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Search results; Over 1,000 homes in Middletown

Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 private bathrooms
2–7 Aug
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4.98 out of 5 average rating, 215 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 bedroom, 1 queen bed
12–17 Jul
4.95 out of 5 average rating, 19 reviews
Guest favourite
Bed and breakfast in Middletown
Charming Upstate New York Inn Cozy Suite #203
1 bedroom, 2 beds
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Otisville
B1 Cozy private RM Otisville Middletown Deer park
1 queen bed
28 Sept – 3 Oct
5.0 out of 5 average rating, 21 reviews
Flat in Middletown
The Columbus Hotel | The District Studio | 89-204
1 double bed
8–13 Jul
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Montgomery
Modern Woodland Retreat, Hudson Valley & Catskills
3 bedrooms, 3 beds
9–14 Aug
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
13–18 Sept
4.89 out of 5 average rating, 264 reviews
Guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Montgomery
The Pullman Cottage NYC Escape • Dogs Stay Free
2 bedrooms, 2 queen beds
23–28 Jul
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds
8–13 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds
21–26 Jul
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed
19–24 Jul
4.95 out of 5 average rating, 20 reviews
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds
13–18 Sept
4.91 out of 5 average rating, 326 reviews
Top guest favourite
Bed and breakfast in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds
10–15 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds
15–20 Aug
4.94 out of 5 average rating, 126 reviews
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds
7–12 Sept
4.94 out of 5 average rating, 95 reviews
Guest favourite
Room in Sussex
Secluded setting, queen size bed
1 queen bed
12–17 Jul
4.94 out of 5 average rating, 474 reviews
Home in Port Jervis
Little Palace.
2 bedrooms, 2 beds
29 Jul – 3 Aug
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