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Harrison House | Heated Pool, Walk to Village

Harrison House | Heated Pool, Walk to Village

5.00 (2)

Sag Harbor, New York

5 bedrooms•3.5 baths
$2,291for 3 nights•Nov 10 – Nov 13
Beaver Lodge at Carter Bridge Estate

Beaver Lodge at Carter Bridge Estate

4.76 (17)

Freehold, New York

3 bedrooms•3 baths
$1,293for 3 nights•Nov 1 – Nov 4
Striped Bass Lodge at Carter Bridge Estate

Striped Bass Lodge at Carter Bridge Estate

4.81 (26)

Freehold, New York

3 bedrooms•3 baths
$1,293for 3 nights•Nov 1 – Nov 4
North Cliff House - Private Dock & Sauna

North Cliff House - Private Dock & Sauna

5.00 (44)

Danbury, Connecticut

3 bedrooms•2.5 baths
$1,691for 3 nights•Nov 16 – Nov 19
Ripple View | Hot tub, Game Room, Fire Pit

Ripple View | Hot tub, Game Room, Fire Pit

5.00 (4)

Swan Lake, New York

3 bedrooms•3 baths
$2,161for 3 nights•Nov 1 – Nov 4
Cornwall Reserve | Hot tub, Sauna, Cold Plunge

Cornwall Reserve | Hot tub, Sauna, Cold Plunge

5.00 (37)

Cornwall, New York

6 bedrooms•4 baths
$1,960for 3 nights•Nov 1 – Nov 4
Belvedere Suites - Boutique Hotel

Belvedere Suites - Boutique Hotel

5.00 (4)

Woodridge, New York

18 bedrooms•18 baths
$8,977for 3 nights•Nov 1 – Nov 4
Fox Hollow at Carter Bridge Estate

Fox Hollow at Carter Bridge Estate

4.10 (10)

East Durham, New York

3 bedrooms•3 baths
$1,375for 3 nights•Nov 1 – Nov 4
Lakeshore Crest Estate - Private Dock & Pool

Lakeshore Crest Estate - Private Dock & Pool

5.00 (4)

Sherman, Connecticut

4 bedrooms•5 baths
$3,464for 7 nights•Oct 31 – Nov 7
Pond House at Carter Bridge Estate

Pond House at Carter Bridge Estate

5.00 (11)

Freehold, New York

6 bedrooms•6 baths
$2,339for 3 nights•Nov 1 – Nov 4
Finch House | Cozy, hot tub, sauna

Finch House | Cozy, hot tub, sauna

4.95 (57)

Woodridge, New York

4 bedrooms•3.5 baths
$947for 3 nights•Nov 2 – Nov 5
Bluewater Lodge | Pool, Dock, Fire Pit

Bluewater Lodge | Pool, Dock, Fire Pit

4.89 (45)

New Milford, Connecticut

3 bedrooms•3 baths
$1,220for 3 nights•Nov 16 – Nov 19
Deerfield Estate, Spacious Water Mill Escape

Deerfield Estate, Spacious Water Mill Escape

Water Mill, New York

8 bedrooms•10.5 baths
$54,857for 14 nights•Nov 1 – Nov 15
Kingston Ridge Chalet - Pool, Firepit

Kingston Ridge Chalet - Pool, Firepit

4.95 (20)

Kingston, New York

3 bedrooms•3.5 baths
$1,671for 3 nights•Nov 1 – Nov 4
Rabbit Run at Carter Bridge Estate

Rabbit Run at Carter Bridge Estate

4.94 (16)

East Durham, New York

3 bedrooms•3 baths
$1,375for 3 nights•Nov 1 – Nov 4
Homestead at Carter Bridge Estate

Homestead at Carter Bridge Estate

4.91 (34)

Freehold, New York

4 bedrooms•3.5 baths
$1,248for 3 nights•Nov 1 – Nov 4
Fern Leaf Farmhouse - Pool & Pickleball Court

Fern Leaf Farmhouse - Pool & Pickleball Court

4.86 (51)

Narrowsburg, New York

4 bedrooms•2.5 baths
$1,091for 3 nights•Nov 1 – Nov 4
Union Street Cottage - Built in 1900

Union Street Cottage - Built in 1900

4.96 (217)

Hudson, New York

1 bedroom•1 baths
Highland Colonial - Spacious Home w/ Pool

Highland Colonial - Spacious Home w/ Pool

5.00 (16)

Carmel, New York

3 bedrooms•2.5 baths
$1,468for 3 nights•Nov 30 – Dec 3
Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

4.96 (28)

Bantam, Connecticut

5 bedrooms•3.5 baths
$1,661for 3 nights•Nov 1 – Nov 4
Great Lodge at Carter Bridge Estate

Great Lodge at Carter Bridge Estate

4.91 (32)

East Durham, New York

8 bedrooms•6 baths
$2,325for 3 nights•Nov 29 – Dec 2
Field House at Carter Bridge Estate

Field House at Carter Bridge Estate

4.70 (20)

East Durham, New York

6 bedrooms•6 baths
$2,257for 3 nights•Nov 1 – Nov 4
Merchant Manor | Pool, Tennis Court, Game Room

Merchant Manor | Pool, Tennis Court, Game Room

Wainscott, New York

5 bedrooms•6.5 baths
$11,626for 6 nights•Dec 27 – Jan 3
Philip Johnsons Wolfhouse - 1940s Landmark

Philip Johnsons Wolfhouse - 1940s Landmark

4.80 (5)

Newburgh, New York

4 bedrooms•3 baths
$3,249for 3 nights•Nov 2 – Nov 5

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