Entire home

Private Chappaquiddick Retreat

Photo gallery for Private Chappaquiddick Retreat

A wooden deck with outdoor seating, a small building, and a glass door entrance.
A spacious living room with a large sofa, a coffee table, and a TV.
A bedroom with a bed, a wooden door, and a view of the outdoors.
A modern kitchen with a central island, a sink, and a refrigerator.
A spacious living area with a large leather sofa, a wooden coffee table, and a staircase leading to an upper level.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Edgartown, MA
  • Place, Mytoi Garden
    ‪5 min drive‬
  • Place, Chappaquidick Dike Bridge
    ‪6 min drive‬
  • Place, Lighthouse Beach
    ‪7 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

Private Chappaquiddick Retreat

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.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 1 total)
default

Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0275860890
Property # 2080900vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Edgartown

Located in Edgartown, this holiday home is in a rural area and near the beach. Oak Bluffs Ferry Terminal and Oak Bluffs Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Felix Neck Wildlife Sanctuary. Island Cove Miniature Golf and Island Cove Adventures are also worth visiting. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking nearby.
Map
Edgartown, MA

What's nearby

  • Mytoi Garden - 5 min drive - 3.2 km
  • Chappaquidick Dike Bridge - 6 min drive - 3.9 km
  • Old Whaling Church - 7 min drive - 3.4 km
  • Edgartown Public Library - 7 min drive - 3.7 km
  • Lighthouse Beach - 7 min drive - 4.1 km

Getting around

  • Hyannis, MA (HYA-Barnstable Municipal) - 137 min drive

Restaurants

  • Backyard Taco
  • ‪The Seafood Shanty - ‬6 min drive
  • Rosewater Market
  • Nomans
  • ‪Atlantic Fish And Chop House - ‬6 min drive

Frequently asked questions

Is Private Chappaquiddick Retreat pet-friendly?

Yes, this property allows dogs (limit 1 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Private Chappaquiddick Retreat?

As of 29 Aug, 2026, prices found for a 1-night stay for 2 adults at Private Chappaquiddick Retreat on 27 Nov, 2026 start from S$6,303, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Private Chappaquiddick Retreat?

On-site parking is available at the property.

What time is check-in at Private Chappaquiddick Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Private Chappaquiddick Retreat?

Checkout is at 10:00 AM.

Where is Private Chappaquiddick Retreat located?

Situated near the beach, this holiday home is within 3 miles (5 km) of Old Whaling Church, Mytoi Garden and Vincent House Museum. Edgartown Lighthouse and Chappaquidick Dike Bridge are also within 3 miles (5 km).

About the host

Hosted by The Chappy House

Host profile image
Hosting has become one of our favorite parts of owning this home. We've welcomed guests to our vacation rentals for years and genuinely enjoy sharing the magic of Chappaquiddick with others. Whether it's your first visit or an annual tradition, we hope you'll slow down, unplug, and create lasting memories with family and friends in this special place that means so much to us.

Why they chose this property

We fell in love with Chappaquiddick for its peaceful pace, natural beauty, and sense of escape. With quiet roads, beautiful walking trails, pristine beaches, and incredible wildlife, it's a place where you can truly slow down and unwind. At the same time, you're just a short ferry ride from the restaurants, shops, and charm of Edgartown—giving you the best of both worlds. To us, Chappaquiddick is simply a magical place, and we hope you'll love it as much as we do.

What makes this property unique

Our home is designed for both togetherness and privacy. Expansive decks surround the house, creating seamless indoor-outdoor living and plenty of space to relax. The separate two-bedroom bunkhouse offers added flexibility for extended family, older kids, or friends, while the three-acre setting provides a peaceful, secluded retreat. Despite the privacy, you're just minutes from the Chappy Ferry, beaches, and all that Edgartown has to offer.

Languages:

English
Tell us how we can improve our siteShare feedback