Chappaquiddick Island Pet-friendly Vacations
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Top Pet-friendly vacation packages in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Wequassett Resort and Golf Club
Price was $3,524, price is now $2,828 per person
$2,828
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)
9.4/10 Exceptional! (245 reviews)
The staff is amazing, they are kind and always looking for ways to help and make you feel welcome.
Reviewed on Jan 1, 2026
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View all trips5* Pet-friendly vacations in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Wequassett Resort and Golf Club
Price was $3,524, price is now $2,828 per person
$2,828
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)
9.4/10 Exceptional! (245 reviews)
The staff is amazing, they are kind and always looking for ways to help and make you feel welcome.
Reviewed on Jan 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Chappaquiddick Island
View all trips3 Night Pet-friendly vacations in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Wequassett Resort and Golf Club
Price was $2,167, price is now $1,736 per person
$1,736
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hyannis (HYA)
9.4/10 Exceptional! (245 reviews)
The staff is amazing, they are kind and always looking for ways to help and make you feel welcome.
Reviewed on Jan 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Chappaquiddick Island
View all trips4 Night Pet-friendly vacations in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Chapter House
Save 100% on your flight
Price was $769, price is now $577 per person
$577
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Hyannis (HYA)
9.2/10 Wonderful! (162 reviews)
This property was clean and well maintained. There was ample parking and the staff was very friendly.
Reviewed on Sep 26, 2025
The Franklin Hotel Martha's Vineyard
Price was $2,557, price is now $1,832 per person
$1,832
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
9.2/10 Wonderful! (180 reviews)
Beautiful house! The rooms were very clean and the location was great. There is no staff on site but it was relatively easy to contact people. The walls are very thin and you will hear every single thing happening around you. I love pet friendly places but there was a dog left in the room that cried for hours and when I tried contacting management about it no one ever replied. Parking is easy and overall it was a good experience.
Reviewed on Mar 30, 2026
The Richard, The Edgartown Collection
Save 100% on your flight
Price was $1,508, price is now $1,099 per person
$1,099
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Vineyard Haven (MVY)
9.6/10 Exceptional! (175 reviews)
Breakfast was fantastic. Staff was terrific. Due to allergies fortunately not pet friendly.
Reviewed on Oct 11, 2025
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View all tripsTop Pet-friendly Chappaquiddick Island Hotels
Sleeps 12, amazing view, tennis court, basketball court, beaches
Edgartown MA
Book a stay at this family-friendly vacation home in Edgartown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mytoi Garden and Edgartown ...
9.6/10 Exceptional! (40 reviews)
Awesome family friendly home
Great family friendly home with lots of living space and activities such as tennis, pickle ball, ping pong, and games all on the property. My family of 10, inclusive of 4 grandchildren had an awesome time.
Reviewed on Aug 12, 2025
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Edgartown MA
Stay at this vacation home in Edgartown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mytoi Garden and Chappaquidick Dike Bridge are ...
10/10 Exceptional! (36 reviews)
This home is incredibly comfortable and cozy.Very private location nestled within the trees creating a very quiet and serene atmosphere.The owner has gone through great lengths and effort to ensure his guests get great value for money.I will definitely be back.I highly recommend this home.
Reviewed on Oct 2, 2025
Pristine Chappy! Early July Late August 2026 Prime Weeks Available !
Chappaquiddick Island, Edgartown MA
Stay at this vacation home in Edgartown. Enjoy a garden, laundry facilities, and patios. Popular attractions Mytoi Garden and Edgartown Lighthouse are located ...
10/10 Exceptional! (24 reviews)
Great stay. E loved Chappy and the house. Biggest problem was getting reservations with Steamship Authority.
Reviewed on Aug 23, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
