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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
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 218 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 19 reviews
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, 11 reviews
Guest favourite
Room in Slate Hill
Stone Oak Tree Farm White Spruce Rm
1 queen bed, 1 bathroom
4–9 Aug
4.98 out of 5 average rating, 41 reviews
Guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
2–7 Nov
4.89 out of 5 average rating, 269 reviews
Top guest favourite
Flat in Goshen
Carriage House Apartment Close to Legoland NY
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Aug
4.97 out of 5 average rating, 121 reviews
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Home in Warwick
Deer Pond Lodge Lawn Games Hot Tub Game Room 1Pet
4 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 45 reviews
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
1 double bed, 1 bathroom
4–9 Aug
New place to stay
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, 130 reviews
Guest favourite
Cabin in Wurtsboro
Forest Spa Retreat on Cascading Brook • 90 Min NYC
3 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 447 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
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 223 reviews