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Hotels with free parking in Chatham
Chatham Bars Inn
Very good
Luxury resort with a private beach, spa services, outdoor swimming pool, and tennis courts in Chatham, Massachusetts.
Top rated
5-star
Pool
Restaurant
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Chatham Tides
Superb
Beachfront motel with private beach access, outdoor fireplace, and air-conditioned rooms featuring flat-screen TVs.
Top rated
Free Parking
Non-Smoking Rooms
City
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Chatham Seafarer Inn
Fabulous
Top rated
Pool
Free Parking
Non-Smoking Rooms
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Old Harbor Inn
Exceptional
Top rated
Free Parking
Non-Smoking Rooms
City
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Cozy Large Home in Harwich with Patio near Wequassett Resort
Exceptional
Top rated
Free Parking
Non-Smoking Rooms
Family Room
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The Sandcastle~Outdoor kitchen, game room & more
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Quaint 2BR Dog Friendly | Fireplace | Deck
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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The Knoll
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Spacious Pet Friendly Cape, Large Yard
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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2 House Compound, Huge Yard, Game Room, Kayaks
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Chit-Chat Cottage on White pond, near DT/beaches.
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Steps to Beach + Game Room + Porch | Coastal Haven
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Cape Cod Cottage with Private Waterfront
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Oceanview/private beach, best area - 5bd/4bth
Exceptional
Top rated
Pool
Air Conditioned
Free Parking
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Cozy Chatham Cape Cod Cottage
Fabulous
Top rated
Air Conditioned
Free Parking
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1BR home with beach access, board games, & patio
Fabulous
Top rated
Air Conditioned
Free Parking
TV
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Panoramic Water Views w/ Private Beach!
Superb
Top rated
Pet Friendly
Air Conditioned
Free Parking
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*Pond Views + Fire Pit + Pet Friendly
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Pool, Game Barn, Additional Bath Coming June 2026!
Exceptional
Top rated
Pool
Air Conditioned
Free Parking
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Spacious Cape Escape Near Rail Trail & Downtown
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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