Martha's Vineyard Kid friendly Vacations

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Flight and Kid friendly hotel deals in Martha's Vineyard

Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

CA $1,244
per person
Sep 15 - Sep 17
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!

Reviewed on Aug 11, 2026

Harbor View Hotel

Harbor View Hotel

CA $3,026
per person
Sep 24 - Sep 27
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had an amazing stay and we can not wait to be back.

Reviewed on Jul 31, 2026

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5* Kid friendly holidays in Martha's Vineyard

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

Harbor View Hotel

CA $3,026
per person
Sep 24 - Sep 27
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had an amazing stay and we can not wait to be back.

Reviewed on Jul 31, 2026

Don't see what you're looking for?
See all available trips from Columbus to Martha's Vineyard
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3 Night Kid friendly holidays in Martha's Vineyard

Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

CA $2,136
per person
Sep 24 - Sep 27
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!

Reviewed on Aug 11, 2026

Harbor View Hotel

Harbor View Hotel

CA $3,026
per person
Sep 24 - Sep 27
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had an amazing stay and we can not wait to be back.

Reviewed on Jul 31, 2026

Don't see what you're looking for?
See all available trips from Columbus to Martha's Vineyard
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4 Night Kid friendly holidays in Martha's Vineyard

Price found within the past 48 hours. Click for updated prices.
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

CA $1,419
per person
Sep 28 - Oct 2
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.4/10 Very good! (624 reviews)
Faraway Martha's Vineyard

Faraway Martha's Vineyard

CA $1,661
per person
Sep 28 - Oct 2
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!

Reviewed on Aug 11, 2026

Harbor View Hotel

Harbor View Hotel

CA $2,988
per person
Sep 28 - Oct 2
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had an amazing stay and we can not wait to be back.

Reviewed on Jul 31, 2026

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Plan the perfect family-friendly vacation in Martha's Vineyard with Expedia

What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Martha's Vineyard are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Martha's Vineyard.

Are there cheap family vacations to Martha's Vineyard?

Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Martha's Vineyard depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

Can I book an all-inclusive family vacation in Martha's Vineyard?

Yes, you'll find plenty of all-inclusive family vacation packages for Martha's Vineyard. To see what's available, just select the all-inclusive filter on your search.

How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Martha's Vineyard, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Martha's Vineyard or something a bit more relaxed.

Can I find luxury family vacations in Martha's Vineyard?

If you're looking for a luxury family vacation to Martha's Vineyard, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Martha's Vineyard.

Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Martha's Vineyard are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.

Kid friendly Hotels in Martha's Vineyard

Mansion House Inn And Spa

Mansion House Inn And Spa

9 Main Street Vineyard Haven MA
  • 7 min drive from Inkwell Beach
Book a stay at this spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a free ferry terminal shuttle. Our guests praise the helpful ...
Mansion House Inn And Spa
Edgartown Commons

Edgartown Commons

20 Peases Point Way N. Edgartown MA
  • 12 min drive from Inkwell Beach
Stay at this aparthotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located ...
Edgartown Commons
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA
  • 12 min drive from Inkwell Beach
Book a stay at this luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"We had an amazing stay and we can not wait to be back."

Reviewed on Jul 31, 2026

Harbor View Hotel
See all 1,156 properties in Martha's Vineyard
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-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $70
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $71
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Martha's Vineyard

More vacations you might like

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