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Search results; Over 1,000 homes in Middletown

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Superhost
Tent in Middletown
Victor-amazing glamping experience-Middletown NY
1 bedroom, 4 beds, 1.5 bathrooms
1–6 Sept
,
4.67 out of 5 average rating, 21 reviews
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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, 33 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 21 reviews
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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, 220 reviews
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Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.71 out of 5 average rating, 7 reviews
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Home in Middletown
Secret Escape Hot tub • Pool • Private Location
4 bedrooms, 8 beds, 2.5 bathrooms
7–13 Sept
5.0 out of 5 average rating, 3 reviews
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Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
1–6 Sept
4.91 out of 5 average rating, 11 reviews
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Guest favourite
Villa in Goshen
Goshen Retreat w/ Hot Tub & Pool near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 71 reviews
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Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 44 reviews
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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, 50 reviews
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Top guest favourite
Home in Pine Bush
Jacuzzi · Arcade-Bar · Cinema · Sleeps18 · Pool
7 bedrooms, 9 beds, 5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 14 reviews
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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, 125 reviews
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Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 433 reviews
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Superhost
Home in Woodridge
Hotel Buyout | 54 Guests | Belvedere Suites
18 bedrooms, 45 beds, 18 bathrooms
1–6 Sept
New place to stay
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Guest favourite
Barn in Wurtsboro
Catskills Barn Retreat w/Fireplace & 9 Acres
4 bedrooms, 8 beds, 2.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 130 reviews
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Home in Port Jervis
The Grazing Acres Getaway by Echo Fields
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
New place to stay
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Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 186 reviews