Holiday rentals in Chappaquiddick Island

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Popular amenities for Chappaquiddick Island holiday rentals

Other great holiday rentals in Chappaquiddick Island

Guest favourite
Home in Yarmouth
4.94 out of 5 average rating, 51 reviews

Oceanfront Vacation Home with Private Beach for 6

JodyRating, 5 stars1 week ago
We cannot wait to return. This house looks small but had everything our group of 5 needed and more. Two bathrooms, sizeable bedrooms, well stocked kitchen and personal touches, too. We woke every morning for the amazing sunrise which can be viewed by sitting comfortably on the deck, the rocks, or right inside the house, if it gets too cold. We cooked at home, but also loved 908 Bistro and Captain Parkers pub. Easy drive to Chatham. This house is so very lovely and nothing compares to being right on the beach. Samantha was very responsive. Instructions were clear. We were there off season, so it was quiet and peaceful. Already searching for dates to return.
Top guest favourite
Home in Tisbury
5 out of 5 average rating, 15 reviews

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

DanRating, 5 stars7 months ago
Beautiful house and perfect for our group's time on the Vineyard. This place is a newer house, well-designed and makes an ideal home base for island time. Thanks!
Superhost
Cottage in Dennis
4.7 out of 5 average rating, 56 reviews

Great Cottage - Walk to the Beach! (97)

GriffinRating, 5 stars8 months ago
We had a great time at this cottage. The location is perfect with a two minute walk to the beach and great restaurants at both ends of the street. Close to lots of fun family stuff to do. Just enough space for our four-person family!
Guest favourite
Home in Mashpee
4.94 out of 5 average rating, 18 reviews

25 Menemsha Rd., Popponesset, pond & beach views

LisaRating, 5 stars5 months ago
We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!
Top guest favourite
Home in Vineyard Haven
5 out of 5 average rating, 59 reviews

Well-Appointed 3 Bedrm 4 Bathrm w/ 50+ 5* Reviews

ElizabethRating, 5 stars8 months ago
Lisa is an incredible host! She was very responsive and easy to reach. The house was very clean and neat and well equipped to make your stay easy and enjoyable. You can really tell that she cares about the home and the comfort of her guests. The home is located in a very quiet lowkey neighborhood with easy access to town and everything you need either by bike or car. I would definitely stay there again.
Superhost
Home in Falmouth
4.84 out of 5 average rating, 49 reviews

Escape to the Cape

RodionRating, 5 stars7 months ago
Ananta was very communicative and proactively helpful. Her residence was very accommodating for a family of 6 plus a cat. We all really enjoyed our stay. P.S. Thank you for the welcome snacks and the plant!
Superhost
Home in Falmouth
4.8 out of 5 average rating, 25 reviews

5 Bedroom, Central Air, Close to Beaches and MORE!

CarolRating, 5 stars8 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.
Superhost
Home in Falmouth
4.75 out of 5 average rating, 4 reviews

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars7 months ago
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!

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