Search Cottages in Chappaquiddick Island

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Compare 89 Cottages in Chappaquiddick Island with updated reviews, rates, and availability.

Cape Cod Holiday Estates, a VRI resort

3.0 star property
9.6 out of 10, Exceptional, (120)
"Nice & clean. The only complaint Would be that the pool closed at 6 PM because they were low on staff so by the time we got back from sightseeing, we weren’t able to get in the pool"
Cape Cod Holiday Estates, a VRI resort

Martha's Vineyard Getaway Cottage

10.0 out of 10, Exceptional, (2)
"Bright, open, clean & cozy. Will return and love the year round option."
Martha's Vineyard Getaway Cottage

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (195)
"Clean, comfortable, great natural light. Peaceful surroundings. Everything we needed. "
Steps to the Ocean! Perfect Location!!!

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (85)
"We absolutely LOVED staying here. Close enough to downtown to walk but far out enough to be very quiet and peaceful. The space itself is very open and spacious while still feeling cozy and comfortable. We will definitely be back!"
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

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

8.6 out of 10, Excellent, (79)
"Great location but the place was dirty. Need a better cleaning service. "
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (143)
"Visiting a niece working on the island for the summer. Planned the trip with this purpose to see family. It was wonderful and met all our expectations. 🥰❤️"
Renovated Cottage off Main Street- Great Location

Chappy cottage with private beach

10.0 out of 10, Exceptional, (14)
"This cottage was the perfect little getaway for our family to base our first visit on Chappy. We loved being able to walk to the beach and appreciated the cleanliness of the cottage as well as its charm. "
Chappy cottage with private beach

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (109)
"We came to visit Nantucket and Martha’s Vineyard and one of the best parts of our trip is this gem. It was the perfect size for 4 of us. Close to the beach and the seashell collecting was amazing. Lots of shops and restaurants close by. We had some questions and the owner was very responsive. We would stay here again!"
Steps to the beach with an ocean view,

Cape Cod Cottage steps from Private Beach

10.0 out of 10, Exceptional, (32)
"Property was great. Small but we were out a lot. Great location and ownner was very helpful and responsive"
Cape Cod Cottage steps from Private Beach

Exquisite Oceanfont Cottage at Madaket Beach!

10.0 out of 10, Exceptional, (12)
"Fantastic property well aportioned and great communication. Would highly recommend"
Exquisite Oceanfont Cottage at Madaket Beach!

Cozy Beach Cottage

10.0 out of 10, Exceptional, (41)
"We (a party of 3 lifelong friends!) loved this little tucked away cottage. Despite the bad weather cards we were dealt with, (a lot of rain and wind) we easily walked to the Campground and marvelled at the uniqueness of the gingerbread cottages and found some good rainy day hang-out's that I wasn't aware of (especially loved Behind The Bookstore & ventured out on a little bit on a rainy night to listen to live music at Nonan's) The check-in was super easy and we took advantage of the outdoor...
Cozy Beach Cottage

Waterfront Hyannis Port Gem: Walk to Beach

9.8 out of 10, Exceptional, (20)
"Place was clean and easy to access, lots of amenities and the owner was great to deal with. "
Waterfront Hyannis Port Gem: Walk to Beach

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (41)
"First time on the Vinyard. Home is wonderful and restful and appointed very nicely. Host was great to work with and everything about the place made us want to come back. Beautiful views and very relaxing. "
WATERFRONT Downtown Cottage w/ Beach

New Rental - 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (19)
"Everything was perfect. Super clean. Location was perfect. House had everything you need. The owner even made sure the weather was great. "
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.

Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!

9.6 out of 10, Exceptional, (74)
"Really a five star place. Well outfitted and surprising private even though you are close to town. Highly recommended."
Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!

Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!

9.6 out of 10, Exceptional, (68)
"Was exactly what I expected for our stay on the Island. I grew up on Cape Cod and looking forward to a cozy cottage on the island. The property mgr also lives on the property but I only saw her once when I communicated that the coffee maker broke and was promptly replaced with a new one. Short drive or pleasant walk to downtown Edgartown with its restaurants and shops. Love the outside shower. Was there in September so the beaches are everywhere. Great farms on the island so it's easy and fun...
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!

3min walk to Bayview Beach| 1 mile to Main St Hyannis

9.0 out of 10, Wonderful, (6)
"Location is wonderful. Very walkable!"
3min walk to Bayview Beach| 1 mile to Main St Hyannis

Waterfront Cape cottage with all the comforts of home.

10.0 out of 10, Exceptional, (25)
"."
Waterfront Cape cottage with all the comforts of home.

Sachem Corner Waterview Home and Guest Cottage

9.8 out of 10, Exceptional, (48)
"Our stay was wonderful and we really enjoyed the location of this house. The great beach was a short walk away and we were also a pleasant bicycle ride from town. We almost felt like locals as were out exploring! The bikes were in good shape and perfect for our family members. The host was great at communicating and we would love to come back and stay at this property another time."
Sachem Corner Waterview Home and Guest Cottage
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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Other property types in Chappaquiddick Island

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (304)
"Perfect little cottage!"
The price is AED 542
AED 620 total
includes taxes & fees
1 Dec - 2 Dec
The Club at New Seabury

Courtyard Resort

3.0 star property
8.4 out of 10, Very Good, (43)
"Great for short or extended stay. "
The price is AED 265
AED 303 total
includes taxes & fees
9 Dec - 10 Dec
Courtyard Resort

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (85)
"We absolutely LOVED staying here. Close enough to downtown to walk but far out enough to be very quiet and peaceful. The space itself is very open and spacious while still feeling cozy and comfortable. We will definitely be back!"
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
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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