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Search results; Over 1,000 homes in Middletown

Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 private bathrooms
9–14 Nov
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4.98 out of 5 average rating, 223 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Montgomery
the Guest Suite at Dunhill Pond
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.88 out of 5 average rating, 57 reviews
Home in Montgomery
Cozy Montgomery Home
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Dec
New place to stay
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
11–16 Nov
4.92 out of 5 average rating, 347 reviews
Top guest favourite
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 21 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
18–23 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Montgomery
The Pullman Cottage • Hudson Valley
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Dec
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Wurtsboro
The Alexandria - Wurstboro, NY
3 bedrooms, 5 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Home in Goshen
Unique Dutch Barn in the Hudson Valley
5 bedrooms, 9 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Apr
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Room in Montgomery
Timless Elegance: Hummingbird Queen Suite
1 queen bed, 1 bathroom
20–25 Sept
4.81 out of 5 average rating, 79 reviews
Guest favourite
Home in Montgomery
The Ferns at Winding Hills
4 bedrooms, 5 beds, 4 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 11 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 133 reviews