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Search results; Over 1,000 homes in Middletown

Home in Middletown
Hudson Valley Log Cabin with Lake Access & View
3 bedrooms, 3 beds, 2 private bathrooms
5–10 Jul
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4.87 out of 5 average rating, 103 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
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
Flat in Middletown
The Columbus Hotel | The Galley Studio | 89-203
1 double bed, 1 bathroom
5–10 Jul
New place to stay
Top guest favourite
Cottage in Montgomery
The Pullman Cottage NYC Escape • Dogs Stay Free
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 80 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
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
Home in Wurtsboro
The Alexandria - Wurstboro, NY
3 bedrooms, 5 beds, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 68 reviews
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 324 reviews
Home in Port Jervis
Little Palace.
2 bedrooms, 2 beds, 2 bathrooms
29 Jul – 3 Aug
New place to stay
Top guest favourite
Bed and breakfast in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Montgomery
Modern Woodland Retreat, Hudson Valley & Catskills
3 bedrooms, 3 beds, 2 bathrooms
23–28 Jul
4.95 out of 5 average rating, 128 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 15 beds, 8 bathrooms
5–10 Jul
4.86 out of 5 average rating, 7 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
Top guest favourite
Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
4.98 out of 5 average rating, 46 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, 126 reviews
Guest favourite
Camper van/Motorhome in Montgomery
The Coop
1 bedroom, 1 bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Sussex
Secluded setting, queen size bed
1 queen bed, 2 bathrooms
4–9 Jul
4.94 out of 5 average rating, 474 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