An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

Chappaquiddick Island Vacation Rentals

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Our top choices for Chappaquiddick Island vacation rentals

Chappy - Family Beach House

Chappy - Family Beach House
Edgartown
10.0 out of 10, Exceptional, (15 reviews)
"Sun-filled, comfortable, and perfectly located!"
United States
Carmin R.
$1,214 nightly
The price is $1,356
Jul 26 - Jul 27
Total with taxes and fees
Chappy - Family Beach House

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
$318 nightly
The price is $364
Jun 28 - Jun 29
Total with taxes and fees
1 Mi to Ferry: 'sea Street Cottage' in 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, (92 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.
$543 nightly
The price is $621
Jul 12 - Jul 13
Total with taxes and fees
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Nantucket - edge of town

Nantucket - edge of town
West of Town
9.8 out of 10, Exceptional, (91 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
$799 nightly
The price is $892
Jun 28 - Jun 29
Total with taxes and fees
Nantucket - edge of town

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (362 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
$561 nightly
The price is $642
Jun 29 - Jun 30
Total with taxes and fees
The Club at New Seabury

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (83 reviews)
"Great place, great location."
United States
James H.
$378 nightly
The price is $433
Jul 26 - Jul 27
Total with taxes and fees
New Seabury Cape Condo + Pool & Beach Escape

Serene Haven w/ No Shared Spaces | Cape Cod

Serene Haven w/ No Shared Spaces | Cape Cod
Marston Mills
10.0 out of 10, Exceptional, (16 reviews)
"Marston Hills is a great location for getting to many great areas of Cape Cod. The house was very clean and nicely furnished. "
United States
Dana S.
$332 nightly
The price is $379
Jun 29 - Jun 30
Total with taxes and fees
Serene Haven w/ No Shared Spaces | Cape Cod

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"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.
$479 nightly
The price is $548
Jun 28 - Jun 29
Total with taxes and fees
Entire Hyannis Home - Near Downtown & Beaches

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.
$626 nightly
The price is $699
Jun 30 - Jul 1
Total with taxes and fees
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
$219 nightly
The price is $251
Jul 26 - Jul 27
Total with taxes and fees
Charming studio in tranquil Falmouth with AC

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, (28 reviews)
"Very nice location in North Falmouth where things feel timeless. The only disadvantage was there is no living/sitting room. You can sit in the kitchen or be in the bedrooms. Host was attentive and available."
United States
Michelle
$327 nightly
The price is $374
Jun 29 - Jun 30
Total with taxes and fees
Near Old Silver Beach Falmouth-Two bedroom, private bathroom and kitchenette

Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
$193 nightly
The price is $221
Jul 7 - Jul 8
Total with taxes and fees
Secluded-Entire 2nd floor Suite with Private Bath

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.4 out of 10, Exceptional, (13 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
$847 nightly
The price is $969
Jul 7 - Jul 8
Total with taxes and fees
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Cape Cod Getaway - close to beaches, shopping and more

Cape Cod Getaway - close to beaches, shopping and more
Mashpee
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay! Nice property."
United States
Marcie F.
$803 nightly
The price is $919
Jul 19 - Jul 20
Total with taxes and fees
Cape Cod Getaway - close to beaches, shopping and more

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
West Tisbury
$838 nightly
The price is $936
Jul 11 - Jul 12
Total with taxes and fees
serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

Walk to the Beach!!!

Walk to the Beach!!!
Centerville
8.6 out of 10, Excellent, (33 reviews)
"We had a very nice stay due to the fact that the location was close to family living in the Cape and walking distance to the beach. "
United States
Beverly H.
$634 nightly
The price is $726
Jul 17 - Jul 18
Total with taxes and fees
Walk to the Beach!!!

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (5 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.
$457 nightly
The price is $523
Jul 1 - Jul 2
Total with taxes and fees
Charming 3 bed room with magnificent views & large deck

Book your stay for Summer 2026 in this charming 2-bedroom house in Edgartown!

Book your stay for Summer 2026 in this charming 2-bedroom house in Edgartown!
Katama
$1,107 nightly
The price is $1,237
Jul 14 - Jul 15
Total with taxes and fees
Book your stay for Summer 2026 in this charming 2-bedroom house in Edgartown!

Elisa's Cottage - Your Family Vacation Destination

Elisa's Cottage - Your Family Vacation Destination
Woods Hole
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
United States
Stefanie G.
$823 nightly
The price is $942
Jun 29 - Jun 30
Total with taxes and fees
Elisa's Cottage - Your Family Vacation Destination

LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
$746 nightly
The price is $853
Jun 29 - Jun 30
Total with taxes and fees
LUX on Main | Downtown | Parking | Sleeps 6, #203
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 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.

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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 $374 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

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