Visit The Us - Vacation Rentals in Chatham Chamber of Commerce

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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

         

9.8 (55 Reviews)

Cottage

Walk to private beach, central air, wifi, 3 bedrooms.

• Air Conditioner
• Parking
• TV

• Massachusetts
• South 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 $204

         

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9.4 (126 Reviews)

House

Winstead Inn

• Air Conditioner
• Parking
• Pool

• Harwich
• Harwich Center

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From US $640

         

10.0 (11 Reviews)

House

Sea Glass Cottage Near Nantucket Sound Beaches

• Air Conditioner
• Parking
• TV

• Massachusetts
• South Chatham

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From US $499

         

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10.0 (3 Reviews)

House

Dreamcatcher

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Massachusetts
• Chatham

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From US $338

         

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9.2 (60 Reviews)

Bed & Breakfast

Winstead Beach Resort

• Air Conditioner
• Parking
• TV

• Massachusetts
• Harwich Port

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From US $331

         

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 $1,522

         

New

House

Overlooking Wychmere Harbor, 400 steps to beach, town & Nantucket ferry.n

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Harwich Port

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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 $494

         

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 $582

         

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 $393

         

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 $533

         

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 $528

         

9.6 (16 Reviews)

House

Charming Cape Cottage Steps from Bank St Beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Harwich Port

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From US $425

         

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 $252

         

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 $262

         

8.0 (9 Reviews)

House

Whip-o-Will Woods: Dog-Friendly Cape Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Harwich
• Harwich Center

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From US $620

         

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 $592

         

10.0 (27 Reviews)

House

Sleeps 10+/Walk To Buck's Pond Lake! Close To Beach/Golf/Restaurants

• Air Conditioner
• Parking
• TV

• Harwich
• East Harwich

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From US $331

         

10.0 (7 Reviews)

House

Beach Days Await at Harwich Getaway

• Air Conditioner
• Parking
• TV

• Harwich
• East Harwich

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From US $676

         

9.6 (24 Reviews)

Condo

Sea Mist Cottage by the sea w/central AC & views

• Air Conditioner
• Parking
• TV

• Massachusetts
• South Chatham

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★ Pro Tip: Visittheus makes it easy to compare the best listings on Visittheus homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Visittheus 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 Chamber of Commerce.