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Hotels with air conditioning in Chatham
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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Chatham Beach Cruiser
Pool
Air Conditioned
Express Check-In/Check-Out
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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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Chatham Estate
Superb
Top rated
Pet Friendly
Air Conditioned
Free Parking
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In the heart of downtown!
Superb
Top rated
Air Conditioned
Free Parking
TV
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Forever views & steps to beach!
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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A short drive to Jackknife Cove!
Exceptional
Top rated
Air Conditioned
TV
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