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$1,454
includes taxes & fees
18 Feb - 19 Feb
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (350 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
The price is AU$265
includes taxes & fees
19 Feb - 20 Feb
The Club at New Seabury

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is AU$817
includes taxes & fees
19 Feb - 20 Feb
Sal's Place

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
New Seabury
10.0 out of 10, Exceptional, (8 reviews)
"Great place"
United States
Aaron Q.
The price is AU$1,574
includes taxes & fees
21 Feb - 22 Feb
Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach

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)
"Property needs a refresh."
United States
Paul B.
The price is AU$853
includes taxes & fees
1 Mar - 2 Mar
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Nantucket
10.0 out of 10, Exceptional, (1 review)
"Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!"
United States
Leslie B.
The price is AU$3,513
includes taxes & fees
18 Feb - 19 Feb
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

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$1,340
includes taxes & fees
19 Feb - 20 Feb
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
Nantucket Town
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay, beautiful house close to town"
United States
Golie S.
The price is AU$2,031
includes taxes & fees
26 Feb - 27 Feb
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is AU$1,487
includes taxes & fees
18 Feb - 19 Feb
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

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$1,660
includes taxes & fees
18 Feb - 19 Feb
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Sal's Place-Close to Tourism, Private Yard, Pool!

Sal's Place-Close to Tourism, Private Yard, Pool!
Barnstable
The price is AU$733
includes taxes & fees
21 Feb - 22 Feb
Sal's Place-Close to Tourism, Private Yard, Pool!

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$283
includes taxes & fees
10 Mar - 11 Mar
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

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, (88 reviews)
"The location of this property cannot be beat! Our second time staying here."
United States
Ashley S.
The price is AU$737
includes taxes & fees
1 Mar - 2 Mar
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Cape Cod Escape at Casa de Leo!

Cape Cod Escape at Casa de Leo!
Falmouth
The price is AU$2,206
includes taxes & fees
5 Mar - 6 Mar
Cape Cod Escape at Casa de Leo!

Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake
Barnstable
8.0 out of 10, Very good, (5 reviews)
"Had a great stay here - the hosts were flexible with our early check in and made the whole trip a smooth process! "
United States
Ally D.
The price is AU$1,559
includes taxes & fees
22 Feb - 23 Feb
Spacious Lake House for Large Groups w Private Acre+ short path to Lake

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is AU$1,221
includes taxes & fees
18 Feb - 19 Feb
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is AU$922
includes taxes & fees
12 Mar - 13 Mar
Oak Bluffs - Quiet neighborhood

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Barnstable
10.0 out of 10, Exceptional, (1 review)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
United States
Madilynn B.
The price is AU$1,517
includes taxes & fees
18 Feb - 19 Feb
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

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, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is AU$719
includes taxes & fees
1 Mar - 2 Mar
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is AU$682
includes taxes & fees
19 Feb - 20 Feb
Falmouth Oasis
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$210 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.