonton (YEG) to Newburgh (SWF)
- Flights from Stewart Intl.