Pet Friendly Holiday Rentals in Chatham
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168 rentals in Chatham.
Convenient to all amenities and beaches in Chatham
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Chatham walk to Cape Cod beach
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4 Bedrooms, 2 Baths, Sleeps 8-10
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Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach
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Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
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Full Renovation! Amazing Spot with Views!
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Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
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Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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Close to Bike Path 1 Mile to Beaches!
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Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
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Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
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Pleasant Chatham Cape
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Game Room Rooftop Deck Fire Pit!!
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Steps to Oyster Pond Private Dock!
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Exquisite Chatham Home, Easy Access to Town, Bike Trail: 330-C
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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1/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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On Goose Pond Pet Friendly Wifi Water Views Private
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Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
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Dog-Friendly Home w/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach
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Updated Chatham cottage with privacy, nautical decor and lovely backyard.
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Cockle Cottage - Renovated Chatham Cape House .9 Miles from Beach
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Stunning Home with Water Views!
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Chatham Bliss - Dog Friendly oasis with EV Charging
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One Minute Walk to Little Beach - LOCATION!! Charming, Newly Renovated Cape
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Updated Beach House Deck Outdoor Shower!
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Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
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Cozy renovated classic Cape cottage a short walk to Forest Beach
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Pet friendly and waterfront!
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"Chatham Up" - Come Stay, Relax, Have Fun!
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Sea views steps to Ridgevale Beach - Airy Cottage. Modern Amenities. Pet ok
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Pet Friendly in Riverbay! Nicely furnished 3 bedroom, 2 full bath home in
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Perfect Chatham Retreat | Access To Lovers Lake
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South Chatham, Ma. 02659. Seasonal Cottage, Walk to Pleasant Street Beach
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Quintessential Chatham Cottage by the Pond
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Sunny Updated Chatham Village 2 Bedroom Condo W/ Large Private Deck
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Central AC Close to Beach Dog Friendly!
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Newly Renovated Chatham Contemporary, Private Pond Access: 1151-C
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Sun Room Beaches and Dog Welcome!
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Near Beach, AC, WiFi, Pet friendly, fenced yard
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Great Chatham Location w/ Hot Tub, Near Beach!
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Spacious Cape - Large Private Backyard, 3 Decks!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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5-Mins to Forest Beach Dog Friendly!
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Stylishly Furnished Home- Access to Pleasant Street Beach
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Charming and cozy, and right off the Chatham Loop!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Gorgeous Home with Game Room Dog Welcome!
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Located in the heart of downtown Chatham, this gem offers an easy walk to
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Spacious 3 BR with AC, ample flex space. Walk to Beach! Pet Friendly!
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Pet friendly home with central air (1998)
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Walk to Beach Quarter Mile to Bike Trail AC Wifi Summer Oasis
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