Chatham Vacation Rentals
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453 rentals in Chatham.
Beautiful home near Jacknife Beach and bike trail
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
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Convenient to all amenities and beaches in Chatham
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Fully Updated Chatham Cottage Near Hardings Beach
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Charming 3b/2ba House Close to Downtown/Pier/Beach
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Renovated cottage 1 mile to beach in Chatham!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Outermost Waterfront Chatham Home w/ Wraparound Views
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Chatham Walk to Beach Cape Cod
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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4 Bedrooms, 2 Baths, Sleeps 8
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!
Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
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Clean, Bright, and Spacious; Family Friendly!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Luxurious Home with Pool & Game Room in Cape Cod
Rental Home
4 bedrooms
5 bathrooms
Sleeps 11
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
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SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Renovated, modern Chatham beach house with lots of cozy charm
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Harwich home with private pool in great location!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Classic Cape House Walking Distance to the Beach
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Steps to Chatham Center & Lighthouse Beach - charming home with central AC
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
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Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Walk to Ridgevale Beach From Family Friendly Home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
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Carriage House with Beautiful Water View, Steps to Beach & Main Street
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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5 Star Waterfront in North Chatham with dock, fire pit, and beach
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Lovely Stage Harbor Estate Guest House W/Private Beach to Use
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Cozy Cape near Chatham Center
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Showing results 1-30 of 453
Frequently Asked Questions about Chatham
- Yes, here are some popular vacation rentals in Chatham that have a pool:
- Game Room Rooftop Deck Fire Pit!!
- Harwich Retreat, Private Pool, Beach nearby, Family Home
- Remodeled Home w/ Central AC, Outdoor Shower, & Private Yard!
- Yes, here are some popular vacation rentals in Chatham that have internet access:
- Pleasant Forest Shores cottages #4 : So. Chatham
- Beautiful home near Jacknife Beach and bike trail
- Convenient to all amenities and beaches in Chatham
- The best pet friendly rentals in Chatham are:
- Convenient to all amenities and beaches in Chatham
- Chatham Walk to Beach Cape Cod
- 4 Bedrooms, 2 Baths, Sleeps 8
- Some of the most popular kid friendly rentals in Chatham are:
- Pleasant Forest Shores cottages #4 : So. Chatham
- Beautiful home near Jacknife Beach and bike trail
- Convenient to all amenities and beaches in Chatham
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