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Search results; Over 1,000 homes in Middletown

Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
1 bedroom, 2 beds, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 216 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, 17 reviews
Flat in Middletown
The Columbus Hotel | The Galley Studio | 89-203
1 double bed, 1 bathroom
19–24 Jul
New place to stay
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, 19 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
Guest favourite
Villa in Bloomingburg
Spacious 6BR Villa | Serene Scenic Mountain Escape
6 bedrooms, 11 beds, 3 bathrooms
2–7 Sept
4.86 out of 5 average rating, 107 reviews
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 328 reviews
Top guest favourite
Home in Glen Wild
3BR Catskills Getaway Retreat!
3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Loft in Goshen
Hay Loft in Historic Barn - 4 Minutes to Legoland
3 bedrooms, 6 beds, 2 bathrooms
17–22 Jul
4.95 out of 5 average rating, 196 reviews
Place to stay in Middletown
Charming Bedroom Close to Legoland & Shopping
1 bedroom, 1 bed, 1.5 bathrooms
14–19 Jul
Top guest favourite
Bed and breakfast in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds, 3.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Warwick
4 bedroom house with pool (Kids & Dog Friendly)
4 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Home in Goshen
Historic Hudson Valley Farm House
4 bedrooms, 7 beds, 2 bathrooms
18–23 Jul
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Bed and breakfast in Goshen
Parkway House Goshen Bed & Breakfast Suite #4
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Montgomery
Modern Woodland Retreat, Hudson Valley & Catskills
3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
4.95 out of 5 average rating, 128 reviews