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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
7–12 Sept
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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 #202
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4.98 out of 5 average rating, 215 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
26–31 Jul
Flat in Middletown
The Columbus Hotel | The District Studio | 89-204
4.8 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
8–13 Jul
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
5.0 out of 5 average rating, 46 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Warwick
Walk to Village Charm! Warwick Home Near Dining
4.92 out of 5 average rating, 13 reviews, 4 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
4.91 out of 5 average rating, 326 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Bed and breakfast in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
Top guest favourite
Cottage in Florida
Family Stay: Legoland & Wine Country Living!
5.0 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Warwick
4 bedroom house with pool (Kids & Dog Friendly)
4.98 out of 5 average rating, 81 reviews, 4 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Jul
Guest favourite
Home in Warwick
SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!
4.94 out of 5 average rating, 127 reviews, 4 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Home in Montgomery
Luxe Farmhouse, Hot Tub, King Beds, and Golf Sim.
4.94 out of 5 average rating, 102 reviews, 6 bedrooms, 6 beds, 4.5 bathrooms
19–24 Jul
Place to stay in Middletown
Charming Bedroom Close to Legoland & Shopping
1 bedroom, 1 bed, 1.5 bathrooms
8–13 Jul
Guest favourite
Villa in Bloomingburg
Spacious 6BR Villa | Serene Scenic Mountain Escape
4.86 out of 5 average rating, 107 reviews, 6 bedrooms, 11 beds, 3 bathrooms
2–7 Sept
Guest favourite
Flat in Pine Bush
Explore and Relax On The Knoll
4.91 out of 5 average rating, 32 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Aug
Top guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
5.0 out of 5 average rating, 18 reviews, 6 bedrooms, 7 beds, 3.5 bathrooms
30 Jul – 4 Aug