Search results; Over 1,000 homes in Middletown

Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 private bathrooms
5–10 Jul
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4.97 out of 5 average rating, 64 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Flat in Middletown
The Columbus Hotel | The District Studio | 89-204
1 double bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.98 out of 5 average rating, 215 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #201
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Superhost
Place to stay in Middletown
Charming Bedroom Close to Legoland & Shopping
1 bedroom, 1 bed, 1.5 bathrooms
1–6 Jul
Top guest favourite
Cottage in Florida
Family Stay: Legoland & Wine Country Living!
3 bedrooms, 4 beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Warwick
SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!
4 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
4.94 out of 5 average rating, 127 reviews
Top guest favourite
Home in Goshen
Historic Hudson Valley Farm House
4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Loft in Goshen
Hay Loft in Historic Barn - 4 Minutes to Legoland
3 bedrooms, 6 beds, 2 bathrooms
13–18 Jul
4.95 out of 5 average rating, 193 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 15 beds, 8 bathrooms
2–7 Jul
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Goshen
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor
5 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
6 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 38 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
15–20 Aug
4.94 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds, 1 bathroom
21–26 Jul
4.97 out of 5 average rating, 68 reviews
Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
4.99 out of 5 average rating, 177 reviews