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Featured Cottages in Chappaquiddick Island and around

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.2 out of 10, Wonderful, (7)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

5.6 out of 10, (23)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (68)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (4)
"This cottage is charming and inviting. The hosts have outdone themselves with their attention to detail. This place has everything you could want or need. We hope to return someday! "
Cozy family-friendly cottage on beautiful Shining Sea bike trail

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (15)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach

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

10.0 out of 10, Exceptional, (52)
"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (27)
"We had a great trip and look forward to staying there again. Location is the best part!"
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (155)
"The cabin was perfect. It was on more of a busy road than we anticipated, but everything else was wonderful. We enjoyed ourselves so much!!"
Renovated Cottage off Main Street- Great Location

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

10.0 out of 10, Exceptional, (25)
"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "
The price is €916
includes taxes & fees
19 Aug - 20 Aug
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Cozy Beach Cottage

10.0 out of 10, Exceptional, (48)
"The property was prepared, very thoughtful and had everything you could think of for a wonderful beach Island stay. The only downside was cable because I’m addicted to TV and I would’ve appreciated at least a smart TV that I could connect my own Netflix. "
Cozy Beach Cottage

Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

9.8 out of 10, Exceptional, (27)
"This is our 2nd time at this property and we loved it again. The location is great. The property was super clean and inviting. Everything we needed to enjoy our stay. Just excellent across the board."
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

Quintessential Martha's Vineyard cottage with yard/patio - walk to Inkwell Beach

9.6 out of 10, Exceptional, (4)
"The Pinkletink was a quaint home for a wonderful visit to Martha's Vinyard. It is in a quiet neighborhood and a nice walk from both the beach and the town of Oak Bluffs. Perfect location for a couple wanting to visit Martha's Vinyard and enjoy the island."
Quintessential Martha's Vineyard cottage with yard/patio - walk to Inkwell Beach

Family Cottage Big yard w\Fire Pit & Outside Shower Walk to beaches 1PVT Pets OK

9.6 out of 10, Exceptional, (4)
"Drew was there to meet us at check-in and explained all aspects of the property. The location is perfect, a short walk to the private beach and Seagull Beach. The home is quintessential Cape Cod and located in a quiet neighborhood. We definitely plan to return next Summer! "
Family Cottage Big yard w\Fire Pit & Outside Shower Walk to beaches 1PVT Pets OK

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (110)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

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

9.8 out of 10, Exceptional, (29)
"We had a lovely time. Charming cottage"
The price is €1,302
includes taxes & fees
10 Aug - 11 Aug
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (145)
"Absolutely loved this place. Had everything we needed. Such cute decor. Perfect cute little rental in convenient location. "
Make Lasting Memories In This Adorable Vineyard Cottage!

Craigsville beach cottage located .4 walking distance to the Beach!

9.6 out of 10, Exceptional, (15)
"bed rooms are cramped"
Craigsville beach cottage located .4 walking distance to the Beach!

12 VINEYARD VIEW - FULLY RENOVATED

9.8 out of 10, Exceptional, (43)
"Definitely would stay again!"
12 VINEYARD VIEW - FULLY RENOVATED
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

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