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Search results; Over 1,000 homes in Middletown

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Superhost
Tent in Middletown
9 person Glamping Tent- the plaza
1 bedroom, 16 beds, 1 private bathroom
20–25 Sept
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4.9 out of 5 average rating, 10 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, 40 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, 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
27 Sept – 2 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
20–25 Sept
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
Home in Sparrow Bush
Cozy River Valley Retreat w/ Fireplace & Deck
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 33 reviews
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Guest favourite
Cabin in Sussex
Near Mt Creek, Lake Glenwood, Crystal Cabin-Vernon
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 115 reviews
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Top guest favourite
Room in Hamptonburgh
Hudson Haven, Master Suite
1 king bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 14 reviews
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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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Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 333 reviews
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Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds, 1 bathroom
11–16 Nov
4.92 out of 5 average rating, 349 reviews
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Top guest favourite
Cottage in Florida
Fall Fun, Apple Picking, Wineries & LegoLand!
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 69 reviews
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Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
5–10 Oct
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
4.97 out of 5 average rating, 72 reviews
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Guest favourite
Room in Hamptonburgh
Hudson Haven, Blue Room
2 beds, 2 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 21 reviews
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Guest favourite
Camper van/Motorhome in Montgomery
The Coop
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Guest suite in Marlboro
Viridian House
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 320 reviews