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Search results; Over 1,000 homes in Middletown

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
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 218 reviews
Flat in Middletown
The Columbus Hotel | The Residence Studio | 89-206
1 double bed, 1 bathroom
6–11 Aug
New place to stay
Top guest favourite
Farm stay in High Falls
Dave's Milk Barn
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 1081 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, 269 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
Guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, WC
30 Aug – 4 Sept
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Campsite in Accord
Canyon Edge off - grid Bungalow
1 queen bed, No bathroom
31 Aug – 5 Sept
4.95 out of 5 average rating, 546 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, 409 reviews
Guest favourite
Home in Kerhonkson
Art Studio in the Gunks | Sauna + Forest Views
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 1096 reviews
Guest favourite
Room in Slate Hill
Stone Oak Tree Farm White Spruce Rm
1 queen bed, 1 bathroom
6–11 Aug
4.98 out of 5 average rating, 41 reviews
Guest favourite
Flat in Pine Bush
Explore and Relax On The Knoll
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.91 out of 5 average rating, 33 reviews
Superhost
Room in Unionville
Simple Quaint Double Twin
2 beds, 1 bathroom
6–11 Aug
New place to stay
Guest favourite
Bus in Pine Bush
School Bus Glamp w/HotTub~15min to Gunks/New Paltz
1 bedroom, 2 beds, WC
9–14 Aug
4.93 out of 5 average rating, 240 reviews
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
1 bedroom, 1 king bed, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 131 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, 162 reviews
Guest favourite
Camper van/Motorhome in Montgomery
The Coop
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 11 reviews