Photo by Jason Kennedy

Chappaquiddick Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Chappaquiddick Island holiday rentals

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (343)
"The place was excellent"
United States
Delia
The Club at New Seabury

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (196)
"the room was clean and had everything you could need!"
United States
Katherine
The price is AU$200
includes taxes & fees
8 Jan - 9 Jan
InnSeason Resorts Captain's Quarters

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Falmouth
8.2 out of 10, Very good, (24)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is AU$303
includes taxes & fees
15 Jan - 16 Jan
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

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)
"Great location and overall experience. "
United States
Michael S.
The price is AU$1,237
includes taxes & fees
16 Jan - 17 Jan
Love Sand, Madaket on the Beach, Lovely Seaside Home

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (8)
"Beds were very comfortable. House had great beach chairs. Owner was easy to reach and gave us information about area. "
United States
Linda Q.
The price is AU$796
includes taxes & fees
16 Jan - 17 Jan
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
New Seabury
10.0 out of 10, Exceptional, (79)
"We were extremely happy with our stay. The condo was beautiful, had everything we needed. Looking forward to coming back again next year for a longer stay"
United States
Beth H.
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

Falmouth Oasis

Falmouth Oasis
2.0 star property
Falmouth
The price is AU$657
includes taxes & fees
4 Jan - 5 Jan
Falmouth Oasis

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, (211)
"Nicely furnished and very comfortable. Very private, yet convenient location. "
United States
John H.
The price is AU$737
includes taxes & fees
15 Jan - 16 Jan
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (4)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
The price is AU$1,008
includes taxes & fees
4 Jan - 5 Jan
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is AU$864
includes taxes & fees
12 Jan - 13 Jan
The Seashell Cove - Martha's Vineyard

Remodeled historical Gosnold Cottage.300 yards to the beach.

Remodeled historical Gosnold Cottage.300 yards to the beach.
HYANNIS
10.0 out of 10, Exceptional, (8)
"Place was beautiful and immaculate. We really enjoyed our stay. "
United States
Cathy G.
The price is AU$1,131
includes taxes & fees
2 Feb - 3 Feb
Remodeled historical Gosnold Cottage.300 yards to the beach.

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
United States
Hunter W.
The price is AU$933
includes taxes & fees
8 Jan - 9 Jan
Hyannis Hideaway in Cape Cod

Newly Renovated Martha's Vineyard Vacation Rental!

Newly Renovated Martha's Vineyard Vacation Rental!
Katama
9.6 out of 10, Exceptional, (47)
"We really enjoyed our stay. The house was conveniently located near Edgartown and South Beach in a quiet neighborhood. The house had everything we needed and more and was in great shape. Would definitely stay here again. "
United States
Patrick S.
The price is AU$1,111
includes taxes & fees
4 Jan - 5 Jan
Newly Renovated Martha's Vineyard Vacation Rental!

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)
"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$1,667
includes taxes & fees
4 Jan - 5 Jan
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is AU$863
includes taxes & fees
4 Jan - 5 Jan
Sal's Place

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)
"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$1,350
includes taxes & fees
17 Jan - 18 Jan
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Cape Cod Hyannis Rendezvous'

Cape Cod Hyannis Rendezvous'
Barnstable
9.8 out of 10, Exceptional, (6)
"This house was very clean and great for our Girls Trip. Host was very accommodating. Responded to all questions and concerns immediately. "
United States
Cathy S.
The price is AU$991
includes taxes & fees
5 Jan - 6 Jan
Cape Cod Hyannis Rendezvous'

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
9.0 out of 10, Wonderful, (4)
"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$1,711
includes taxes & fees
4 Jan - 5 Jan
Spacious Lake House for Large Groups w Private Acre+ short path to Lake

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)
"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$1,831
includes taxes & fees
14 Jan - 15 Jan
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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)
"House is beautiful and well equipped, and located in a lovely quiet neighborhood. Host was quickly responsive to all of our inquiries. Overall a great spot for a family vacation. "
United States
Sheila B.
The price is AU$1,468
includes taxes & fees
4 Jan - 5 Jan
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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.
Save an average of 15% on thousands of hotels when you're signed in

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$200 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.