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Chatham, MA Villas and Apartments
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Massachusetts (MA)
Cape Cod
Chatham, MA Villas and Apartments
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Holiday Rentals in Chatham
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Kid friendly (206)
Pet friendly (80)
Business Travel (20)
Elder access (16)
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Air Conditioning (275)
Internet (217)
Washer/Dryer (216)
Grill (212)
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Holiday Rental House (289)
Condominium/Apartment (13)
Private Room (1)
Cabin Holiday Rental (0)
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Water Views (70)
Waterfront (34)
Boat Available (9)
Housekeeping Included (5)
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Neighbourhood
303 rentals
in Chatham.
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Ides of Marsh
7 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Chatham Cape Cod Vacation Rental (1936)
4 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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South Chatham Cape Cod Vacation Rental (30)
4 reviews
3 bedrooms
2 bathrooms
Sleeps 9
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South Chatham Cape Cod Vacation Rental (8975)
4 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Chatham Cape Cod Vacation Rental (4489)
1 review
4 bedrooms
3 bathrooms
Sleeps 10
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The Snuggery 104507
3 bedrooms
2 bathrooms
Sleeps 6
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122 CHATHAM CREST DRIVE 122613
4 bedrooms
1 bathroom
Sleeps 8
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Chatham Cape Cod Waterfront Vacation Rental (10325)
9 reviews
6 bedrooms
4 bathrooms
Sleeps 12
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Beach Chic Chatham 5⭐ Private-Newly Renov'd-Hear Waves at Night-5m Walk to Beach
20 reviews
3 bedrooms
2 bathrooms
Sleeps 10
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Water View-Walk town/beach, pets considered, LINENS
94 reviews
5 bedrooms
5 bathrooms
Sleeps 14
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LOCATION! LOCATION! LOCATION! Water Views! Walk to beach and walk to town!
48 reviews
3 bedrooms
4 bathrooms
Sleeps 8
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Convenient to all amenities and beaches in Chatham
68 reviews
0 bedrooms
1 bathroom
Sleeps 2
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Sanitized! Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
57 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
55 reviews
5 bedrooms
6 bathrooms
Sleeps 10
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Sanitized !! Near Harding's Beach,4 min walk to Oyster River
57 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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3 bed 3 bath. Premium linens provided. Pet friendly
41 reviews
3 bedrooms
3 bathrooms
Sleeps 9
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Exceptional Chatham Cottage
39 reviews
1 bedroom
1 bathroom
Sleeps 2
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ELBOW INN ,Private Retreat with Two Master Suites
39 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Lovely Stage Harbor Estate Guest House W/Private Beach to Use
29 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Perfect Cottage - Lovely waterviews & walk to beach - heat & AC
36 reviews
2 bedrooms
3 bathrooms
Sleeps 5
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Spectacular Waterfront Townhome - Oyster Pond #25
8 reviews
4 bedrooms
5 bathrooms
Sleeps 10
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6 bedroom Chatham home, walk to Town Landing on Oyster River & Hardings Beach
21 reviews
6 bedrooms
4 bathrooms
Sleeps 14
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South Chatham Cape Cod Vacation Rental (4643)
9 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Spectacular Waterfront Townhome - Oyster Pond #31
8 reviews
2 bedrooms
3 bathrooms
Sleeps 8
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Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
20 reviews
2 bedrooms
2 bathrooms
Sleeps 8
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Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
51 reviews
1 bedroom
1 bathroom
Sleeps 2
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4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**
29 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Charming Waterfront House in Chatham
19 reviews
5 bedrooms
4 bathrooms
Sleeps 11
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Chatham Charm! Peaceful! Walk to Beach, Village, Golf & Cape Baseball
33 reviews
1 bedroom
1 bathroom
Sleeps 4
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Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
21 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!
28 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Chatham-Walk to Ridgevale Beach, Pets Considered
49 reviews
3 bedrooms
3 bathrooms
Sleeps 11
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Beautiful sunsets in Chatham!
7 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Newly Renovated! Walk to Beach and Town!
16 reviews
2 bedrooms
3 bathrooms
Sleeps 7
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Newly renovated home with patio, a/c included, walking distance from town.
16 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Chatham Cape Cod Vacation Rental (11507)
3 reviews
2 bedrooms
1 bathroom
Sleeps 4
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South Chatham Cape Cod Vacation Rental (10339)
2 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Chatham Village - Lovely 2 BR Apartment in Antique Home
27 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Bright and cheery 2 BR. Close to Bike Trail and ponds. Cycle to Chatha
15 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Spectacular Waterfront Townhome - Oyster Pond #32
6 reviews
2 bedrooms
3 bathrooms
Sleeps 8
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South Chatham Cape Cod Vacation Rental (7129)
2 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Renovated cottage 1 mile to beach in Chatham!
14 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Luxury Chatham Town Home. Close to town & beaches!
14 reviews
2 bedrooms
2 bathrooms
Sleeps 8
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Solitude near the beach, High speed wifi
19 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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14 Hallet Lane Chatham Cape Cod ~ Sand Simeon
6 reviews
6 bedrooms
7 bathrooms
Sleeps 16
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LOCATION, LOCATION, 200 YDS TO CHATHAM VILLAGE & BEACH, OVERLOOKS OYSTER POND
13 reviews
5 bedrooms
3 bathrooms
Sleeps 13
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Unique family gathering place ,Bright, Spacious. Linens included
14 reviews
5 bedrooms
4 bathrooms
Sleeps 10
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Cozy renovated classic Cape cottage a short walk to Forest Beach
12 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK!
19 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Newly Renovated Sea Captain's Home by Ryder's Cove; 633-C
15 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Frequently Asked Questions about Chatham
Do any holiday rentals in Chatham have a pool?
Yes, here are some popular holiday rentals in Chatham that have a pool:
2 Captains Row E Chatham Cape Cod - Captain's Row
93 Bucks Creek Road Chatham Cape Cod - Coastal Charm
Spectacular Waterfront Townhome - Oyster Pond #25
See all holiday rentals with a pool in Chatham on Tripadvisor
Do any holiday rentals in Chatham have internet access?
Yes, here are some popular holiday rentals in Chatham that have internet access:
15 Bobbies Lane 43070
58 Longs Lane Chatham Cape Cod - Sea Glass
Chatham - Close to Everything!
See all holiday rentals in Chatham on Tripadvisor
What are the best pet friendly rentals in Chatham?
The best pet friendly rentals in Chatham are:
The Snuggery 104507
209 Champlain Road 105480
49 Heatherwood Lane 105473
See all pet friendly holiday 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:
15 Bobbies Lane 43070
58 Longs Lane Chatham Cape Cod - Sea Glass
Chatham - Close to Everything!
See all kid friendly holiday rentals in Chatham on Tripadvisor