Discover a selection of 1,000 vacation rentals in Boston that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $90 per night, and houses and condos are popular options for a stay in Boston. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Boston
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Destination guide

History and culture near Boston vacation home rentals

As the oldest American city, Boston is immensely proud of its history, and the role it played in the Revolution. Today, the city pays homage to its past with an array of monuments to former residents and national heroes, cobblestoned streets that lead to designated historical sites, and, perhaps most notably, the Freedom Trail. This 2.5-mile walk introduces visitors to 16 truly historic spots, while weaving among some of the city's best restaurants, bars, and markets. Book a Boston vacation rental on the harbor or in the heart of downtown, and prepare to learn about the city without even realizing it.

Things to do

Tourist attractions near Boston vacation rentals

When it comes to museums, we're not exaggerating when we say: there is something for everyone. From the Museum of Fine Arts to the Isabella Stewart Gardner Museum to the Institute of Contemporary Art, art lovers will be more than content. Take the kids to the interactive exhibits at the Museum of Science, or visit the Boston Children's Museum. Visits to the Old State House, the Boston Tea Party Ships and Museum, and the John F. Kennedy Presidential Library and Museum are also most certainly in order.

Activities

Activities near Boston vacation homes

From Beacon Hill to Back Bay, Boston's neighborhoods are perfect for shopping, so be sure to leave plenty of space in your suitcase for bringing home souvenirs. Though the city does offer a comprehensive public transit system, you'll get to know the streets so much better on foot or by bike, so consider a walking or bike tour to take you around. The city shines when the weather warms up, which means a picnic on Boston Common, al fresco dining by the harbor, or a Boston vacation rental with guaranteed outdoor space are a must.

Weather

Best time to travel to Boston vacation homes

Summers in Boston are an absolute delight, with sunny days and warm evenings. Naturally, this also lines up with peak travel season and, as such, peak prices. Instead, consider booking your Boston vacation rental in late spring or early fall for similar weather and lower prices. Late autumn is also a dream in New England, when the leaves turn from green to vibrant reds, yellows, and oranges. Winters in Boston are notoriously harsh, but if you don't mind the heaps of snow and ice, then you're most likely to find a deal.

Natural features

Water is for more than just tossing in tea

Situated on Massachusetts Bay and around the Charles River, more than one quarter of Boston is comprised of water. It's the only state capital in the contiguous lower 48 states that shares a border with the ocean. As an already active and outdoorsy city, the large amounts of water encourage plenty of water sports, from sailing to rowing to fishing. A variety of parks and gardens are scattered throughout the city, full of wild birds, small wildlife, and flowers that bloom when the weather allows.

How to get there

Transportation to and around Boston

Fly into Boston, MA (BOS-Logan Intl.), the closest airport, located 2.2 mi (3.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Norwood, MA (OWD-Norwood Memorial), which is 13.3 mi (21.5 km) away.

If you're traveling by train, Boston North Station, Boston South Station and Boston-Back Bay Station are the main stations in the city. You can get around Boston by jumping on the metro at Government Center Station, State St. Station or Bowdoin Station.

Family friendly

Kid-friendly attractions near Boston vacation homes

Boston has an array of kid-friendly attractions for kids of all ages. Vacation homes are available near places like the New England Aquarium, a marine center with large tanks filled with vibrant marine life, and the Harvard Museum of Natural History, a museum with an extensive collection of natural science exhibits like animals and minerals. Kids will also like the Franklin Park Zoo, which houses global wildlife species in a huge parkland.

Good for couples

Couple's vacation homes in Boston

If you're looking for a fun couple’s retreat, Boston has numerous romantic locations. Vacation homes can be found near places like Rose Kennedy Greenway, a string of parks with a carousel, grassy areas, and contemporary art exhibitions, and Newbury Street, a hip street with chic boutiques, hip cafés, and upscale eateries. You'll also like Spectacle Island, a harbor island with sandy beaches, a marina, and stunning city views.

How many vacation rentals are available around Boston?

Our 2021 property listings offer a large selection of 1,156 vacation rentals around Boston. From 234 house rentals to 894 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Explore destinations around Boston

Beacon Hill
426 vacation rentals
Shawmut
200 vacation rentals
Prudential - St. Botolph
186 vacation rentals
Thompson Square - Bunker Hill
130 vacation rentals
Back Bay
559 vacation rentals
North End
416 vacation rentals
Brighton
47 vacation rentals
Downtown Boston
514 vacation rentals
Roxbury
69 vacation rentals
South End
531 vacation rentals
Seaport District
423 vacation rentals
Jeffries Point
74 vacation rentals
Jamaica Plain
31 vacation rentals
Dorchester
676 vacation rentals
Hyde Square
46 vacation rentals
South Boston
633 vacation rentals
Allston
221 vacation rentals
East Boston
100 vacation rentals
Fenway–Kenmore
175 vacation rentals
Roslindale
21 vacation rentals