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Vacation Rentals and House Rentals in Chatham, MA
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Massachusetts (MA)
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Chatham Vacation Rentals
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Internet or Wifi (498)
Air Conditioning (478)
Grill (445)
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Kid friendly (495)
Pet friendly (164)
Wheelchair access (0)
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Vacation Rental House (468)
Condominium/Apartment (33)
Cabin Vacation Rental (0)
Private Room (0)
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Waterfront (48)
Boat Available (13)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Atwood Museum
Chatham Lighthouse Beach
Marconi-rca Wireless Museum
Chatham Lighthouse
Maps of Antiquity
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501 rentals
in Chatham.
Fully Updated Chatham Cottage Near Hardings Beach
13
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Chatham walk to Cape Cod beach
94
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
10
Rental Home
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7 bedrooms
5 bathrooms
Sleeps 14
Match:
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Clean, Bright, and Spacious; Family Friendly!
25
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
28
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
10
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 4
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach
16
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
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SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
41
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Classic Cape House Walking Distance to the Beach
10
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Steps to Chatham Center & Lighthouse Beach - charming home with central AC
10
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
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5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
14
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 11
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Harwich Retreat, Private Pool, Beach nearby, Family Home
8
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
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Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
22
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
13
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Full Renovation! Amazing Spot with Views!
2
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Chatham 3 Bedroom/2 Bath Retreat
10
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Unique opportunity just opened up - July 5-13. Oyster Pond close to town
69
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
5
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
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BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
10
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
20
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
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Close to Bike Path 1 Mile to Beaches!
12
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
73
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Luxury Chatham Town Home. Close to town & beaches!
13
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
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Fully Updated Home w/ Great Outdoor Space!
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Modern, RENOVATED, 3-bed PeachTree House
8
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 5
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Game Room Rooftop Deck Fire Pit!!
9
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
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Steps to Oyster Pond Private Dock!
10
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
30
Rental Home
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3 bedrooms
5 bathrooms
Sleeps 5
Match:
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Centrally Located Beach Home
3
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
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Exquisite Chatham Home, Easy Access to Town, Bike Trail: 330-C
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
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Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
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Choice in Chatham: Sleeps 15, Pool, Walk to Town or Beach: 177-CC
Rental Home
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7 bedrooms
6 bathrooms
Sleeps 15
Match:
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Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated: 021-C
4
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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This lovely condo location in town, has both a brick patio and deck for you to
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Inviting apartment with patio, full kitchen, & golf nearby
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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1/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
31
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Sophisticated decor with an amazing use of space throughout this two bedroom (1
3
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
11
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Misty Meadow - Renovated condo-Central AC 109 Misty Meadow Lane #1 N.Chatham
23
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Charming Chatham Cottage
9
Rental Home
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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This clean and adorable two bedroom, 1 1/2 bath cottage is the perfect vacation
3
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Wonderful cottage located in the heart of downtown Chatham......steps to
17
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Stunning Home with Water Views!
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Charming/Great Location/Walk to town/baseball field
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Beautiful 2-bed Condo on Serene Frost Fish Creek; Convenient N Chatham location
95
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Quaint 2 bedroom home on quiet street.
1
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
5
Rental Home
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3 bedrooms
1 bathroom
Sleeps 7
Match:
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Wrap-Around Porch Mins. to Beach!
6
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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1
2
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11
Showing results 1-50 of 501
Frequently Asked Questions about Chatham
Do any vacation rentals in Chatham have a pool?
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!
See all vacation rentals with a pool in Chatham on Tripadvisor
Do any vacation rentals in Chatham have internet access?
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!
See all vacation rentals in Chatham on Tripadvisor
What are the best pet friendly rentals in Chatham?
The best pet friendly rentals in Chatham are:
Chatham walk to Cape Cod beach
Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach
See all pet friendly vacation rentals in Chatham on Tripadvisor
What are some great rentals in Chatham that are kid friendly?
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!
See all kid friendly vacation rentals in Chatham on Tripadvisor
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