Chappaquiddick Island Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Wequassett Resort and Golf Club
Price was CA $8,725, price is now CA $8,350 per person
CA $8,350
per person
Aug 6 - Aug 10
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
9.4/10 Exceptional! (252 reviews)
Plan your meals. There were two weddings going on and they shut down the pool restaurant and beach restaurant to accommodate the weddings. Everything was shut down at 4 pm and the day was just beautiful. We were hoping for a more reasonable time and access to prime restaurants
Reviewed on Jun 15, 2026
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View all trips5* Pet-friendly holidays in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Wequassett Resort and Golf Club
Price was CA $8,725, price is now CA $8,350 per person
CA $8,350
per person
Aug 6 - Aug 10
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
9.4/10 Exceptional! (252 reviews)
Plan your meals. There were two weddings going on and they shut down the pool restaurant and beach restaurant to accommodate the weddings. Everything was shut down at 4 pm and the day was just beautiful. We were hoping for a more reasonable time and access to prime restaurants
Reviewed on Jun 15, 2026
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See all available trips from Columbus to Chappaquiddick Island
View all trips4 Night Pet-friendly holidays in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach
Price was CA $1,768, price is now CA $1,216 per person
CA $1,216
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (642 reviews)
Loved it Spencer is absolutely amazing. All the staff were. We will be back.
Reviewed on Jun 18, 2026
The Franklin Hotel Martha's Vineyard
Price was CA $2,629, price is now CA $1,992 per person
CA $1,992
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9.2/10 Wonderful! (193 reviews)
Was upstairs attic type bedroom But small and very clean. Excellent shower. Issue was when we went out the first night for a wedding and returned the dirt to the building was locked. Had received no indication how to open it. When I called they answered right away and was fine. Didn’t see anyone at reception the 3 days 2 nights i was there
Reviewed on Jun 7, 2026
Morgan Hotel
Price was CA $2,241, price is now CA $1,744 per person
CA $1,744
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.6/10 Excellent! (224 reviews)
I have stayed here four times and the rooms are always clean, comfortable and well maintained. The location is excellent and on street parking is available.
Reviewed on Jun 11, 2026
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See all available trips from Columbus to Chappaquiddick Island
View all tripsPet-friendly Hotels in Chappaquiddick Island
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
CHAPPAQUIDICK REDUCED JULY 11-18 SPECTAC WATERVIEW, W/BEACH KAYAK/BIKES FERRY TX
Edgartown MA
Book a stay at this beach vacation home in Edgartown. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Wasque Beach and Norton Point Beach ...
9.6/10 Exceptional! (41 reviews)
"Beautiful home on Chappy with everything we needed - and more - for a wonderfully relaxing, two-week vacation. Walk to the nearby beach, take the ferry into Edgartown for dinner or shopping, visit the beautiful Japanese garden on the island, and admire the incredible view and spectacular sunsets. ..."
Reviewed on Oct 24, 2025
Classic Chappy Beach House, big water views, near the water
Edgartown MA
Book a stay at this beach vacation home in Edgartown. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Wasque Beach and Norton Point Beach ...
10/10 Exceptional! (31 reviews)
"We had an absolutely wonderful stay at Jeff's place on Chappaquiddick! The location is the perfect blend of peace, natural beauty, and ultimate relaxation. The property was clean, comfortable, and had everything we needed for our vacation. We loved being able to walk down to the beach and playing ..."
Reviewed on Jun 1, 2026
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.
Things to do
Martha's Vineyard: Self-Guided Driving Audio Tour
CA $21
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $69
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
CA $69
per traveller
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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.
