Chappaquiddick Island Vacation Rentals

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Vacation Rentals in Chappaquiddick Island

Property grounds
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
10.0 out of 10, Exceptional, (36)
"This house had everything you could need for a fun and relaxing stay on Chappy. The hosts were very responsive to any questions and the house was amazing. Great experience for our family and can’t thank the hosts enough for their attention to detail. "
United States
Chris N.
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Smart TV, fireplace, foosball, table tennis
Sleeps 12, amazing view, tennis court, basketball court, beaches
Sleeps 12, amazing view, tennis court, basketball court, beaches
9.6 out of 10, Exceptional, (40)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
United States
mark s.
Sleeps 12, amazing view, tennis court, basketball court, beaches
Private beach nearby, beach bar
The Club at New Seabury
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (336)
"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 "
United States
Jose O.
$168 nightly
The price is $192
Nov 2 - Nov 3
Total with taxes and fees
The Club at New Seabury
5 bedrooms, desk, iron/ironing board, travel crib
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (87)
"Great stay! "
United States
Michael M.
Coastal chic meets French Provençal in this newly renovated oceanfront home.
On the beach, white sand
InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (187)
"Great location and helpful staff"
United States
Susan
InnSeason Resorts Captain's Quarters
Indoor pool, outdoor pool, sun loungers
Sea Mist Resort
Sea Mist Resort
3.0 star property
8.6 out of 10, Excellent, (138)
"Just there for one night but very enjoyable stay."
United States
Shawna
$182 nightly
The price is $209
Nov 7 - Nov 8
Total with taxes and fees
Sea Mist Resort
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (228)
"Wonderful stay. Cottage is very clean and the location can’t be beat. Will be back. "
United States
Kristin S.
Steps to the Ocean! Perfect Location!!!
Outdoor dining
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
10.0 out of 10, Exceptional, (174)
"Great place to stay! Walking distance to town and lovely yard to relax in."
United States
Danielle J.
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Exterior
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.4 out of 10, (31)
"The weather was perfect and our crew made the best of our trip."
United States
Lisa S.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
On the beach, sun loungers, beach towels
Steps to the beach with an ocean view,
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (137)
"Great stay."
United States
Richard D.
Steps to the beach with an ocean view,
Outdoor dining
Newly Renovated Near Amazing Sunset Beach
Newly Renovated Near Amazing Sunset Beach
9.8 out of 10, Exceptional, (73)
"Great stay"
United States
Michael S.
Newly Renovated Near Amazing Sunset Beach
Beach
Cozy getaway in a central location w/ a full kitchen & furnished deck
Cozy getaway in a central location w/ a full kitchen & furnished deck
6.6 out of 10, (24)
"The furniture and amenities provided were good"
United States
Joseph T.
Cozy getaway in a central location w/ a full kitchen & furnished deck
Seasonal outdoor pool
Beachside Village Resort
Beachside Village Resort
3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
United States
Kristin
Beachside Village Resort
Interior
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
$1,085 nightly
The price is $1,212
Oct 25 - Oct 26
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Beach nearby, sun loungers
Gorgeous Cottage steps from the beach
Gorgeous Cottage steps from the beach
8.4 out of 10, Very Good, (24)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
United States
Lynn C.
Gorgeous Cottage steps from the beach
Exterior
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
10.0 out of 10, Exceptional, (112)
"The location and amenities were perfect. We are looking forward to returning next year."
United States
Trayce H.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Terrace/patio
Last minute deal - walk to the beach - 4 bedroom - super cute!
Last minute deal - walk to the beach - 4 bedroom - super cute!
9.6 out of 10, Exceptional, (88)
"We had a wonderful visit! The house was so nice and clean and the location was perfect! A short walk to the ocean. Would definitely stay again!"
United States
Melissa V.
Last minute deal - walk to the beach - 4 bedroom - super cute!
Exterior
Renovated Cottage off Main Street- Great Location
Renovated Cottage off Main Street- Great Location
10.0 out of 10, Exceptional, (163)
"Quaint cottage. Great location."
United States
Louise D.
Renovated Cottage off Main Street- Great Location
Outdoor pool
In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi
In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi
9.0 out of 10, Wonderful, (57)
"The house was very large with enough space for our entire family. Plenty of bedrooms and bathrooms. The kitchen and living room was spacious and comfortable. The pool was initially dirty, however the 2nd day the pool was cleaned and we enjoyed it for the rest of our stay. "
United States
Lynn M.
In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi
Interior
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.4 out of 10, Exceptional, (91)
"No towels, no soap, tv didn’t work until my husband fixed it. Door handles are loose and couch & bed are hard. I appreciated the host sending us detailed directions for access! "
United States
Lynn R.
$443 nightly
The price is $495
Oct 25 - Oct 26
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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

Summercamp

Summercamp

10/10 Excellent
"There is a unique charm to the building, inside and out. The Living Room instead of a Lobby, the dining area with coffee set up- a place to enjoy a coffee or take out meal with a beautiful ocean view. Our room was charming and clean. The office staff was helpful with directions, bus schedules, suggesting restaurants, offering to help us w/ luggage up and down stairs, setting up taxis for us and more. We loved our stay. "
Patricia 5-night trip
Posted 4 days ago
Summercamp

Find out more about Chappaquiddick Island

Everything you need to know about Chappaquiddick Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chappaquiddick Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chappaquiddick Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chappaquiddick Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chappaquiddick Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chappaquiddick Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $192 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chappaquiddick Island rentals

At Expedia, we put the best Chappaquiddick Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chappaquiddick Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chappaquiddick Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chappaquiddick Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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