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

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 SAR 4,318
SAR 6,228 total
includes taxes & fees
20 Aug - 21 Aug
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 SAR 1,126
SAR 1,917 total
includes taxes & fees
23 Aug - 24 Aug
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 SAR 1,502
SAR 2,896 total
includes taxes & fees
9 Aug - 10 Aug
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 SAR 980
SAR 2,435 total
includes taxes & fees
26 Aug - 27 Aug
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
"Clean, quiet hotel with a great staff and ample parking. Walkable to all Main Street shops and restaurants. We stay here several nights every year and recommend it highly."
David 3-night trip
Posted 1 hour ago
Hyannis Travel Inn

Frequently asked questions

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