Holiday Homes in Chappaquiddick Island

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Chappaquiddick Island

Great Home Close to Craigville Beach
Fireplace

Great Home Close to Craigville Beach

10.0 out of 10, Exceptional, (3)
"My friends and I had an amazing stay! The house was clean and the check in process was extremely easy. Also located super close to the beach!"
Great Home Close to Craigville Beach
Hyannis Hideaway in Cape Cod
Enjoy cooking in this well-equipped kitchen with a central island, stove, and modern faucet.

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (2)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is AU$1,226
includes taxes & fees
3 Sept - 4 Sept
Hyannis Hideaway in Cape Cod
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Residents can stroll along the walking path and enjoy the serene atmosphere of this well-maintained neighborhood.

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
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, plus ample counter space.

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.2 out of 10, Very good, (36)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Maushop - 6 Hammock Pond Rd
beach access with a white picket fence and clear ocean views.

Maushop - 6 Hammock Pond Rd

9.0 out of 10, Wonderful, (32)
"Very clean, comfortable furniture, close walk to beach. We had a great visit!"
Maushop - 6 Hammock Pond Rd
Totally Renovated Central AC Dog Friendly Near Golf
Cozy living room with a traditional fireplace, dining area, and large window offering a view of the outdoors.

Totally Renovated Central AC Dog Friendly Near Golf

9.6 out of 10, Exceptional, (7)
"Was a great house!! Clean, comfortable, and inviting. Close to Falmouth to get the ferry, close to Hyannis for dinner. Several great restaurants nearby! "
Totally Renovated Central AC Dog Friendly Near Golf
Maushop Property - First Time Available
Stunning beachfront homes with sloped roofs and a grassy area.

Maushop Property - First Time Available

10.0 out of 10, Exceptional, (41)
"Great spot, we loved it!"
Maushop Property - First Time Available
Popponesset-New rental-3 Bedrooms, close to beaches, A/C and so much more.
Relax in style with Adirondack chairs and a dining table under a shaded patio.

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

10.0 out of 10, Exceptional, (11)
"Clean, well maintained home in a great location"
Popponesset-New rental-3 Bedrooms, close to beaches, A/C and so much more.
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Stroll out to the front porch and enjoy the serene surroundings.

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
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
Enjoy a serene beach experience with a clear view of the ocean and a small rock formation in the water.

CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA

9.4 out of 10, Exceptional, (20)
"We stayed for 3 weeks. The house is spacious and comfortable. The kitchen is well equipped. We spent a lot of time on the deck and used the gas grill almost every day. The house is a short drive to the beach and Hyannis. We truly enjoyed our stay. "
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

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

6.2 out of 10, (17)
"This property has not been well cared for or cleaned. Arrived to a very musty/moldy smell, trash outside, the walls were streaked with dead bug guts and then the stove didn't work!! It was a step above camping. You get what you pay for!"
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Spacious home with tree-lined yard, deck, Ping-Pong, air hockey & washer/dryer
Enjoy cooking in this well-equipped kitchen with appliances, granite countertops, and pendant lights.

Spacious home with tree-lined yard, deck, Ping-Pong, air hockey & washer/dryer

6.4 out of 10, (5)
"Great location!"
Spacious home with tree-lined yard, deck, Ping-Pong, air hockey & washer/dryer
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Enjoy dining or socializing on the patio surrounded by lush greenery.

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.
Private house close to beach with grill, AC, yard, and deck
Shower and storage area with a metal rack and showerhead.

Private house close to beach with grill, AC, yard, and deck

2.0 star property
9.4 out of 10, Exceptional, (10)
"This house was great for a quick getaway! The location was great. Unfortunately we came at a time of year where most everything is closed until summer, so there wasn't much to do."
Private house close to beach with grill, AC, yard, and deck
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Relax in a shaded seating area surrounded by lush greenery, complete with a barbecue grill for outdoor cooking.

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (159)
"Beautiful cottage , great location. Would love to stay again "
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
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

9.4 out of 10, Exceptional, (3)
"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
Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach
Terrace/patio

Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach

Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and coffee maker.

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

10.0 out of 10, Exceptional, (15)
"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.
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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