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Search results; Over 1,000 homes in Middletown

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Superhost
Tent in Middletown
Glamping Tent- 11 person max cap.
1 bedroom, 6 beds, 1 bathroom
16–21 Sept
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4.33 out of 5 average rating, 3 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 37 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 17 reviews
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Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
18–23 Sept
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
27 Nov – 2 Dec
4.89 out of 5 average rating, 279 reviews
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Home in Montgomery
Cozy Montgomery Home
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Dec
New place to stay
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Top guest favourite
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 21 reviews
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Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
8–13 Nov
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Top guest favourite
Home in Wurtsboro
The Alexandria - Wurstboro, NY
3 bedrooms, 5 beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 77 reviews
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Guest favourite
Flat in Pine Bush
Explore and Relax On The Knoll
1 bedroom, 2 beds, 1 bathroom
19–24 Nov
4.89 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Apr
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Apartment in Vernon Township
Mountain Creek Appalachian Condo Waterpark
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 165 reviews
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Top guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.88 out of 5 average rating, 260 reviews
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Top guest favourite
Cottage in Montgomery
The Pullman Cottage • Hudson Valley
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Dec
5.0 out of 5 average rating, 90 reviews
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Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 435 reviews
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Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
9–14 Nov
4.98 out of 5 average rating, 224 reviews
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Top guest favourite
Cabin in Wurtsboro
Escape to a Streamside Cabin in the Catskills
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 117 reviews