
Vacation rentals in Chappaquiddick
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Top-rated vacation rentals in Chappaquiddick
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Chappaquiddick vacation rentals
Other great vacation rentals in Chappaquiddick
Top guest favorite

Home in Tisbury
5 out of 5 average rating, 15 reviewsFamily 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 reviewsGreat 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 favorite

Home in Mattapoisett
4.86 out of 5 average rating, 7 reviews5 Blocks to Beach+Town, Stocked Kitchen, Cozy Beds
DavidRating, 5 stars2 months ago
Caitlin was a wonderful hostess, and the house was very nice. I would definitely recommend if you were going to be in the area.
Guest favorite

Home in Mashpee
4.94 out of 5 average rating, 18 reviews25 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 favorite

Home in Vineyard Haven
5 out of 5 average rating, 59 reviewsWell-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 reviewsEscape 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 reviews5 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 reviewsNEW! 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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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
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- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Earle Road Beach
- Chapin Memorial Beach
- Englewood Beach
- Oyster Harbors Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Sunken Meadow Beach
- Forest Beach
- Cahoon Hollow Beach
- Coast Guard Beach
- Baker's Beach Club
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