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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
2–7 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 216 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Port Jervis
Little Palace.
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed, 2 bathrooms
20–25 Jul
4.99 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
15–20 Aug
4.95 out of 5 average rating, 129 reviews
Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds, 1 bathroom
30 Jul – 4 Aug
4.98 out of 5 average rating, 320 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 391 reviews
Guest favourite
Room in Otisville
B3 Cozy private RM Otisville Middletown Deer park
1 queen bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
1 double bed, 1 bathroom
20–25 Jul
New place to stay
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Goshen
Carriage House Apartment Close to Legoland NY
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
6 bedrooms, 7 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 20 reviews
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
New place to stay
Guest favourite
Room in Pine Bush
Tranquil Acres South Suite
2 beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 169 reviews