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Browse Select Chatham Vacation Homes

#630: Clean, Deck w/ Nice Furniture, Private Yard, Foosball, Central A/C - Walk to Nantucket Sound!
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This family-friendly Chatham vacation home is located by the sea, within 2 mi (3 km) of Hardings Beach, Ridgevale Beach, and Chatham Chamber of Commerce. Chatham ...
#630: Clean, Deck w/ Nice Furniture, Private Yard, Foosball, Central A/C - Walk to Nantucket Sound!
Walk to Chatham Main St., Boutiques, Restaurants, Galleries, and Nightlife!
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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 ...
5/5Exceptional! (34 reviews)
Fantastic Vacation Home
"We loved your vacation home! So comfortable, great attention to detail, historic yet modern. Great location--walk to town. Very quiet and relaxing. Can't wait to come back!!!! Cindy"

Reviewed on Sep 14, 2020

Walk to Chatham Main St., Boutiques, Restaurants, Galleries, and Nightlife!
Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!
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Nestled on the beach, this Chatham vacation home is within 3 mi (5 km) of Ridgevale Beach, Hardings Beach, and Cockle Cove Beach. Forest Beach and Chatham Seaside ...
4.1/5Very Good! (16 reviews)
Great place for a short getaway by the water. Amazing views!
"Property is definitely "cottagie". It is no frills but clean and there is ample space for 6 (we were only 2). We could not figure out how to control the heat (it was early spring). The master bed is a full - could use at least a queen. Bedding is not great and pillows were terrible (bring your own). ..."

Reviewed on Apr 25, 2021

Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!
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Lavish : Amazing Locale Near Dining & Beach 1 Bedroom Condo
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Situated in Chatham, this vacation home is within a 15-minute walk of Chatham Windmill, Monomoy Theatre, and Chatham Seaside Links. Chatham Railroad Museum and ...
Lavish : Amazing Locale Near Dining & Beach 1 Bedroom Condo
#614: Walk to Oyster River, Minutes to Downtown & Beaches! Dog Friendly!
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This family-friendly Chatham vacation home is located by the sea, within 2 mi (3 km) of Monomoy Theatre, Chatham Railroad Museum, and Ridgevale Beach. Hardings ...
4.7/5Exceptional! (7 reviews)
Loved the House! Thank You Del Mar!
"I booked this place for a quick getaway with some friends and I have to say that I'm impressed. The cleanliness of the house and attention to detail were spot on, the location is great, and everyone at Del Mar Vacations was awesome to deal with. We had a great rental experience from start to finish ..."

Reviewed on Mar 5, 2020

#614: Walk to Oyster River, Minutes to Downtown & Beaches! Dog Friendly!
Quaint Chatham Home W/beautiful Backyard & Furnished Multi-level Deck, Dogs OK!
The price is $190 per night from Jun 1 to Jun 1
Situated in Chatham, this vacation home is within 1 mi (2 km) of Ridgevale Beach and Hardings Beach. Hardings Lighthouse and Monomoy Theatre are also within ...
4.5/5Wonderful! (19 reviews)
Great location
"We had a wonderful week. The backyard was very large and private. We were a little disappointed to find out the fireplace wasn’t for guest use because it was advertised in the listing. Overall we would definitely stay here again."

Reviewed on May 7, 2021

Quaint Chatham Home W/beautiful Backyard & Furnished Multi-level Deck, Dogs OK!
#601: Private, Great Location, new Outdoor Dining, Outdoor Shower, dog Friendly!
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This family-friendly Chatham vacation home is located by the sea, within 2 mi (3 km) of Monomoy Theatre, Chatham Railroad Museum, and Ridgevale Beach. Hardings ...
4.3/5Excellent! (14 reviews)
Great setup for extended family
"The property was clean and well equipped. The setup of the rooms was great for children and extended family and the location was ideal!"

Reviewed on Aug 24, 2020

#601: Private, Great Location, new Outdoor Dining, Outdoor Shower, dog Friendly!
Charming Cape Home w/ Grassy Yard, Spacious Interior, & Full Kitchen - Dogs OK!
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Situated by the sea, this vacation home is within 1 mi (2 km) of Chatham Drama Guild, Monomoy Theatre, and Veterans Field. Chatham Railroad Museum and Chatham ...
1/5 (1 review)
Dishonest and deceiving
"Fireplace promised, not working Bbq had birdpoop and mold on it Filthy dirty, stove floors and marks of insect seats No responds on requests No responds communication from host nor company I’m still waiting from a reply for compensations for dishonest and deceiving unprofessional business"

Reviewed on Apr 5, 2021

Charming Cape Home w/ Grassy Yard, Spacious Interior, & Full Kitchen - Dogs OK!
5 Lobster Lane - Three Bedroom House
5 Lobster Lane, Chatham, MA
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Situated in Chatham, this vacation home is within a 15-minute walk of Chatham Lighthouse Beach and Chatham Lighthouse. Monomoy National Wildlife Refuge and Atwood ...
5 Lobster Lane - Three Bedroom House
4 Bedrooms, 2 Baths, Sleeps 8
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Situated in Chatham, this vacation home is within 1 mi (2 km) of Chatham Drama Guild and Monomoy Theatre. Veterans Field and Chatham Railroad Museum are also ...
4.9/5Exceptional! (35 reviews)
Fun house!
"Great location!"

Reviewed on Jan 17, 2021

4 Bedrooms, 2 Baths, Sleeps 8
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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.

Other property types in Chatham

Chatham Bars Inn

Chatham Bars Inn

4 out of 5
297 Shore Rd, Chatham, MA
The price is $445 per night from May 19 to May 19
4.6/5Wonderful! (577 reviews)
"The property and staff were excellent. When we went for dinner the waiter paid more attention to a party of four who were big rollers Also it was our 48th wedding anniversary we figured they would bring out a small cake but we got nothing even though an older woman across from us was surprised by ..."

Reviewed on Apr 17, 2021

Chatham Bars Inn
Chatham Seafarer Inn

Chatham Seafarer Inn

3.5 out of 5
2079 Main St, Chatham, MA
The price is $91 per night from May 17 to May 17
4.4/5Excellent! (114 reviews)
"Good joint"

Reviewed on May 6, 2021

Chatham Seafarer Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road, Chatham, MA
The price is $174 per night from May 13 to May 13
4.7/5Exceptional! (191 reviews)
"The resort is great and the people that run it are fantastic!"

Reviewed on Dec 11, 2020

Pleasant Bay Village Resort
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.