An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Chappaquiddick Island cottages

Outdoor dining

1. Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (18 reviews)
"What a gorgeous location, my family and I had a wonderful time on Chappy, will definitely be back!"
United States
Clinton G.
Chappy cottage with private beach
Terrace/patio

2. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (51 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
The price is ￥155,202
￥229,383 total
includes taxes & fees
Jul 31 - Aug 1
WATERFRONT Downtown Cottage w/ Beach
Exterior

3. Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"Nice, quaint cottage. Perfect for a couple's getaway! Location was convenient for walking to shops and restaurants."
United States
Randy T.
The price is ￥49,011
￥83,395 total
includes taxes & fees
Aug 23 - Aug 24
Small One Bedroom Private Cottage on Large Quiet Property.
Exterior

4. Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is ￥65,348
￥125,463 total
includes taxes & fees
Aug 17 - Aug 18
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
House (3 Bedrooms) | Interior

5. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is ￥42,640
￥105,985 total
includes taxes & fees
Aug 26 - Aug 27
Bike to Beach: Centerville Home w/ Deck!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chappaquiddick Island Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The room was clean. The staff was professional."
Jon 3-night trip
Posted 1 hour ago
Hyannis Travel Inn

Find out more about Chappaquiddick Island

Chappaquiddick Island Cottages information

Number of reviews
19
Accommodation
110 Cottages
Lowest Price
￥83,395
Highest Price
￥229,383

Frequently asked questions

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