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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, 578 reviews
Guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.89 out of 5 average rating, 9 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
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
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 26 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, 74 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
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
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
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds
26–31 Oct
5.0 out of 5 average rating, 39 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
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 398 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, 51 reviews
Top guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds
6–11 Sept
4.88 out of 5 average rating, 257 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
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
2–7 Nov
4.89 out of 5 average rating, 270 reviews
Top guest favourite
Tiny home in Wallkill
Get Away to "Hygge" Tiny House on 75 Private Acres
1 queen bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 375 reviews