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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, 27 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 218 reviews
Top guest favourite
Home in Montgomery
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Room in Sussex
Secluded setting, queen size bed
1 queen bed, 2 bathrooms
10–15 Aug
4.94 out of 5 average rating, 480 reviews
Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 324 reviews
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Room in Wallkill
The Yellow Room (Hudson Valley Farmhouse)
1 single bed, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 89 reviews
Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 330 reviews
Guest favourite
Room in Otisville
B3 Cozy private RM Otisville Middletown Deer park
1 queen bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest suite in Montgomery
the Guest Suite at Dunhill Pond
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.88 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 49 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Wurtsboro
Bashakill Hillside Cottage East
2 bedrooms, 2 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Chalet in Wurtsboro
Gorgeous Chalet with Lots of Room!
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 246 reviews
Superhost
Room in Unionville
Simple Quaint Double Twin
2 beds, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Flat in Chester
Rekindled Farmhouse
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
4.94 out of 5 average rating, 17 reviews