Chatham Vacation Rentals
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501 rentals in Chatham.
Fully Updated Chatham Cottage Near Hardings Beach
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Chatham walk to Cape Cod beach
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Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
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Clean, Bright, and Spacious; Family Friendly!
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New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
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Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach
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SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
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Classic Cape House Walking Distance to the Beach
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Steps to Chatham Center & Lighthouse Beach - charming home with central AC
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5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
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Harwich Retreat, Private Pool, Beach nearby, Family Home
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Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
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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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Chatham 3 Bedroom/2 Bath Retreat
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Unique opportunity just opened up - July 5-13. Oyster Pond close to town
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WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
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BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
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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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Luxury Chatham Town Home. Close to town & beaches!
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Fully Updated Home w/ Great Outdoor Space!
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Modern, RENOVATED, 3-bed PeachTree House
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Game Room Rooftop Deck Fire Pit!!
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Steps to Oyster Pond Private Dock!
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Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
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Centrally Located Beach Home
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Exquisite Chatham Home, Easy Access to Town, Bike Trail: 330-C
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Choice in Chatham: Sleeps 15, Pool, Walk to Town or Beach: 177-CC
Rental Home
7 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated: 021-C
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This lovely condo location in town, has both a brick patio and deck for you to
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Inviting apartment with patio, full kitchen, & golf nearby
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
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Sophisticated decor with an amazing use of space throughout this two bedroom (1
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Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
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Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
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Misty Meadow - Renovated condo-Central AC 109 Misty Meadow Lane #1 N.Chatham
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Charming Chatham Cottage
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This clean and adorable two bedroom, 1 1/2 bath cottage is the perfect vacation
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Wonderful cottage located in the heart of downtown Chatham......steps to
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Stunning Home with Water Views!
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Charming/Great Location/Walk to town/baseball field
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Beautiful 2-bed Condo on Serene Frost Fish Creek; Convenient N Chatham location
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Quaint 2 bedroom home on quiet street.
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Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
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Wrap-Around Porch Mins. to Beach!
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Showing results 1-50 of 501
Frequently Asked Questions about Chatham
- Yes, here are some popular vacation rentals in Chatham that have a pool:
- Fully Updated Chatham Cottage Near Hardings Beach
- Chatham walk to Cape Cod beach
- Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
- Yes, here are some popular vacation rentals in Chatham that have internet access:
- Fully Updated Chatham Cottage Near Hardings Beach
- Chatham walk to Cape Cod beach
- Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
- Some of the most popular kid friendly rentals in Chatham are:
- Fully Updated Chatham Cottage Near Hardings Beach
- Chatham walk to Cape Cod beach
- Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
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