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Search results; Over 1,000 homes in Middletown

Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 private bathrooms
19–24 Jul
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4.98 out of 5 average rating, 216 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
4.96 out of 5 average rating, 25 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
1 bedroom, 2 beds, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 10 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
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
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, 390 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, 69 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
27 Jul – 1 Aug
4.95 out of 5 average rating, 129 reviews
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
New place to stay
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
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
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
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Tiny home in Pine Bush
Creekside Cottage
1 bed, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Vernon Township
Cozy Luxury Mountain Retreat 2BR/2BA | Water Park
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
4.98 out of 5 average rating, 112 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
20–25 Jul
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
6 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 20 reviews