What are the top rated Pet Friendly Vacation Rentals in Massachusetts?

There are a lot of options in Massachusetts. If you plan on staying in the Massachusetts area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Massachusetts: <a href="/property/luxurious-harbor-view-eliza-cottage-next-to-white-elephant/HA-321752792" class="class="static-page-link"">Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!</a> <a href="/property/leslie-s-retreat-spacious-home-ideally-located-to-everything/HA-321374217" class="class="static-page-link"">Leslie&#39;s Retreat: Spacious home ideally located to everything</a> <a href="/property/luxurious-harbor-view-millie-cottage-walk-bike-to-everything/HA-321815127" class="class="static-page-link"">Luxurious Harbor View &#34;Millie&#34; Cottage! Walk &amp; bike to everything!</a> <a href="/property/luxurious-harbor-view-cynthia-cottage-walk-bike-to-everything/HA-3211184115" class="class="static-page-link"">Luxurious Harbor View “Cynthia” cottage. Walk &amp; bike to everything!</a> <a href="/property/lovely-dog-friendly-beach-home-close-to-everything-jan-april-monthly-discounts/HA-121108550" class="class="static-page-link"">Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts</a> <a href="/property/good-harbor-beach-house-walk-to-beach-close-to-restaurants-and-shopping/HA-321716813" class="class="static-page-link"">Good Harbor Beach House - walk to beach, close to restaurants and shopping!</a> <a href="/property/convenient-to-all-amenities-and-beaches-in-chatham/HA-321722034" class="class="static-page-link"">Convenient to all amenities and beaches in Chatham</a> <a href="/property/private-upscale-cottage-close-to-long-nook-and-ballston-beaches/HA-3211487243" class="class="static-page-link"">Private upscale cottage, close to Long Nook and Ballston beaches.</a> <a href="/property/elterwater-swan-lake-your-own-lakefront-oasis-a-true-berkshire-getaway/HA-321424508" class="class="static-page-link"">“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway</a> <a href="/property/swiss-chalet-style-timber-frame-home-in-berkshires-with-all-modern-conveniences/HA-1213792910" class="class="static-page-link"">Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences</a>

How many pet-friendly vacation rentals are available in Massachusetts on Ownerdirect?

There are more than 9213 pet-friendly rentals available on Ownerdirect. Check prices and availability in Massachusetts and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Massachusetts?

There are many dog-friendly vacation homes available in Massachusetts. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Massachusetts: 383 - 3BR Quincy - Chic House near Adams Park 6-bedroom Oasis house in Onset w/HUGE backyard, Firepit, Wifi, & work desk 39-Newly Built Townhouse Sandy Neck Escape

Do you have any luxury vacation homes that allow pets in or near Massachusetts?

Most definitely! There are many luxury places to stay in Massachusetts. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Massachusetts. Though note, more expensive is not always better.