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Search results; Over 1,000 homes in Middletown

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Superhost
Tent in Middletown
Victor-amazing glamping experience-Middletown NY
1 bedroom, 4 beds, 1.5 bathrooms
1–6 Oct
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4.67 out of 5 average rating, 21 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 40 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 18 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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Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.71 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Middletown
Private Secret Escape • Hot Tub • Pool • Fire Pit
4 bedrooms, 8 beds, 2.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Cottage in Florida
Fall Fun, Apple Picking, Wineries & LegoLand!
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 69 reviews
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Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 72 reviews
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Guest favourite
Villa in Bloomingburg
Spacious 6BR Villa | Serene Scenic Mountain Escape
6 bedrooms, 11 beds, 3 bathrooms
11–16 Oct
4.87 out of 5 average rating, 117 reviews
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Guest favourite
Home in Slate Hill
The Wooden Igloo Near Legoland NY
5 bedrooms, 6 beds, 3.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 27 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, 17 reviews
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Top guest favourite
Chalet in Warwick
Mountain View Retreat w/ Hot Tub, Theater, and Gym
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Oct
4.99 out of 5 average rating, 188 reviews
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Top guest favourite
Room in Hamptonburgh
Hudson Haven, Master Suite
1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 334 reviews
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Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.96 out of 5 average rating, 435 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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Top guest favourite
Villa in Goshen
Spectacular Historic Mansion w/Pool&Tennis
10 bedrooms, 17 beds, 5.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 43 reviews
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Top guest favourite
Rooms in Goshen
Parkway House Goshen Bed & Breakfast Suite #2
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 21 reviews