391+ Marthas Vineyard Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Marthas Vineyard

Discover more than 391 holiday rentals in Marthas Vineyard. PickleTrip™ holiday homes has everything you need to find a place to stay near Marthas Vineyard, FL.

Whether you are looking for luxury villas in Marthas Vineyard, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Marthas Vineyard with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Marthas Vineyard for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Marthas Vineyard with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Marthas Vineyard Holiday Rentals

There are a lot of options in Marthas Vineyard. If you plan on staying in the Marthas Vineyard area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Marthas Vineyard:

There are many holiday rentals available in Marthas Vineyard; however, here are a few of the most popular holiday homes listed in Marthas Vineyard on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Marthas Vineyard to find one that works for you.
Yes, there are 391 self-catering family homes and holiday rentals in Marthas Vineyard.
There are more than 391 luxury holiday homes in or near Marthas Vineyard, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 391 pet friendly rentals that are available in Marthas Vineyard.