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Search results; Over 1,000 homes in Middletown

Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
27 Sept – 2 Oct
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
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
27 Nov – 2 Dec
4.88 out of 5 average rating, 278 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
22–27 Oct
Top guest favourite
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 43 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
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
Guest favourite
Home in Wurtsboro
Bashakill Hillside Cottage East
2 bedrooms, 2 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 21 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
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 Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.71 out of 5 average rating, 7 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
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
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
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
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
9–14 Nov
4.98 out of 5 average rating, 223 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