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Search results; Over 1,000 homes in Middletown

Superhost
Tent in Middletown
8 Person Glamping Tent- Woodsie
1 bedroom, 4 beds, 1.5 shared bathrooms
1–6 Sept
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4.89 out of 5 average rating, 45 reviews
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, 32 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 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, 1.5 bathrooms
12–17 Oct
4.98 out of 5 average rating, 218 reviews
Flat in Middletown
The Columbus Hotel | The Gold Suite | 89-207
1 double bed, 1 bathroom
6–11 Sept
4.5 out of 5 average rating, 4 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.67 out of 5 average rating, 6 reviews
Home in Middletown
Secret Escape Hot tub • Pool • Private Location
4 bedrooms, 8 beds, 2.5 bathrooms
7–13 Sept
New place to stay
Superhost
Home in Woodridge
Hotel Buyout | 54 Guests | Belvedere Suites
18 bedrooms, 45 beds, 18 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Wurtsboro
Bashakill Hillside Cottage East
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 21 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
1–6 Sept
4.9 out of 5 average rating, 10 reviews
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, 70 reviews
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, 49 reviews
Superhost
Home in Bloomingburg
Blooming Bnb (close to Legoland & much more)
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.73 out of 5 average rating, 15 reviews
Guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
6 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Home in Chester
Private Estate | Pool, Hot Tub & 10BR Retreat
10 bedrooms, 22 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Vernon Township
Luxurious Cozy Mountain Retreat 2BR-2BA - Ski/Spa.
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Home in Warwick
Deer Pond Lodge Lawn Games Hot Tub Game Room 1Pet
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 43 reviews