Holiday Homes in Chappaquiddick Island

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Featured Holiday Homes in Chappaquiddick Island

Our top choices for Chappaquiddick Island holiday homes

Chappy - Family Beach House

10.0 out of 10, Exceptional, (15)
"Very nice property. We were comfortable and had everything we needed. "
The price is AU$1,487
includes taxes & fees
1 Sept - 2 Sept
Chappy - Family Beach House

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

10.0 out of 10, Exceptional, (3)
"The communication between the owners and our family was terrific. The home was large and well-stocked. "
The price is AU$980
includes taxes & fees
17 Sept - 18 Sept
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (30)
"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"
The price is AU$1,501
includes taxes & fees
14 Sept - 15 Sept
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (178)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is AU$1,288
includes taxes & fees
2 Sept - 3 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is AU$1,369
includes taxes & fees
7 Sept - 8 Sept
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Love Sand, Madaket on the Beach , Lovely Seaside Home

10.0 out of 10, Exceptional, (52)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is AU$2,360
includes taxes & fees
29 Sept - 30 Sept
Love Sand, Madaket on the Beach , Lovely Seaside Home

Charming studio in tranquil Falmouth with AC

The price is AU$292
includes taxes & fees
2 Sept - 3 Sept
Charming studio in tranquil Falmouth with AC

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is AU$2,266
includes taxes & fees
4 Sept - 5 Sept
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Charming 4-bedroom house with AC and WiFi in enchanting Barnstable

2.0 star property
The price is AU$1,421
includes taxes & fees
3 Sept - 4 Sept
Charming 4-bedroom house with AC and WiFi in enchanting Barnstable

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

10.0 out of 10, Exceptional, (14)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
The price is AU$1,784
includes taxes & fees
15 Sept - 16 Sept
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Charming 3 bed room with magnificent views & large deck

8.0 out of 10, Very good, (1)
". Great locations. Short walk to numerous restaurants and ferry. "
The price is AU$731
includes taxes & fees
10 Sept - 11 Sept
Charming 3 bed room with magnificent views & large deck

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is AU$1,109
includes taxes & fees
21 Sept - 22 Sept
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

10.0 out of 10, Exceptional, (12)
"We very much enjoyed the stay and wowed by the beautiful decoration of the house. The owners take good care of this house and they are also very approachable. Thank you for providing such a wonderful environment for our vacation!"
The price is AU$1,004
includes taxes & fees
15 Sept - 16 Sept
Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

Remodeled historical Gosnold Cottage.300 yards to the beach.

10.0 out of 10, Exceptional, (6)
"We really liked the house. It was clean and the renovation was great. Managed well. Communication with management was easy. They returned my messages within 24 hours. Loved the shower ❤️"
The price is AU$950
includes taxes & fees
10 Sept - 11 Sept
Remodeled historical Gosnold Cottage.300 yards to the beach.

Newly Renovated Martha's Vineyard Vacation Rental!

9.6 out of 10, Exceptional, (44)
"Love our stay!"
The price is AU$1,140
includes taxes & fees
4 Sept - 5 Sept
Newly Renovated Martha's Vineyard Vacation Rental!

Downtown brand new construction 3 bed & 3 bath

10.0 out of 10, Exceptional, (2)
"Owner went above and beyond for their guests and all communication was swift and effective. Everything just as described. Highly recommend and would def stay again. "
The price is AU$2,280
includes taxes & fees
1 Sept - 2 Sept
Downtown brand new construction 3 bed & 3 bath

Nantucket - edge of town

9.8 out of 10, Exceptional, (84)
"The minute we set foot I took a nap which I never do. It was super clean, in a great little neighborhood surrounded by beautiful homes and we nestled into this adorable cottage. Plenty of room and all you need. A bit of a throwback in time as it’s very basic and simple and as an interior designer I’d love to revamp it a bit but I enjoyed the simplicity and authenticity. Would stay again. "
The price is AU$1,377
includes taxes & fees
26 Sept - 27 Sept
Nantucket - edge of town

Lakefront Stunning Cape Cod Views w Private Lake Beach Acre+ Land on the lake

10.0 out of 10, Exceptional, (1)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
Lakefront Stunning Cape Cod Views w Private Lake Beach Acre+ Land on the lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake

10.0 out of 10, Exceptional, (1)
"The home was clean, spacious, and very private. It was a great fit for our large group of friends. On/off street parking was plentiful and half of the bedrooms were spacious and light filled. Some of the smaller, downstairs rooms were less luxurious, but they got the job done. The best part was the spacious backyard and back deck, which was great for hosting a large dinner and barbecue outside. Very private, sun filled, and plenty of seating.We had an issue with the dishwasher not working...
The price is AU$2,094
includes taxes & fees
11 Sept - 12 Sept
Spacious Lake House for Large Groups w Private Acre+ short path to Lake

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

10.0 out of 10, Exceptional, (28)
"Great location and nice house! "
The price is AU$1,721
includes taxes & fees
29 Sept - 30 Sept
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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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Top Chappaquiddick Island Hotel Reviews

Find out more about Chappaquiddick Island

Find out more about Chappaquiddick Island

Chappaquiddick Island Holiday Homes information

Number of reviews
37
Accommodation
954 Holiday Homes
Lowest Price
AU$865
Highest Price
AU$2,360

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