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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
13–18 Sept
4.97 out of 5 average rating, 35 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
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
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
8–13 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Home in Montgomery
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 27 reviews
Home in Middletown
Private Secret Escape • Hot Tub • Pool • Fire Pit
4 bedrooms, 8 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 3 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
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Pine Bush
NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE
4 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
4.89 out of 5 average rating, 234 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
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
Top guest favourite
Home in Goshen
Unique Dutch Barn in the Hudson Valley
5 bedrooms, 9 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 116 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
Top guest favourite
Flat in Goshen
Carriage House Apartment Close to Legoland NY
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 125 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
Flat in Goshen
Historic Horse Barn Sleeps - 4 Minutes to Legoland
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 255 reviews
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