Search Vacation Homes in Chappaquiddick Island

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 922 Vacation Homes in Chappaquiddick Island with updated reviews, rates, and availability.

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Terrace/patio

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (143)
"The house was just as described. Beautiful, comfortable and it had everything we could possibly need. Peaceful, quiet, and a very convenient location."
The price is AED 1,377
AED 2,696 total
includes taxes & fees
2 May - 3 May
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Cape Cod cottage
Exterior

Cape Cod cottage

9.6 out of 10, Exceptional, (100)
"House was very clean. Nicely decorated. Peaceful. Has everything you may need. Check in and check out was smooth. I even walked in to a nice little surprise. Highly recommend."
Cape Cod cottage
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (78)
"Great stay! "
The price is AED 2,568
AED 5,234 total
includes taxes & fees
18 May - 19 May
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Nantucket - edge of town
Exterior

Nantucket - edge of town

9.8 out of 10, Exceptional, (75)
"The house was adorable - we loved it. "
The price is AED 577
AED 1,674 total
includes taxes & fees
30 Apr - 1 May
Nantucket - edge of town
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"Private with beach access minutes away."
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Fridge, microwave, oven, stovetop

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (49)
"This was a lovely home in a very nice location"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Terrace/patio

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (28)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Gorgeous Spacious Victorian Cape Code Beach View Retreat
Exterior

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Charming coastal home with large yard, firepit, & grill - pool and beach access
Fridge, microwave, oven, stovetop

Charming coastal home with large yard, firepit, & grill - pool and beach access

9.6 out of 10, Exceptional, (15)
"Our family was so impressed with this house! Every single element was thought of- the location was perfect and it was such a lovely stay. We hope to be back!"
Charming coastal home with large yard, firepit, & grill - pool and beach access
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Property grounds

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

10.0 out of 10, Exceptional, (168)
"Great house and location for stay during winter hockey tournament "
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
Terrace/patio

Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC

9.8 out of 10, Exceptional, (7)
"The villa is well maintained and very clean. My stay was perfectly uneventful as I hoped it would be. Comfy accommodations, and conveniently located near to Mashpee Commons. The beach is a two minute walk, the property is lovely. "
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
3 Mi to Beaches & Golfing: Family Gem in Cotuit
Exterior

3 Mi to Beaches & Golfing: Family Gem in Cotuit

3 Mi to Beaches & Golfing: Family Gem in Cotuit
Large New Seabury Home with Heated Pool and Hot Tub
Interior

Large New Seabury Home with Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (40)
"Love the location and house is great! Lots of room to relax with the family"
Large New Seabury Home with Heated Pool and Hot Tub
Harbor Landing Resort
Exterior

Harbor Landing Resort

10.0 out of 10, Exceptional, (1)
"The kitchen facilities and out door grills made the vacation affordable. Not fancy, but very clean rooms. Would stay again for sure. Li"
Harbor Landing Resort
Our House in West Falmouth | House in Falmouth with private beach access
Terrace/patio

Our House in West Falmouth | House in Falmouth with private beach access

9.4 out of 10, Exceptional, (9)
"The house was clean, well-furnished and felt very much like home. It is located on a quiet, picturesque street just a short walk to a small private beach This property is a perfect choice for a famiky vacation."
Our House in West Falmouth | House in Falmouth with private beach access
Secluded 4-BR House in the Center of Cape Cod
Living area

Secluded 4-BR House in the Center of Cape Cod

9.4 out of 10, Exceptional, (6)
"Had a lovely weekend staying in Mashpee. House was perfectly clean, beds very comfortable and showers had great water pressure! Super place to stay, quiet neighborhood and had excellent communication with host. Will for sure stay again. "
Secluded 4-BR House in the Center of Cape Cod
Beautiful Osterville Home central to everything!
Property grounds

Beautiful Osterville Home central to everything!

10.0 out of 10, Exceptional, (63)
"Third year in a row at this house, it’s exactly as advertised, great access to Main St and Dowses Beach! "
Beautiful Osterville Home central to everything!
Beautiful House in Hyannis Harbor! Perfect Location & Beach Pass!
Smart TV, foosball

Beautiful House in Hyannis Harbor! Perfect Location & Beach Pass!

10.0 out of 10, Exceptional, (12)
"Great location, had a great time. Close to main Street"
Beautiful House in Hyannis Harbor! Perfect Location & Beach Pass!
Edgartown Village Home w/ Pool. 4bdrm / 3.5bth
Fridge, microwave, oven, stovetop

Edgartown Village Home w/ Pool. 4bdrm / 3.5bth

10.0 out of 10, Exceptional, (2)
"Great, clean and up to date house close to town! Pool was great. Bedrooms were large with each room having a bathroom which made staying with a large group, much easier."
Edgartown Village Home w/ Pool. 4bdrm / 3.5bth
Summer home with expansive deck & wonderful location for beachgoers
Fridge, microwave, stovetop, dishwasher

Summer home with expansive deck & wonderful location for beachgoers

6.6 out of 10, (17)
"The house was very cute, it was calming and peaceful and the view on the porch was just magnificent. I would definitely come back again!"
Summer home with expansive deck & wonderful location for beachgoers
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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Other property types in Chappaquiddick Island

Sleeps 12, amazing view, tennis court, basketball court, beaches
Exterior

Sleeps 12, amazing view, tennis court, basketball court, beaches

9.6 out of 10, Exceptional, (37)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
Sleeps 12, amazing view, tennis court, basketball court, beaches
InnSeason Resorts Captain's Quarters
Seasonal outdoor pool

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Perfect little cottage!"
The price is AED 741
AED 848 total
includes taxes & fees
29 Apr - 30 Apr
The Club at New Seabury
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.