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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
4.96 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Jul
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
26–31 Jul
Guest favourite
Flat in Pine Bush
Explore and Relax On The Knoll
4.91 out of 5 average rating, 33 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Sept
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
New place to stay, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Home in Goshen
Goshen Village Home
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Cabin in Wurtsboro
Forest Spa Retreat on Cascading Brook • 90 Min NYC
4.95 out of 5 average rating, 441 reviews, 3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Home in Port Jervis
Little Palace.
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Wurtsboro
The Alexandria - Wurstboro, NY
4.97 out of 5 average rating, 69 reviews, 3 bedrooms, 5 beds, 1 bathroom
15–20 Sept
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
4.95 out of 5 average rating, 20 reviews, 1 bed, 1 bathroom
20–25 Jul
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
4.99 out of 5 average rating, 219 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Tiny home in Pine Bush
Creekside Cottage
4.99 out of 5 average rating, 84 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
4.98 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Place to stay in Middletown
Charming Bedroom Close to Legoland & Shopping
1 bedroom, 1 bed, 1.5 bathrooms
17–22 Jul
Flat in Middletown
The Columbus Hotel | The Upper Studio | 52-402
New place to stay, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Montgomery
Luxury 10 Acres Estate: Pool, Fire Pit, Playground
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 9 beds, 2.5 bathrooms
17–22 Jul
Guest favourite
Home in Warwick
SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!
4.95 out of 5 average rating, 128 reviews, 4 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul