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Chappaquiddick Island Vacation Rentals

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Our top choices for Chappaquiddick Island vacation rentals

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is CA $200
CA $508 total
includes taxes & fees
Jun 28 - Jun 29
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.
The price is CA $420
CA $860 total
includes taxes & fees
Jun 22 - Jun 23
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (26 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is CA $392
CA $769 total
includes taxes & fees
Jun 21 - Jun 22
Brand new! Lovely apartment-Vineyard Haven

Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
The price is CA $193
CA $297 total
includes taxes & fees
Jun 22 - Jun 23
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
8.4 out of 10, Very good, (26 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
The price is CA $250
CA $450 total
includes taxes & fees
Jun 19 - Jun 20
Near Old Silver Beach Falmouth-Two bedroom, private bathroom and kitchenette

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Falmouth
The price is CA $558
CA $1,188 total
includes taxes & fees
Jun 17 - Jun 18
4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach

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.
The price is CA $321
CA $528 total
includes taxes & fees
Jun 17 - Jun 18
Serene Haven w/ No Shared Spaces | Cape Cod

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, (10 reviews)
"A beautiful home conveniently located-very clean Nd comfortable for 6 long time friends."
United States
Linda W.
The price is CA $560
CA $1,188 total
includes taxes & fees
Jul 16 - Jul 17
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

HyannisPort Cottage. Short walk to 3 sandy Ocean Beaches! Short walk to town.

HyannisPort Cottage. Short walk to 3 sandy Ocean Beaches! Short walk to town.
Hyannis
9.8 out of 10, Exceptional, (32 reviews)
"Great place to spend a long weekend with comfy cottage and walk to the beach."
United States
David I.
The price is CA $504
CA $894 total
includes taxes & fees
Jun 30 - Jul 1
HyannisPort Cottage. Short walk to 3 sandy Ocean Beaches! Short walk to town.

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.
The price is CA $162
CA $293 total
includes taxes & fees
Jun 18 - Jun 19
Secluded-Entire 2nd floor Suite with Private Bath

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (14 reviews)
"Super neat and clean rental with plenty of space for our large group. We were only there one night but would definitely stay again if in the area!"
United States
Laura K.
The price is CA $502
CA $1,115 total
includes taxes & fees
Jun 21 - Jun 22
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

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.
The price is CA $553
CA $1,363 total
includes taxes & fees
Jul 8 - Jul 9
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

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 CA $441
CA $943 total
includes taxes & fees
Jul 9 - Jul 10
Entire Hyannis Home - Near Downtown & Beaches

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Eel Point
9.8 out of 10, Exceptional, (29 reviews)
"We loved the cottage itself and location. It was outside of Nantucket but it was super easy to get to with the shuttle and the perk of being outside of town is that it was very peaceful. Lots to do on the island itself and surrounding areas. We would stay again. "
United States
Nicole M.
The price is CA $972
CA $2,097 total
includes taxes & fees
Jun 22 - Jun 23
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.2 out of 10, Wonderful, (5 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 CA $567
CA $1,348 total
includes taxes & fees
Jun 18 - Jun 19
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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
The price is CA $658
CA $1,393 total
includes taxes & fees
Jul 11 - Jul 12
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.
The price is CA $490
CA $1,007 total
includes taxes & fees
Jul 17 - Jul 18
Walk to the Beach!!!

Classic Cape Escape in Charming Cotuit

Classic Cape Escape in Charming Cotuit
Contuit
8.8 out of 10, Excellent, (3 reviews)
"Loved the location and walking path across the way. Very comfortable and spacious home. Would definitely revisit again. "
United States
Michelle
The price is CA $462
CA $1,520 total
includes taxes & fees
Jun 30 - Jul 1
Classic Cape Escape in Charming Cotuit

Next to Cragville beach with warm sea water at a quiet and family friendly villa

Next to Cragville beach with warm sea water at a quiet and family friendly villa
Barnstable
9.4 out of 10, Exceptional, (14 reviews)
"Great stay! Close to the beach!"
United States
Heather L.
The price is CA $364
CA $1,107 total
includes taxes & fees
Jun 22 - Jun 23
Next to Cragville beach with warm sea water at a quiet and family friendly villa

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (58 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is CA $600
CA $762 total
includes taxes & fees
Jun 18 - Jun 19
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chappaquiddick Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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