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Search results; Over 1,000 homes in Middletown

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Top guest favourite

Room in Middletown

Charming Upstate New York Inn Cozy Suite #202

1 queen bed, 1 bathroom

1–6 Oct

$646 SGD for 5 nights

4.95 out of 5 average rating, 42 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

$767 SGD for 5 nights

4.95 out of 5 average rating, 19 reviews

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Home in Otisville

3BedRM Cozy Home Otisville Middletown Deer Park

3 bedrooms, 3 beds, 1 bathroom

11–16 Oct

$1,046 SGD for 5 nights

4.71 out of 5 average rating, 7 reviews

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Room in Matamoras

Spacious Private Room with 2 Queen Beds &Bathroom

1 bed, 1 bathroom

1–6 Oct

New place to stay

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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

$1,653 SGD for 5 nights

4.98 out of 5 average rating, 224 reviews

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Guest favourite

Room in Slate Hill

Stone Oak Tree Farm Canaan Fir Room

1 queen bed, 1 bathroom

1–6 Oct

$1,472 SGD for 5 nights

4.98 out of 5 average rating, 112 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

$12,710 SGD for 5 nights

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, 1 bathroom

4–9 Oct

$1,082 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

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Top guest favourite

Chalet in Pine Bush

Spacious A-Frame Getaway near Hiking and Wineries

3 bedrooms, 3 beds, 2 bathrooms

15–20 Dec

$1,490 SGD for 5 nights

4.97 out of 5 average rating, 144 reviews

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Guest favourite

Home in Sparrow Bush

Cozy River Valley Retreat w/ Fireplace & Deck

4 bedrooms, 5 beds, 1.5 bathrooms

3–8 Oct

$2,053 SGD for 5 nights

4.94 out of 5 average rating, 35 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 Middletown

5Bdrm Estate/Tennis near LegoLand

5 bedrooms, 7 beds, 2.5 bathrooms

1–6 Oct

$6,239 SGD for 5 nights

4.97 out of 5 average rating, 72 reviews

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Top guest favourite

Guest suite in Marlboro

Viridian House

1 bedroom, 1 bed, 1 bathroom

25–30 Oct

$1,051 SGD for 5 nights

4.97 out of 5 average rating, 320 reviews

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Top guest favourite

Cottage in Newburgh

Cozy Lake Cottage

2 bedrooms, 2 beds, 1 bathroom

4–9 Oct

$969 SGD for 5 nights

4.88 out of 5 average rating, 261 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

1–6 Oct

$3,538 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

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Top guest favourite

Room in Hamptonburgh

Hudson Haven, Blue Room

2 beds, 2 bathrooms

11–16 Oct

$1,030 SGD for 5 nights

4.96 out of 5 average rating, 23 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

4–9 Oct

$1,305 SGD for 5 nights

4.91 out of 5 average rating, 116 reviews

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Home in Cuddebackville

Relaxing Country Retreat Near Hiking and Resorts

2 bedrooms, 3 beds, 1 bathroom

1–6 Oct

$1,754 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews