Private Chappaquiddick Retreat

Top rated by guests
Terrace/patio
Living area
Private kitchen
Private kitchen
Exterior
review stars
10Outstanding
(5 Ratings)
"This was an exceptional home. My friends and I had a great time here. The space is beautiful with tremendous outdoor space as well. Everything is well cared for, Clean, and convenient. We will plan to..."
John B.
Don't miss out! Price and availability may change
10 / 10
Outstanding(5 Ratings)

House in Chappaquiddick Island, MA

10 guests · 5 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Escape to the quiet beauty of Chappaquiddick in this contemporary retreat set on three private acres. Designed for gathering and relaxing, the home comfortably sleeps up to 10 guests while offering the perfect balance of togetherness and privacy.

The main house features four bedrooms, including two king en suite bedrooms, plus a separate queen sleeping loft (please note the loft is not a private bedroom). A detached bunkhouse offers two additional queen bedrooms with a shared full bath, making it ideal for extended family, older kids, or friends who appreciate a little extra privacy.

Inside, you'll find light-filled living spaces and a fully equipped kitchen for preparing meals together. Outside, expansive wraparound mahogany decks create seamless indoor-outdoor living, with plenty of space to dine, relax, and enjoy the peaceful surroundings. Two outdoor showers make rinsing off after a day at the beach a favorite Vineyard tradition.

Set just minutes from the Chappy Ferry, Community Center, and Slip Away Farm, the property is an ideal home base for exploring Chappaquiddick's pristine beaches, scenic trails, and unspoiled natural beauty while remaining just a short ferry ride from the shops and restaurants of Edgartown.

Important: This home is located on Chappaquiddick, a separate island from Edgartown. Access is via the Chappy Ferry, a short ferry ride that operates continuously throughout the day. If you're unfamiliar with Chappaquiddick, please review the location before booking to ensure it's the right fit for your trip.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Chappaquiddick Island, MA

city location on map

Ratings and reviews

10 / 10
Outstanding(5 Ratings)
10 / 10Outstanding·Oct 2025
This was an exceptional home. My friends and I had a great time here. The space is beautiful with tremendous outdoor space as well. Everything is well cared for, Clean, and convenient. We will plan to come back.
10 / 10Outstanding·Jul 2022
Property was terrific!! Our family really enjoyed the location and amazing deck! Angela was great communicating and helping us with logistics. Highly recommend!
10 / 10Outstanding·May 2022
Loved staying at The Chappy House! Angela And Mario were quick to respond and very communicative / thorough on all things house related, and gave great tips on staying in the area. The house was lovely! Nice Scandinavian feeling, and the privacy is great for a big group. The kitchen was well stocked including great knives! Hope to return next year!
10 / 10Outstanding·Jan 2022
Our family had a wonderful trip and stay at The Chappy House on Chappy! The house was more than comfortable, well equipped with everything we needed, great location on Chappy with easy access to ferry and all of the beautiful beaches for our winter beach walks with the kids. Thank you Angela and Mario for sharing your beautiful home! We’ll be back :)

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Private Chappaquiddick Retreat. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Private Chappaquiddick Retreat pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Private Chappaquiddick Retreat?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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