Top Winter Vacations - Vacation Rentals in Chatham Marconi Complex

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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

         

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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

         

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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

         

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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 $515

         

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10.0 (3 Reviews)

House

Fully Updated Home w Great Outdoor Space

• Air Conditioner
• Parking
• View

• Massachusetts
• South 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 $2,260

         

10.0 (42 Reviews)

House

5-bedroom vacation home just 3 minutes drive to Cape Cod Beaches

• Air Conditioner
• Parking
• TV

• Massachusetts
• South Chatham

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From US $555

         

9.6 (55 Reviews)

House

Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail

• Air Conditioner
• Parking
• Pet Friendly

• 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 $675

         

9.4 (25 Reviews)

House

1 Mi to Beach: Home w/Fire Pit & BBQ in Cape Cod!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• South 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 $517

         

9.6 (8 Reviews)

House

The Cape Escape: Walk to Harding's Beach

• Air Conditioner
• Parking
• Pet Friendly

• Chatham
• West 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 $611

         

10.0 (6 Reviews)

House

Beachside Bliss: Dog Friendly & Breezy Stay

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• South 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 $373

         

9.4 (13 Reviews)

House

Chatham Home Near the Bike Trail & Nantucket Sound (1524)

• Air Conditioner
• Parking
• TV

• Massachusetts
• South Chatham

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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 $466

         

10.0 (10 Reviews)

Cottage

Large Yard, Quiet; 300 Yd on Sidewalk to Hardings Beach

• Air Conditioner
• Parking
• TV

• Chatham
• West Chatham

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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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★ Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chatham Marconi Complex.