Winters Vacations Rentals - Vacation Rentals in Fox Hill

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From US $491

         

10.0 (117 Reviews)

House

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $908

         

|

10.0 (6 Reviews)

House

1 Mile from Downtown Chatham Walk to Pier

• Air Conditioner
• Parking
• View

• Massachusetts
• Chatham

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From US $502

         

|

9.8 (214 Reviews)

Bed & Breakfast

Captain's House Inn

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $416

         

9.6 (24 Reviews)

House

Lovely Home Minutes from Beach in Chatham!

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $713

         

|

10.0 (3 Reviews)

House

Central AC Close to Beach Dog Friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West Chatham

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From US $342

         

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9.6 (162 Reviews)

Bed & Breakfast

Old Harbor Inn

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $834

         

10.0 (129 Reviews)

House

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $499

         

|

10.0 (3 Reviews)

House

Dreamcatcher

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Massachusetts
• Chatham

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From US $229

         

8.0 (159 Reviews)

Bed & Breakfast

Surfside Inn Chatham

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $675

         

10.0 (102 Reviews)

House

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $523

         

10.0 (100 Reviews)

House

See the World Cup AND Enjoy a Chatham Vacation June 2026

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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From US $401

         

10.0 (19 Reviews)

Cottage

Waterfront Chatham Retreat w/WiFi & Privacy

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From US $505

         

9.8 (46 Reviews)

House

Secluded Chatham Cape Cod House Stage Harbor Area

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From US $292

         

9.4 (66 Reviews)

Apartment

Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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From US $336

         

10.0 (7 Reviews)

House

Beach Days Await at Harwich Getaway

• Air Conditioner
• Parking
• TV

• Harwich
• East Harwich

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From US $405

         

8.8 (27 Reviews)

House

Pet friendly home with central air (1998)

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From US $2,102

         

10.0 (19 Reviews)

House

Beam Reach: 137-O Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool

• Air Conditioner
• Parking
• Pet Friendly

• Orleans
• South Orleans

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From US $1,495

         

10.0 (6 Reviews)

House

Spend your quintessential Cape Cod vacation, in a beautifully renovated 1862 Farm House on Stage Harbor Road!

• Air Conditioner
• TV
• Balcony/Terrace

• Massachusetts
• Chatham

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From US $940

         

10.0 (5 Reviews)

House

Custom Cape Home Near Pleasant Bay & PahWah Pond (1580)

• Air Conditioner
• Parking
• TV

• Orleans
• South Orleans

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From US $679

         

9.2 (5 Reviews)

House

Beautiful home overlooking Emery Pond

• Air Conditioner
• Pet Friendly
• TV

• Chatham
• West Chatham

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From US $566

         

10.0 (12 Reviews)

House

Expansive Home by Orleans Town Landing (1086)

• Air Conditioner
• Parking
• TV

• Orleans
• South Orleans

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From US $1,075

         

10.0 (10 Reviews)

House

Charming Chatham Cottage!

• Air Conditioner
• Parking
• TV

• Massachusetts
• North Chatham

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From US $769

         

10.0 (117 Reviews)

House

Water View-Walk town/beach, pets considered, Linen Option

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chatham

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From US $218

         

10.0 (112 Reviews)

Apartment

Cape Cod Chatham Water View Retreat

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chatham

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