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Vacation rentals in Chappaquiddick Island

Vacation rentals in Chappaquiddick Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chappaquiddick Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Garden getaway near town
    SUPERHOSTEntire guest suite · 2 guests · 2 beds · 1 bathroom
    Garden getaway near town

    Finished basement with private entrance. Quiet garden setting on private road. Close to town, easy walk on sidewalk, near new library, right on bike path. Plenty of room, spacious bedroom with king bed, open sitting area with sleep sofa, private bath with shower and laundry. Outside shower and sitting area. Television, wi-fi, coffee maker, iron, towels, soap and shampoo, heat and A/C, hair dryer, outside shower. Off-street parking for car and bikes, private!

    What guests are saying:

    “Nancy’s is a sweet lady, and her home was amazing! You’d never know it was in a basement when you’re inside. The outside entrance is beautiful, and inside was very nicely decorated with furniture that was very comfortable. The bed was also very comfortable. There is a coffee bar that had everything you needed for tea and coffee, and Nancy’s homemade muffins were absolutely delicious! Also, it was so convenient to be able to wash and dry our clothes there! We also enjoyed meeting her little dog, who was absolutely precious! We enjoyed our time there so very much! We explored the island and watched the beautiful sunset on Aquinnah headlands. It was spectacular! We will definitely stay there again if we come back to the island! Valerie and Taylor”

  • Chappy Cottage: 10-min walk to beach/bike to ferry
    Entire cottage · 6 guests · 4 beds · 1 bathroom
    Chappy Cottage: 10-min walk to beach/bike to ferry

    Presently taking bookings for 2021. This charming reno cottage is a 5-min bike ride to the Chappy ferry & 10-min walk to beach. Located in a quiet wooded setting on a gravel lane, the property offers new furniture and beds; reno kitchen with d/w and micro; new bath with shower/tub; w/d; hardwood; screen porch; deck; outdoor shower; shed. Cable, wifi (200 megs), AC; ceiling fan, grill, deck furniture, beach chairs & umbrellas. NOTE: Chappy is a separate island requiring a short ferry to town.

    What guests are saying:

    “This house was pretty much our ideal vacation spot. The location was perfect (within walking distance to a beach, easy to get to the Chappy ferry), the house was clean and had all the necessities, and there was some nice outdoor space around the house where our kids could run around. We cooked all of our meals in the kitchen, which was well-equipped with good functioning appliances. The bedrooms were neat and clean, as was the living room. The outdoor screened-in porch and outdoor shower were also great to have. Peter was a fantastic host as well, providing clear instructions and also responding very quickly to any questions.”

  • Katama Retreat! 3BR/2BA Sleeps 6, Air Conditioned!
    SUPERHOSTEntire house · 6 guests · 4 beds · 2 bathrooms
    Katama Retreat! 3BR/2BA Sleeps 6, Air Conditioned!

    Comfortable and bright Katama home on Vickers St. with air conditioning! Perfect for families or couples looking for an escape from the mainland. Fully equipped/furnished, all you need to bring are linens/towels. Convenient, 1.8mi to South Beach & 1.5 to Edg.Harbor! Huge deck out front to relax on. Recently redecorated with many updates including, 55in Samsung Smart HDTVs, Weber gas grill, lamps, mattress in master, some new furnishings, etc.

    What guests are saying:

    “This home is immaculate, completely private and beautifully landscaped. We enjoyed absolutely everything. The driveway was handy for our car, though biking the easy 1.5 miles to town is easier than finding a parking spot. The pantries and supply closets were so well-stocked with everything we could possibly need. Michael is an amazingly thoughtful host—he anticipated every question I might have and responded to messages immediately. The house had a great collection of books and info about MV. Loved this place.”

Holiday rentals for every style

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Popular amenities for Chappaquiddick Island holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chappaquiddick Island

Cottage near South Beach on Martha’s Vineyard.
SUPERHOSTEntire house
Cottage near South Beach on Martha’s Vineyard.
Price:€250 / night
Luxury Chappaquiddick Home with Oceanviews
Entire house
Luxury Chappaquiddick Home with Oceanviews
Price:€632 / night
In-Town All-New Charmer!
SUPERHOSTEntire house
In-Town All-New Charmer!
Price:€507 / night
Walk To Town - Beautiful Edgartown Cottage
SUPERHOSTEntire house
Walk To Town - Beautiful Edgartown Cottage
Price:€466 / night
Captains' House, Edgartown Village
SUPERHOSTPrivate room
Captains' House, Edgartown Village
Price:€173 / night
Charming Katama Home Minutes from Town and Beach
SUPERHOSTEntire house
Charming Katama Home Minutes from Town and Beach
Price:€583 / night
Secluded island cottage w/large deck, wood stove & cozy vibe - dogs OK!
Entire house
Secluded island cottage w/large deck, wood stove & cozy vibe - dogs OK!
Price:€202 / night
Nice Chappy Cottage
Entire cottage
Nice Chappy Cottage
Price:€247 / night
Walk to EDG Wharf - Beautiful Home with AC & Grill
SUPERHOSTEntire house
Walk to EDG Wharf - Beautiful Home with AC & Grill
Price:€695 / night
Private Suite - walk to Edgartown & beach
SUPERHOSTEntire flat
Private Suite - walk to Edgartown & beach
Price:€203 / night
Little Chappy House "unplugged" and off-the-grid
Entire cabin
Little Chappy House "unplugged" and off-the-grid
Price:€205 / night
Cozy & private cottage w/ a large yard  - perfect for families!
Entire house
Cozy & private cottage w/ a large yard - perfect for families!
Price:€238 / night
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