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Search results; Over 1,000 homes in Middletown

Superhost
Tent in Middletown
9 person Glamping Tent- the plaza
1 bedroom, 16 beds, 1 private bathroom
3–8 Sept
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4.9 out of 5 average rating, 10 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed
13–18 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds
7–12 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds
15–20 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
12–17 Oct
4.98 out of 5 average rating, 220 reviews
Home in Middletown
Private Secret Escape • Hot Tub • Pool • Fire Pit
4 bedrooms, 8 beds
7–13 Sept
5.0 out of 5 average rating, 3 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds
3–8 Sept
4.92 out of 5 average rating, 12 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds
12–17 Sept
4.71 out of 5 average rating, 7 reviews
Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds
7–12 Sept
4.97 out of 5 average rating, 71 reviews
Home in Cuddebackville
Relaxing Country Retreat Near Hiking and Resorts
2 bedrooms, 1 queen bed
8–13 Sept
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds
13–18 Sept
4.92 out of 5 average rating, 346 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds
20–25 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4 bedrooms, 5 beds
7–12 Sept
4.99 out of 5 average rating, 186 reviews
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds
13–18 Sept
4.96 out of 5 average rating, 433 reviews
Home in Port Jervis
The Grazing Acres Getaway by Echo Fields
3 bedrooms, 3 queen beds
7–12 Sept
New place to stay
Guest favourite
Home in Glen Spey
Cozy Home In Glen Spey
3 bedrooms, 3 beds
7–12 Sept
4.96 out of 5 average rating, 27 reviews
Guest favourite
Villa in Goshen
Goshen Retreat w/ Hot Tub & Pool near Legoland
5 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Farm stay in Wurtsboro
Hudson Valley Estate |Game Room| Heated Pool| Gym
6 bedrooms, 14 beds
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Cottage in Florida
Family Stay: Legoland & Wine Country Living!
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 68 reviews