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Chatham Vacation Rentals

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Vacation Rentals in Chatham

Walk to Chatham Main St., Boutiques, Restaurants, Galleries, and Nightlife!
Walk to Chatham Main St., Boutiques, Restaurants, Galleries, and Nightlife!
Chatham, MA

Located in the heart of Chatham, this historic vacation home is within a 10-minute walk of Monomoy Theatre, Chatham Drama Guild, and Veterans Field. Chatham ...

4.9/5Exceptional! (48 reviews)
Perfect in all respects

"This wonderfully restored carriage house was absolutely perfect for our short getaway/reunion of old friends. Beautifully appointed and well equipped. Our communication with Susan was informative and efficient. It’s all that you can ask for in a rental, and we look forward to our return!"…"

Reviewed on Aug 3, 2020

Walk to Chatham Main St., Boutiques, Restaurants, Galleries, and Nightlife!
26 Mousehole Lane - Four Bedroom House
26 Mousehole Lane - Four Bedroom House
4.5 out of 5
26 Mousehole Lane, Chatham, MA

Situated in Chatham, this luxury villa is within a 15-minute walk of Chatham Fish Pier, Chatham Railroad Museum, and Veterans Field. Chatham Drama Guild and ...

26 Mousehole Lane - Four Bedroom House
16 Riverview Drive - Three Bedroom Home
16 Riverview Drive - Three Bedroom Home
3.5 out of 5
16 Riverview Drive, Chatham, MA

Situated in Chatham, this vacation home is within 3 mi (5 km) of Caleb Nickerson House, Chatham Chamber of Commerce, and Ridgevale Beach. Cockle Cove Beach and ...

16 Riverview Drive - Three Bedroom Home
333 Old Harbor Road - Four Bedroom Home
333 Old Harbor Road - Four Bedroom Home
3.5 out of 5
333 Old Harbor Road, Chatham, MA

Situated in Chatham, this vacation home is within a 15-minute walk of Chatham Fish Pier, Chatham Railroad Museum, and Veterans Field. Chatham Drama Guild and ...

333 Old Harbor Road - Four Bedroom Home
26 Whiteleys Way - Four Bedroom House
26 Whiteleys Way - Four Bedroom House
3 out of 5
26 Whiteleys Way, Chatham, MA

Situated in Chatham, this vacation home is within 3 mi (5 km) of Hardings Beach, Chatham Chamber of Commerce, and Ridgevale Beach. Cockle Cove Beach and Monomoy ...

26 Whiteleys Way - Four Bedroom House
Walk TO Restaurants, Shops & Liquor Storeclose TO Downtown Chatham!!!
Walk TO Restaurants, Shops & Liquor Storeclose TO Downtown Chatham!!!
Chatham, MA

Located in the heart of Chatham, this cottage is within 1 mi (2 km) of Monomoy Theatre, Chatham Drama Guild, and Veterans Field. Chatham Railroad Museum and ...

4.7/5Exceptional! (39 reviews)
BALFOUR CT

"Spotless with everything we needed! Would stay again!"…"

Reviewed on Aug 9, 2020

Walk TO Restaurants, Shops & Liquor Storeclose TO Downtown Chatham!!!
504 Old Harbor Road - Six Bedroom House
504 Old Harbor Road - Six Bedroom House
4 out of 5
504 Old Harbor Road, Chatham, MA

Situated in Chatham, this vacation home is within 1 mi (2 km) of Chatham Fish Pier, Chatham Seaside Links, and Chatham Railroad Museum. Veterans Field and Chatham ...

504 Old Harbor Road - Six Bedroom House
50 Katie Ford Road - Three Bedroom House
50 Katie Ford Road - Three Bedroom House
4 out of 5
50 Katie Ford Road, Chatham, MA

Situated in Chatham, this vacation home is within 2 mi (3 km) of Hardings Beach, Chatham Chamber of Commerce, and Ridgevale Beach. Cockle Cove Beach and Chatham ...

50 Katie Ford Road - Three Bedroom House
Chatham Hydrangea Cottage Walk to Town
Chatham Hydrangea Cottage Walk to Town
Chatham, MA
The price is $275 per night

Situated in Chatham, this vacation home is within a 15-minute walk of Chatham Drama Guild, Veterans Field, and Chatham Railroad Museum. Chatham Fish Pier and ...

5/5Exceptional! (1 review)
Cozy home on peaceful road

"Our family had a great time staying at the cozy and quaint Hydrangea Cottage. Jodi was incredibly welcoming, and the house was perfect for my husband, daughter and pup as we spent time in Chatham for a family wedding. The Cottage was located a short walk to the Fish Pier and a five minute drive to ..."…"

Reviewed on Dec 2, 2019

Chatham Hydrangea Cottage Walk to Town
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Vacation Rentals in Chatham

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Look no further and take a look at our great range of rental properties in Chatham!

Other types of properties in Chatham you may be interested in

Chatham Bars Inn
Chatham Bars Inn
4 out of 5
297 Shore Rd, Chatham, MA
The price is $445 per night
Chatham Bars Inn
Surfside Inn Chatham
Surfside Inn Chatham
2.5 out of 5
25 Holway St, Chatham, MA
The price is $160 per night
Surfside Inn Chatham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.