1213+ Vacation Rentals Near Chatham Chamber of Commerce |
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Old Mansions - Vacation Rentals in Chatham Chamber of Commerce

Property Image From $524
         

9.8 (55 Reviews)
Cottage
Walk to private beach, central air, wifi, 3 bedrooms.
  • Air Conditioner
  • Parking
  • TV

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Property Image From $713
         

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10.0 (3 Reviews)
House
Central AC Close to Beach Dog Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $770
         

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10.0 (28 Reviews)
House
246 m² House ∙ 4 bedrooms ∙ 9 guests
  • 2651 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $342
         

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9.6 (162 Reviews)
Bed & Breakfast
Old Harbor Inn
  • Air Conditioner
  • Parking
  • TV

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Property Image From $653
         

10.0 (11 Reviews)
House
Sea Glass Cottage Near Nantucket Sound Beaches
  • Air Conditioner
  • Parking
  • TV

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Property Image From $515
         

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10.0 (3 Reviews)
House
Fully Updated Home w Great Outdoor Space
  • Air Conditioner
  • Parking
  • View

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Property Image From $377
         

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10.0 (28 Reviews)
House
148 m² House ∙ 3 bedrooms ∙ 8 guests
  • 1594 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $204
         

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9.4 (125 Reviews)
House
Winstead Inn
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $2,077
         

9.8 (47 Reviews)
House
Overlooking Wychmere Harbor, 400 steps to beach, town & Nantucket ferry.n
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $739
         

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10.0 (2 Reviews)
House
Stellar Home with Hot Tub & Movie Room
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $588
         

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10.0 (27 Reviews)
Condo
161 m² Condo ∙ 3 bedrooms ∙ 6 guests
  • 1728 ft² Condo
  • Air Conditioner
  • Parking
  • TV

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Property Image From $257
         

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9.2 (60 Reviews)
Bed & Breakfast
Winstead Beach Resort
  • Air Conditioner
  • Parking
  • TV

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Property Image From $259
         

9.6 (24 Reviews)
House
Lovely Home Minutes from Beach in Chatham!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $540
         

10.0 (2 Reviews)
House
Renovated kitchen less than 2 miles to Beach!
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Property Image From $675
         

10.0 (102 Reviews)
House
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $499
         

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10.0 (2 Reviews)
House
Dreamcatcher
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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Property Image From $282
         

10.0 (100 Reviews)
House
See the World Cup AND Enjoy a Chatham Vacation June 2026
  • Air Conditioner
  • Parking
  • TV

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Property Image From $2,371
         

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10.0 (1 Review)
House
Close2beach, Sauna, Pool, Petsok, Cantinabar
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $2,117
         

10.0 (42 Reviews)
House
5-bedroom vacation home just 3 minutes drive to Cape Cod Beaches
  • Air Conditioner
  • Parking
  • TV

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Property Image From $1,961
         

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10.0 (1 Review)
House
Steps to Oyster Pond Private Dock!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $587
         

9.6 (55 Reviews)
House
Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,211
         

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10.0 (1 Review)
House
Pristine Multi-Family Home w Barn Game Room
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $350
         

10.0 (19 Reviews)
Cottage
Waterfront Chatham Retreat w/WiFi & Privacy
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $624
         

9.4 (25 Reviews)
House
1 Mi to Beach: Home w/Fire Pit & BBQ in Cape Cod!
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Weather in Chatham Chamber of Commerce

View the weather forecast for Chatham Chamber of Commerce before booking your Chatham Chamber of Commerce Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 21°F
March - May
High 64°F       Low 23°F
June - August
High 80°F       Low 58°F
September - November
High 75°F       Low 32°F

Top Attractions Around Chatham Chamber of Commerce, MA

Old Mansions offers a large selection of top attractions around Chatham Chamber of Commerce. Research things to do on your vacation before you visit Chatham Chamber of Commerce.


Harwich Port Cape Cod National Seashore Nauset Beach Mayflower Beach West Dennis Beach Seagull Beach Cape Cod Inflatable Park Ocean Edge Golf Club Edward Gorey House Skaket Beach Chatham Fish Pier Cape Cod Beaches Chatham Lighthouse Sea Street Beach Nickerson State Park Breakwater Beach Corporation Beach Orleans Bowling Center Cape Cod Rail Trail Bass River Lighthouse