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18 Jul - 20 Jul
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25 Jul - 27 Jul
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8 Aug - 10 Aug
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5 Sep - 7 Sep

Vacation Homes in Chilmark

Maushop - 6 Hammock Pond Rd
Property grounds

Maushop - 6 Hammock Pond Rd

9.2 out of 10, Wonderful, (30)
"Very clean, comfortable furniture, close walk to beach. We had a great visit!"
Maushop - 6 Hammock Pond Rd
Maushop Property - First Time Available
Beach nearby, sun loungers, beach towels

Maushop Property - First Time Available

10.0 out of 10, Exceptional, (39)
"We had a great time at this little cottage! It’s perfect for a few days or a week stay! The house was clean, perfect location for beach walks or shopping at the commons!"
Maushop Property - First Time Available
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Exterior

Spacious home in central location with beautiful patio, pool table, W/D, & AC

10.0 out of 10, Exceptional, (1)
"We loved our stay. This is the first time I have rented a house without a prior review. So glad we did! The house seemed brand new or very recently remodeled. The pool table and media area downstairs made the rainy day we had on the island a great one. We had a party of seven and plenty of space to spread out and relax. It was easy to walk to town but we also rented bikes to get around. I would highly recommend this home to anyone looking for a relaxing stay on Martha's Vineyard."
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Popponesset-New rental-3 Bedrooms, close to beaches, A/C and so much more.
Outdoor dining

Popponesset-New rental-3 Bedrooms, close to beaches, A/C and so much more.

10.0 out of 10, Exceptional, (8)
"Clean, well maintained home in a great location"
Popponesset-New rental-3 Bedrooms, close to beaches, A/C and so much more.
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Outdoor dining

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

6.6 out of 10, (15)
"The location was perfect. It is a bit of an older house but it worked for what we needed. The house was clean on arrival and it was very spacious for our kids to run around. My only suggestion would be the it might be time to replace the window until, it was a bit dirty. Other than that everything worked and it was a great mini vacation house."
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Outdoor dining

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.6 out of 10, Excellent, (38)
"Close to the beach , clean and a wonderful Vineyard stay"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Waterfront Home w/ Guest Cottage
Smart TV

Waterfront Home w/ Guest Cottage

10.0 out of 10, Exceptional, (1)
"I lined the view from the home and the safety in the area! Overall, great place for a big family !"
Waterfront Home w/ Guest Cottage
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Property grounds

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice nostalgic home Needs minor work (Toilet seats)(Middle room mirror )AC "
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth
Smart TV

Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

10.0 out of 10, Exceptional, (1)
"Really beautiful place with a lot of space and a very helpful host"
Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth
Your Oasis Awaits
Property grounds

Your Oasis Awaits

9.8 out of 10, Exceptional, (38)
"We had a great stay. Nice and close to the beach so my mid 80’s mom could even walk back and forth. and the raw bar on property was the perfect place for an easy meal. Would happily stay again."
Your Oasis Awaits
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Exterior

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Spacious colonial home close to town with AC, porches, & W/D
TV, DVD player, books

Spacious colonial home close to town with AC, porches, & W/D

Spacious colonial home close to town with AC, porches, & W/D
New Seabury home, spacious deck & outdoor shower
TV

New Seabury home, spacious deck & outdoor shower

8.8 out of 10, Excellent, (10)
"The house was nestled in a wooded area which lends itself to a peaceful and relaxing stay. Each room was decorated nicely which made it very comfortable and We were centrally located near stores for shopping and good restaurants. The setting and home was a cozy and pleasant two day get away for us "
New Seabury home, spacious deck & outdoor shower
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
Fridge, microwave, oven, stovetop

Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.

10.0 out of 10, Exceptional, (12)
"had a great weekend at the house and the area... might be back again"
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
Cape Escape: Beaches and Bonfires with King bed
Microwave, oven, stovetop, dishwasher

Cape Escape: Beaches and Bonfires with King bed

10.0 out of 10, Exceptional, (1)
"Everything was in great condition and we had everything we need and more. We were all very happy with the accommodations. Easy check in/out."
Cape Escape: Beaches and Bonfires with King bed
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Fridge, microwave, oven, stovetop

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (52)
"This was a lovely home in a very nice location"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
West Falmouth Cottage in the Heart of This Historic Village.
Beach towels

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (45)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.
The Gathering Place - For 6 with Fire Pit
TV, fireplace, offices

The Gathering Place - For 6 with Fire Pit

The Gathering Place - For 6 with Fire Pit
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Beach

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

10.0 out of 10, Exceptional, (2)
"Mike & Olya's house is even more beautiful in person, both inside and out.The house is equipped with everything needed for a peaceful stay. The décor and contemporary style made us want to live there — very tasteful.Check-in and check-out were easy to access. We were authorized to enter the house starting at 4 p.m.The cleaning crew was delayed by just a few minutes (maybe 5 minutes), and I immediately received a message saying I had been refunded for the inconvenience. Although such a gesture...
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
Terrace/patio

Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

9.4 out of 10, Exceptional, (60)
"Loved the area and the peacefulness"
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
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.
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