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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
12–17 Oct
,
4.98 out of 5 average rating, 218 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
1 double bed, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 42 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
31 Aug – 5 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Wurtsboro
Bashakill Hillside Cottage East
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 226 reviews
Top guest favourite
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 23 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.89 out of 5 average rating, 411 reviews
Guest favourite
Room in Hamptonburgh
Hudson Haven, Blue Room
2 beds, 2 bathrooms
15–20 Aug
4.94 out of 5 average rating, 16 reviews
Guest favourite
Chalet in Wurtsboro
Gorgeous Chalet with Lots of Room!
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 246 reviews
Guest favourite
Cabin in Wurtsboro
Forest Spa Retreat on Cascading Brook • 90 Min NYC
3 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 449 reviews
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 131 reviews