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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Chappaquiddick Island cottages

Outdoor dining

Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (17 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
Exterior

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"The view was breathe taking and the space was small yet comforting. The little label reminders were very helpful. The suggestion for things to were great. Wish week had more time to try the different places. Was an overall amazing stay would stay again."
United States
Theresa M.
The price is SAR 769
SAR 1,722 total
includes taxes & fees
4 Jun - 5 Jun
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Interior

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is SAR 537
SAR 1,363 total
includes taxes & fees
7 Jun - 8 Jun
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is SAR 1,126
SAR 2,315 total
includes taxes & fees
7 Jun - 8 Jun
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Exterior

Walk to Beach & Harbor / Fire Pit & Outdoor Shower

Walk to Beach & Harbor / Fire Pit & Outdoor Shower
Barnstable
The price is SAR 937
SAR 2,434 total
includes taxes & fees
16 Jun - 17 Jun
Walk to Beach & Harbor / Fire Pit & Outdoor Shower
Exterior

Edgartown Designer Cottage between Town & Beach.

Edgartown Designer Cottage between Town & Beach.
Katama
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful week in MV! The cottage had everything we needed and was a great location to bike into town or to the beach. Would love to come back and stay again!"
United States
Lauren B.
The price is SAR 1,633
SAR 2,947 total
includes taxes & fees
2 Jun - 3 Jun
Edgartown Designer Cottage between Town & Beach.
Exterior

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Eel Point
9.8 out of 10, Exceptional, (29 reviews)
"We loved the cottage itself and location. It was outside of Nantucket but it was super easy to get to with the shuttle and the perk of being outside of town is that it was very peaceful. Lots to do on the island itself and surrounding areas. We would stay again. "
United States
Nicole M.
The price is SAR 2,608
SAR 5,626 total
includes taxes & fees
21 Jun - 22 Jun
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Exterior

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (58 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is SAR 1,985
SAR 2,536 total
includes taxes & fees
14 Jun - 15 Jun
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Exterior

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
8.8 out of 10, Excellent, (19 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is SAR 480
SAR 1,305 total
includes taxes & fees
31 May - 1 Jun
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Property grounds

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Tisbury
10.0 out of 10, Exceptional, (34 reviews)
"Great location and lovely cottage! Host was very helpful!"
United States
Meghan M.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
House (3 Bedrooms) | Interior

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is SAR 826
SAR 2,377 total
includes taxes & fees
7 Jun - 8 Jun
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

Inn on the Square

Inn on the Square

8/10 Good
"We arrived at 5:30 pm and our room was still not ready. We were told that they were under new management as of the day we checked in. They were also not able to provide us with a key upon check-in so when we returned from dinner we had to walk all around the building to the front entrance to get into our room (without a key the other entrances were not accessible). We feel that we should not be charged the additional "facilities fee" for the inconveniences."
Jill 1-night trip
Posted 1 hour ago
Inn on the Square

Frequently asked questions

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