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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 private bathrooms
11–16 Oct
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4.94 out of 5 average rating, 580 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds
28 Aug – 2 Sept
Guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds
23–28 Aug
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds
20–25 Sept
4.97 out of 5 average rating, 75 reviews
Top guest favourite
Cabin in Montgomery
Historic Cabin with Pool and Fire Pit
1 bedroom, 1 queen bed
7–12 Sept
4.94 out of 5 average rating, 100 reviews
Guest favourite
Guest house in Montgomery
The Cottage
2 bedrooms, 2 beds
11–16 Sept
4.93 out of 5 average rating, 42 reviews
Top guest favourite
Home in Montgomery
Luxe Farmhouse, Hot Tub, King Beds, and Golf Sim.
6 bedrooms, 6 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed
24–29 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds
26–31 Oct
5.0 out of 5 average rating, 39 reviews
Superhost
Hotel room in Montgomery
Victorian Hideaway: Sparrow King Suite
1 bedroom, 1 king bed
21–26 Aug
4.59 out of 5 average rating, 95 reviews
Guest favourite
Home in Montgomery
Treehouse-Inspired Cabin Escape w/ Theatre & Gym
3 bedrooms, 4 beds
26–31 Oct
4.86 out of 5 average rating, 7 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed
12–17 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Lux Apartment - Montgomery. King Bed
1 bedroom, 3 beds
23–28 Aug
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Chalet in Pine Bush
Spacious A-Frame Getaway near Hiking and Wineries
3 bedrooms, 3 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 139 reviews
Top guest favourite
Guest suite in New Windsor
Spacious Studio/ SKAC/USMA/Hiking
1 bedroom, 2 queen beds
13–18 Sept
4.97 out of 5 average rating, 297 reviews
Top guest favourite
Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds
10–15 Sept
4.98 out of 5 average rating, 52 reviews
Guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds
6–11 Sept
4.88 out of 5 average rating, 257 reviews