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Search results; Over 1,000 homes in Middletown

Superhost
Tent in Middletown
8 Person Glamping Tent- Woodsie
1 bedroom, 4 beds, 1.5 shared bathrooms
1–6 Sept
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4.89 out of 5 average rating, 45 reviews
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, 30 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
12–17 Oct
4.98 out of 5 average rating, 218 reviews
Flat in Middletown
The Columbus Hotel | The Gold Suite | 89-207
1 double bed, 1 bathroom
1–6 Sept
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 43 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.67 out of 5 average rating, 6 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, 75 reviews
Home in Middletown
Secret Escape Hot tub • Pool • Private Location
4 bedrooms, 8 beds, 2.5 bathrooms
7–13 Sept
New place to stay
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
17–22 Sept
4.93 out of 5 average rating, 133 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Room in Hamptonburgh
Hudson Haven, Master Suite
1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cabin in Cuddebackville
Riverfront Retreat | Hot Tub, Firepit & Pool Table
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Guest house in Wurtsboro
Hiker’s Haven, a Cozy Cabin above Bashakill Refuge
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 136 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, 14 reviews
Top guest favourite
Cottage in Florida
Family Stay: Legoland & Wine Country Living!
3 bedrooms, 4 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 83 reviews
Guest favourite
Cabin in Sparrow Bush
Lakeside Retreat w/Fire Pit & Skylights
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 227 reviews