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Search results; Over 1,000 homes in Middletown

Home in Middletown
Secluded Farmhouse, 30 acres private estate.
6 bedrooms, 8 beds, 2.5 private bathrooms
30 Aug – 4 Sept
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4.71 out of 5 average rating, 113 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 20 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 7 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, 215 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, 16 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
4.89 out of 5 average rating, 403 reviews
Guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 7 reviews
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
New place to stay
Top guest favourite
Cabin in Wurtsboro
Forest Spa Retreat on Cascading Brook • 90 Min NYC
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 441 reviews
Top guest favourite
Guest house in Wurtsboro
Hiker’s Haven, a Cozy Cabin above Bashakill Refuge
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 122 reviews
Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 9 reviews
Flat in Middletown
The Columbus Hotel | The Reimagined Suite | 52-304
1 queen bed, 1 bathroom
14–19 Jul
New place to stay
Guest favourite
Barn in Middletown
The Elm Barn- long term OK
2 bedrooms, 4 beds, 3 bathrooms
14–19 Jul
4.78 out of 5 average rating, 97 reviews
Guest favourite
Room in Slate Hill
Stone Oak Tree Farm Canaan Fir Room
1 queen bed, 1 bathroom
11–16 Jul
4.98 out of 5 average rating, 111 reviews
Top guest favourite
Home in Wurtsboro
The Alexandria - Wurstboro, NY
3 bedrooms, 5 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 68 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 20 reviews
Home in Port Jervis
Little Palace.
2 bedrooms, 2 beds, 2 bathrooms
29 Jul – 3 Aug
New place to stay
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 71 reviews