Title: Pet-friendly Vacations in Chappaquiddick Island 2026 | Expedia.ca

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# 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.

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Margaritaville Resort Cape Cod

CA $990

per person

May 1 - May 4

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing to our 8 year old. The food I would say was just OK for the price. The margaritas made up for the food - yum! We will def go back.

Reviewed on Feb 25, 2026

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Harbor View Hotel

CA $1,204

per person

May 1 - May 4

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town.

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Harbor View Hotel

CA $1,204

per person

May 1 - May 4

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town.

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Margaritaville Resort Cape Cod

CA $990

per person

May 1 - May 4

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing to our 8 year old. The food I would say was just OK for the price. The margaritas made up for the food - yum! We will def go back.

Reviewed on Feb 25, 2026

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Harbor View Hotel

CA $1,204

per person

May 1 - May 4

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town.

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

![Chapter House](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/d1cecd38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chapter House

CA $871

per person

Apr 30 - May 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Margaritaville Resort Cape Cod

CA $1,121

per person

Apr 21 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Deer Lake (YDF) to Hyannis (HYA)

8.8/10 Excellent! (401 reviews)

The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing to our 8 year old. The food I would say was just OK for the price. The margaritas made up for the food - yum! We will def go back.

Reviewed on Feb 25, 2026

![Water Access 5-bed 2-bath Retreat](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540151/44ad2736_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Water Access 5-bed 2-bath Retreat

CA $3,530

per person

Apr 30 - May 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Hyannis (HYA)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Chappaquiddick Island

![Sleeps 12, amazing view, tennis court, basketball court, beaches](https://images.trvl-media.com/lodging/34000000/33490000/33486200/33486189/153534d5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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

 Edgartown MA

- 4 min drive from Chappaquidick Dike Bridge

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

[](https://expedia.ca/Edgartown-Hotels-Sleeps-12.h33486189.Hotel-Information)

![Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach](https://images.trvl-media.com/lodging/79000000/78570000/78562800/78562717/19897b2b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach

 Edgartown MA

- 20 min walk from Chappaquidick Dike Bridge

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

[](https://expedia.ca/Edgartown-Hotels-Chappaquiddick-Retreat-Outdoor-Shower.h78562717.Hotel-Information)

![Exquisite privacy and luxury just minutes from upscale Edgartown](https://images.trvl-media.com/lodging/114000000/113560000/113552600/113552527/e43e9427_edited_2541_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Exquisite privacy and luxury just minutes from upscale Edgartown

 Edgartown MA

- 5 min drive from Chappaquidick Dike Bridge

Stay at this vacation home in Edgartown. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Katama Point and Huckleberry Barrens ...

[](https://expedia.ca/Edgartown-Hotels-Exquisite-Privacy-And-Luxury-Just-Minutes-From-Upscale-Edgartown.h113552527.Hotel-Information)

[See all 3,344 properties in Chappaquiddick Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6287412)

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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## More Vacations Ideas

[Flights to Chappaquiddick Island

](https://expedia.ca/Cheap-Flights-To-Chappaquiddick-Island.d6287412.Travel-Guide-Flights)[

Chappaquiddick Island Hotels

](https://expedia.ca/Chappaquiddick-Island-Hotels.d6287412.Travel-Guide-Hotels)[

Chappaquiddick Island Vacation Rentals

](https://expedia.ca/Chappaquiddick-Island-Vacation-Rentals.d6287412.Travel-Guide-VacationRentals)[

Chappaquiddick Island Car Rentals

](https://expedia.ca/Car-Rentals-In-Chappaquiddick-Island.d6287412.Car-Rental-Guide)[

Chappaquiddick Island Vacations

](https://expedia.ca/Chappaquiddick-Island.d6287412.Destination-Travel-Guides)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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