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Search results; Over 1,000 homes in Middletown

Superhost
Tent in Middletown
Glamping Tent- 10 person max capacity
1 bedroom, 7 beds, 1.5 shared bathrooms
1–6 Sept
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4.86 out of 5 average rating, 28 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
Superhost
Home in Woodridge
Hotel Buyout | 54 Guests | Belvedere Suites
18 bedrooms, 45 beds, 18 bathrooms
1–6 Sept
New place to stay
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
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 Pine Bush
Jacuzzi · Arcade-Bar · Cinema · Sleeps18 · Pool
7 bedrooms, 9 beds, 5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 12 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
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 340 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
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 43 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
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
17–22 Sept
4.93 out of 5 average rating, 133 reviews
Top guest favourite
Home in Chester
The Little Green Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 75 reviews