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Holiday rentals in Chappaquiddick Island

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Top-rated holiday rentals in Chappaquiddick Island

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

  1. Entire home
  2. Edgartown
Chappy Relaxation and Fun!

You'll love my place because it has the best of both worlds; nestled in the calming refuge of the vineyard on Chappy, yet so close to all of the fun at Edgartown! Our 2 bedroom home is on a quiet road, but a short distance (3 mi) from the Chappy Ferry to Edgartown. It's also minutes away from the beach and great Chappy fishing (1.5 mi to East Beach). The large deck is ideal for relaxing with family/friends and grilling meals. My place is great for couples and families (with kids).

  1. Entire cottage
  2. Edgartown
Nice Chappy Cottage

Nice Chappy Cottage close to town

SUPERHOST
  1. Private room
  2. Edgartown
The Alison Boylston Piazza House

Welcome to my home, a 200 year-old former whaling captain's home in the heart of historic Edgartown on Martha's Vineyard (not Nantucket). From here, every amenity - shops, beaches, harbor, restaurants, and night life - is accessible by foot or bicycle. No car needed. ***IMPORTANT***the price listed is for the main double guest room that has one queen-sized bed. There is an additional charge for the second, single room ($75). To book two separate beds you must specify 3 people in your party.

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Other great holiday rentals in Chappaquiddick Island

SUPERHOST
  1. Entire cottage
  2. Edgartown
Chappy Cottage: 10-min walk to beach/bike to ferry
  1. Entire cabin
  2. Edgartown
Little Chappy House "unplugged" and off-the-grid
  1. Entire cottage
  2. Edgartown
Private Katama cottage - Great location!
SUPERHOST
  1. Entire guest house
  2. Edgartown
La Casita
SUPERHOST
  1. Entire home
  2. Edgartown
Walk to Town/Golf Club - Renovated Edgartown Home
  1. Entire loft
  2. Edgartown
Sweet Triangle loft, close to beach, free parking
SUPERHOST
  1. Entire rental unit
  2. Edgartown
The Osprey - Short walk to Edgartown & beach
SUPERHOST
  1. Entire cottage
  2. Edgartown
Designer Cottage in Edgartown/Katama
  1. Private room
  2. Edgartown
Edgartown Village, private bedroom
SUPERHOST
  1. Entire home
  2. Edgartown
Edgartown summer house, no car needed!!
SUPERHOST
  1. Entire rental unit
  2. Edgartown
The Pinkletink - Short walk to Edgartown & beach
  1. Entire rental unit
  2. Edgartown
Newly Renovated Apartment on Bike Path