
Holiday houses in Chappaquiddick
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Top-rated holiday rentals in Chappaquiddick
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Other great holiday rentals in Chappaquiddick
Top Guest favourite

Guest suite in Edgartown
5 out of 5 average rating, 40 reviewsCheerful, Romantic Retreat for Two
HaileyRating, 5 stars9 months ago
Julie’s place was amazing! It was very clean, had anything you could possibly need, was in a quiet neighbourhood and had a very comfy bed. It was also more spacious than we expected it to be. Truly the best air bnb we have stayed in! We would definitely go back
Top Guest favourite

Home in Edgartown
4.99 out of 5 average rating, 69 reviewsPiece of Katama Heaven near South Beach,Edgartown
RebeccaRating, 5 stars1 month ago
Beautiful, large home! It was perfect for a family get-together. Very nice location and well-stocked with everything we needed. We really enjoyed having use of the bicycles in the shed and rode the bike trail near the house. The kids loved playing ping pong and foosball in the wonderful basement. The basement/game room, in particular, was a great place for my brother's toddler, who made good use of the huge variety of toys down there. We had a great time in this lovely house, thank you!
Top Guest favourite

Cottage in Tisbury
4.98 out of 5 average rating, 46 reviewsOne Bedroom Cottage in Vineyard Haven
AdamRating, 5 stars2 weeks ago
We loved staying at Jessica and Mike’s perfect cottage. The home is absolutely delightful, beautifully decorated, and the surroundings quiet and serene. We rented bikes, got an Uber from the rental place to drop our bags and them straight back to get the bikes. It’s an easy ten minute bike ride from the cottage to all the action in Vineyard Haven (and only five to the Museum and Cat Boat Coffee on the water.) Just totally awesome.
Top Guest favourite

Home in Edgartown
5 out of 5 average rating, 13 reviewsKatama Hideaway
KatieRating, 5 stars6 months ago
Staying at Rebecca’s Hideaway was a wonderful experience! I stayed with the family during the Thanksgiving holiday during the offseason and the location was absolutely beautiful. The hosts went above and beyond to make us feel comfortable and even left us treats at the house! The location of the house was private, but a close enough drive into downtown Edgartown to get drinks and dinner or do some shopping. There are many options to relax outdoors and it’s a close walk to get to South Beach to enjoy nature. I would definitely recommend staying here and would rebook in a heart beat!
Top Guest favourite

Home in Dennis
5 out of 5 average rating, 63 reviewsBeachfront· Sauna· Screened Patio· 2Kings· DogsYes
KendallRating, 5 stars3 days ago
I loved my stay at Arianna and Tara’s place. Everything was so thoughtful and mindful including the soothing music that was playing upon arrival. A and T’s Airbnb was an example of how great an Airbnb can be. Five stars!!
Guest favourite

Home in Edgartown
4.82 out of 5 average rating, 68 reviewsSpacious, Old Vineyard charm with Private Beach
NathalieRating, 5 stars2 weeks ago
Liza’s place is magical. The house is so much more than a beach house. It has a soul! Thank you Liza for being such an exquisite host.
Guest favourite

Townhouse in Edgartown
5 out of 5 average rating, 7 reviewsBright townhome with private ponds, pickleball
JamieRating, 5 stars10 months ago
Whitney & Emma were extremely responsive and kind hosts. They accommodated requests and ensured we had a smooth stay. The townhome is very cute, decorated perfectly to give you a MV feel, with cooling on the second floor and beautiful cross breeze from the outdoor patio. They provide all the little necessities for cooking and cleaning during your stay. Thanks so much for the hospitality and we look forward to staying again.
Top Guest favourite

Cottage in Edgartown
5 out of 5 average rating, 28 reviewsEdgartown Designer Cottage between Town & Beach
HollyRating, 5 stars2 weeks ago
Can’t say enough good things about this property and our very thoughtful host! House is well appointed with a quintessential island vibe. Location is perfect for a hop in to Edgartown in minutes or a cozy, quiet evening in. My only criticism is that we had to leave. Our first visit to the Vineyard and we’re hooked. So grateful this spot was the star in what will be our favorite summer memories this season!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Fort Adams State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Island Park Beach
- Kalmus Park Beach
- White Horse Beach