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Search results; Over 1,000 homes in Middletown

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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 39 reviews
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Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds
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
20–25 Sept
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
19–24 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Room in Hamptonburgh
Hudson Haven, Master Suite
1 king bed
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
2–7 Nov
4.97 out of 5 average rating, 77 reviews
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Top guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
2 bedrooms, 2 beds
11–16 Nov
4.92 out of 5 average rating, 349 reviews
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Guest favourite
Guest suite in Montgomery
the Guest Suite at Dunhill Pond
1 bedroom, 1 king bed
20–25 Sept
4.88 out of 5 average rating, 57 reviews
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Top guest favourite
Flat in Warwick
village oasis
1 bedroom, 2 beds
11–16 Oct
4.98 out of 5 average rating, 88 reviews
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Guest favourite
Room in Slate Hill
Stone Oak Tree Farm Canaan Fir Room
1 queen bed
19–24 Sept
4.98 out of 5 average rating, 112 reviews
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Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
27 Nov – 2 Dec
4.89 out of 5 average rating, 279 reviews
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Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds
19–24 Sept
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Room in Pine Bush
Tranquil Acres South Suite
2 beds
10–15 Nov
4.96 out of 5 average rating, 173 reviews
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Top guest favourite
Guest suite in Goshen
Private Guest Suite at Hudson Valley Happy Place!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 333 reviews
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Guest favourite
Guest house in Warwick
Rustic Loft Space with Distinctive Artistic Charm
1 bedroom, 2 queen beds
30 Oct – 4 Nov
4.94 out of 5 average rating, 441 reviews
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Guest favourite
Camper van/Motorhome in Montgomery
The Coop
1 bedroom, 1 bed
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Cabin in Sussex
Near Mt Creek, Lake Glenwood, Crystal Cabin-Vernon
2 bedrooms, 2 queen beds
20–25 Sept
4.91 out of 5 average rating, 113 reviews