Boston Vacation Rentals

Try again
There are no available Vacasa homes in this area. Try moving or zooming out on the map, or search for another destination.
About Boston

Boston, Massachusetts, is ever-popular with history buffs and locals alike. From world-class restaurants to well-preserved neighborhoods to historic sites galore, Boston is a travel lover's dream and is a perfect city for singles as well as families. So, take a look at our ever-growing selection of Boston vacation rentals! You're sure to find something that mixes history with modernity here.

Things to Do in Boston

Boston is a world-renowned city, and it's easy to see why. Revolutionary War buffs will delight in the many spots around town dedicated to our nation's founding. The Freedom Trail boasts 16 historic sites along a nearly three-mile trek. Along the way, admire Paul Revere's home and enjoy a nosh at Faneuil Hall. Boston's revitalized south side is now a shopper's and food lover's mecca. Baseball fanatics, whether they be Red Sox fans or not, flock to historic Fenway Park, one of the last ballparks of its kind in the country. Just don't wear a Yankees' cap! Harvard Yard is a great spot to admire the brick and ivy at one of America's oldest and most prestigious educational institutions. The Museum of African-American History is one of the best in the nation, and you'll learn a lot about the city's origins. After a day of busy sightseeing, enjoy a cold brew at the Samuel Adams Brewery. Brewery tours are offered every 45 minutes, Monday through Saturday, throughout the year.

Boston Outdoor Adventures

Although very urban, Boston boasts myriad parks and places to enjoy the outdoors. Take a ferry to the Boston Harbor Islands National Park Area, with 34 easily accessible islands, offering places to kayak, bird watch, and explore trails. The Allandale Woods, Boston's second largest woodland, boasts the Charles-to-Charles Open Space Corridor, offering eight miles of open parkland and wetlands extending to the Charles River Basin. Grab your bike and head to Castle Island, a 22-acre preserve featuring a granite fort, a beach, and gorgeous city views. Sail around Boston Harbor or take a cruise to view historic sites such as Georges Island. Every October, thousands head to the banks of the Charles River to view the two-day Head of the Charles Regatta, a rowing competition featuring teams from universities and racing clubs around the country. The Charles River Esplanade and Cambridge are both hotspots for joggers, cyclists or anyone wanting a romantic picnic amid lush greenery.

Boston Day Trips

Boston is a great base from which to explore Massachusetts or other New England states. Georges Island is a short ferry ride away from the city, and delights kids of all ages with its spooky tunnels, drawbridge, and well-preserved fort. Take a revolutionary turn by heading to the nearby towns of Lexington and Concord, both sites of historic battles. Explore the homes of Louisa May Alcott and Ralph Waldo Emerson, or do your best George Washington impression at the Lexington Battle Green. Spooky Salem, famous for the bogus witchcraft trials of 1692, is less than an hour away, and features Nathaniel Hawthorne's Custom House. Tony Newport, Rhode Island, is less than two hours away, and visitors can explore numerous stately mansions such as The Breakers, home of the Vanderbilts. The islands of Nantucket and Martha's Vineyard are accessible via ferry or short plane ride, and boast many dining and sightseeing options. Who knows? You might even see a living president at one of the area's eateries! Whether it's touring historic sites, eating at one of the hot new restaurants in town, or just enjoying a walk along the harbor, gorgeous Boston has it all. We'll make your stay truly memorable at one of our Boston vacation rentals! Photo credit: Marcio Jose Bastos Silva via Shutterstock