Chappaquiddick Island Holiday Rentals

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Our top choices for Chappaquiddick Island holiday rentals

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Edgartown
9.8 out of 10, Exceptional, (16 reviews)
"Overall great experience"
United States
Scott P.
The price is AU$1,492
includes taxes & fees
6 Apr - 7 Apr
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

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, (3 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is AU$623
includes taxes & fees
6 Apr - 7 Apr
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (88 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is AU$721
includes taxes & fees
12 Apr - 13 Apr
Nantucket - edge of town

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
The price is AU$777
includes taxes & fees
6 Apr - 7 Apr
Newly Renovated Hyannis Home w/ Fire Pit & Yard

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Falmouth
8.2 out of 10, Very good, (24 reviews)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is AU$369
includes taxes & fees
6 Apr - 7 Apr
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is AU$732
includes taxes & fees
26 Apr - 27 Apr
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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 AU$890
includes taxes & fees
6 Apr - 7 Apr
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is AU$707
includes taxes & fees
6 Apr - 7 Apr
Falmouth Oasis

Love Sand, Madaket on the Beach, Lovely Seaside Home

Love Sand, Madaket on the Beach, Lovely Seaside Home
Nantucket
9.8 out of 10, Exceptional, (56 reviews)
"Great location and overall experience. "
United States
Michael S.
The price is AU$1,700
includes taxes & fees
4 May - 5 May
Love Sand, Madaket on the Beach, Lovely Seaside Home

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is AU$612
includes taxes & fees
6 Apr - 7 Apr
Entire Hyannis Home - Near Downtown & Beaches

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (214 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is AU$796
includes taxes & fees
6 Apr - 7 Apr
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Trendy Great Pond Escape! HotTub Open! Sleeps 9!

Trendy Great Pond Escape! HotTub Open! Sleeps 9!
Falmouth
10.0 out of 10, Exceptional, (13 reviews)
"Very happy with our stay and definitely would rebook again in the future. "
United States
Reed W.
The price is AU$1,144
includes taxes & fees
6 Apr - 7 Apr
Trendy Great Pond Escape! HotTub Open! Sleeps 9!

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is AU$636
includes taxes & fees
6 May - 7 May
Charming 3 bed room with magnificent views & large deck

Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (21 reviews)
"We loved this property and would love to return!"
United States
Clifford L.
The price is AU$665
includes taxes & fees
30 Apr - 1 May
Cozy efficiency apartment/heated pool

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

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (91 reviews)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
The price is AU$701
includes taxes & fees
6 Apr - 7 Apr
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
The price is AU$334
includes taxes & fees
21 Apr - 22 Apr
Charming studio in tranquil Falmouth with AC

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"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.
The price is AU$1,703
includes taxes & fees
6 Apr - 7 Apr
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Oak Bluffs
10.0 out of 10, Exceptional, (46 reviews)
"Great accommodations and a perfect location for the beach, shopping and great food."
United States
Hugh M.
The price is AU$559
includes taxes & fees
12 Apr - 13 Apr
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is AU$1,397
includes taxes & fees
6 Apr - 7 Apr
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
10.0 out of 10, Exceptional, (1 review)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
The price is AU$330
includes taxes & fees
3 May - 4 May
Secluded-Entire 2nd floor Suite with Private Bath
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

Find out more about Chappaquiddick Island

Everything you need to know about Chappaquiddick Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chappaquiddick Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chappaquiddick Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chappaquiddick Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chappaquiddick Island holiday rentals we have selected for you start as low as AU$796 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chappaquiddick Island rentals

At Expedia, we put the best Chappaquiddick Island holiday 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 holiday.

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.