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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
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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
12–17 Sept
4.97 out of 5 average rating, 29 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
17–22 Aug
4.92 out of 5 average rating, 13 reviews
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
1 double bed, 1 bathroom
17–22 Aug
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed, 2 bathrooms
24–29 Aug
4.99 out of 5 average rating, 133 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
2–7 Nov
4.89 out of 5 average rating, 270 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Place to stay in Warwick
Luxe Penthouse Studio MainSt Warwick, SteamShower!
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 379 reviews
Guest favourite
Room in Ellenville
Take a Break in Ellenville- you deserve it!
1 bed, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 90 reviews
Guest favourite
Room in Sussex
Secluded setting, queen size bed
1 queen bed, 2 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 487 reviews
Guest favourite
Home in Kerhonkson
Art Studio in the Gunks | Sauna + Forest Views
1 bedroom, 1 queen bed, 1 bathroom
25–30 Sept
4.91 out of 5 average rating, 1098 reviews
Top guest favourite
Campsite in Accord
Canyon Edge off - grid Bungalow
1 queen bed, No bathroom
7–12 Sept
4.95 out of 5 average rating, 550 reviews
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 227 reviews
Top guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, WC
13–18 Sept
4.96 out of 5 average rating, 149 reviews
Superhost
Home in Woodridge
Belvedere | Sleeps 54 | Whole Hotel Buyout
18 bedrooms, 45 beds, 18 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Farm stay in High Falls
Dave's Milk Barn
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 1085 reviews
Guest favourite
Chalet in Wurtsboro
Gorgeous Chalet with Lots of Room!
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 246 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
31 Aug – 6 Sept
4.99 out of 5 average rating, 167 reviews