Chappaquiddick Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in Chappaquiddick Island

Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Property grounds

Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach

10.0 out of 10, Exceptional, (35)
"We loved our stay here. It is a private and peaceful location. Christian was a great and responsive host. The house was exactly as listed and very comfortable and clean."
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC
Outdoor dining

Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC

9.0 out of 10, Wonderful, (4)
"Awesome house, very comfortable and a lot of fun. Thanks so much for the hospitality!!"
Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (334)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (181)
"Great location and helpful staff"
InnSeason Resorts Captain's Quarters
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (85)
"Great stay! "
The price is ￥43,726
￥133,538 total
includes taxes & fees
Oct 1 - Oct 2
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Sea Mist Resort
Indoor pool, outdoor pool, sun loungers

Sea Mist Resort

3.0 star property
8.6 out of 10, Excellent, (136)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is ￥27,529
￥31,507 total
includes taxes & fees
Oct 10 - Oct 11
Sea Mist Resort
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (130)
"The house is a perfect place to stay. Close to the beach and the town of Hyannis. An ideal location for discovering the Cape Cod area. We felt relaxed and comfortable when we were there."
Steps to the beach with an ocean view,
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Outdoor dining

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (169)
"Beautiful cottage , great location. Would love to stay again "
The price is ￥61,627
￥115,926 total
includes taxes & fees
Oct 12 - Oct 13
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (225)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (160)
"Super cute place and close to town! Really responsive host. We enjoyed our stay. "
Renovated Cottage off Main Street- Great Location
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Exterior

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.4 out of 10, (30)
"The weather was perfect and our crew made the best of our trip."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Smart TV

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

9.4 out of 10, Exceptional, (88)
"The location of this property cannot be beat! Our second time staying here."
The price is ￥46,809
￥82,495 total
includes taxes & fees
Oct 1 - Oct 2
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Exterior

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

10.0 out of 10, Exceptional, (110)
"Great outdoor spaces. Loved the kayaks, beach and fire pit. Our 2 year old grandson loved the outdoor shower. Our dog had a ball chasing squirrels in the fenced backyard. We would definitely stay again. Close to everything in Falmouth including Woodneck beach, our low tide favorite. "
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.4 out of 10, Exceptional, (91)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is ￥40,122
￥74,030 total
includes taxes & fees
Oct 1 - Oct 2
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Cozy Beach Cottage
Beach nearby, sun loungers, beach towels

Cozy Beach Cottage

10.0 out of 10, Exceptional, (53)
"This was the perfect property for our visit to Martha’s Vineyard. The owners were so responsive and gave us a seamless experience. I would definitely stay at the Cozy Cottage again! "
Cozy Beach Cottage
The Costal Corner - Martha's Vineyard
Microwave, oven, stovetop, dishwasher

The Costal Corner - Martha's Vineyard

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property was great for our golf trip. The 3 bedrooms were exceptional "
The Costal Corner - Martha's Vineyard
Beachside Village Resort
Seasonal outdoor pool

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound
Property grounds

By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

9.8 out of 10, Exceptional, (23)
"We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape."
By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (22)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
Gorgeous Cottage steps from the beach
Love Sand, Madaket on the Beach, Lovely Seaside Home
Exterior

Love Sand, Madaket on the Beach, Lovely Seaside Home

10.0 out of 10, Exceptional, (54)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is ￥44,100
￥145,409 total
includes taxes & fees
Oct 5 - Oct 6
Love Sand, Madaket on the Beach, Lovely Seaside Home
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 and the staff was excellent."
Lynne 1-night trip
Posted 3 days ago
Hyannis Travel Inn

Find out more about Chappaquiddick Island

Find out more about Chappaquiddick Island

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