
Boston vacation rentals
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Top-rated vacation rentals in Boston
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Boston vacation rentals
Private vacation rentals in Boston

Couples Retreat - Apt in Charming Colonial Home

French Flair "Pied a Terre" Cottage on the Marsh

Nxt to ocean, 5 min dntwn by T

(42L2) Celtics, Bruins! Lets GO!

Detached Waterfront Guest House

Spacious 3 BR Apartment Suite

Luxury Condo in Boston w/ backyard & parking

Minot Beach Home
Boston waterfront vacation rentals

2-Bedroom Ocean View Walk to Beach and Downtown

Newly Renovated Ocean View 2 Bdrm Apt

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

Ocean Park Retreat

Amazing Ocean View In-Law Apt.

Ocean view studio with hot tub & access to Boston

Oceanfront Pool. Close to Boston. Free Parking.

Harbor views!Free Parking!Modern North End 3 bed
Boston fishing vacation rentals

Lakefront House with breathtaking sunsets!

WATERFRONT-15 min to BOS/3BdRm/2BA

Water front cabin-like guest suite on a quiet pond

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Lakefront cottage for a fun, relaxing getaway.

Lakeside apartment, patio, hot tub, outside shower

Lake Cochituate Waterfront Home

It’s better to wake at the Lake 2BR guest suite
Quick stats about vacation rentals in Boston
Total rentals
9.5K properties
Total number of reviews
452K reviews
Family-friendly rentals
3.4K properties are a good fit for families
Pet-friendly rentals
2.7K properties allow pets
Rentals with a pool
460 properties have a pool
Rentals with dedicated workspaces
5.2K properties have a dedicated workspace
Your guide to Boston
Welcome to Boston
One of America’s oldest and most important cities, Boston intertwines quaint New England charm with well-preserved history. The Massachusetts state capital’s scenic and strategic location, where Boston Harbor meets the Charles River, imbues it with a natural beauty while keeping the city thriving economically for almost four centuries.
The bay, and the Atlantic Ocean from which it’s fed, shapes Boston’s seafood-focused culinary scene, and also keeps the city center small, making it an easy place to navigate; you can hardly walk a few blocks without running into historic Revolutionary War sites. But even squeezed into the peninsula, the city’s “Emerald Necklace,” with 1,100 acres of linked parks, holds plenty of wide open space. Meanwhile, Boston’s dozens of colleges and universities attract a sophisticated crowd that upholds the long traditions of cultural entities like the Boston Public Library and the Boston Symphony Orchestra.
The best time to stay in a vacation rental in Boston
Autumn in Boston paints the city in classic New England fall colors while threading the needle between hot, humid summer and chillingly cold winter. Late spring offers similarly pleasant weather, though the thaw from winter and slightly rainier months can turn things muddy. April’s marathon weekend, officially a state holiday called Patriots’ Day, draws huge crowds on the third Monday of the month. Average low temperatures in the winter rarely climb above freezing, but armed with plenty of warm clothing, you can take advantage of the off-season to book your vacation rental and visit high-traffic tourist sites without the crowds. Warm days with humidity make Boston summers sticky, but staying close to the many waterways around the city will help you stay cool.
Top things to do in Boston
Boston Common
The country’s oldest city park remains a jewel of public space in downtown Boston. Its 50 historic acres began as communal grazing grounds for livestock, then hosted British soldiers in the Revolutionary War. The park now offers open greenspace, lined with trees and dotted with fountains and statues, forming the southern terminus of the Freedom Trail, and bordering the stunning Boston Public Garden.
Black Heritage Trail
Where Boston’s Freedom Trail gives you a window into the city’s role in the Revolutionary War, this lesser-known but equally important 1.6-mile walk shows off what happened next. Take one of the free guided tours that tells the story of Boston’s large free Black community between the Revolutionary and Civil wars through 14 national historic sites, including the African Meeting House, built in 1806 and the oldest surviving Black church in the United States.
Boating
Boston’s harbor and rivers have shaped the city, so seeing it from the water offers the best way to both learn about and enjoy it. Choose from one of the many harbor tours, scenic sunset excursions, and fascinating architecture cruises offered to visitors, or rent a boat to paddle the Charles River or sail to the Harbor Islands.
Frequently Asked Questions
Where should I stay in Boston?
Make yourself at home in Boston by choosing from our most frequently booked neighborhoods. We have over 4,630 vacation rentals in Back Bay, over 3,740 vacation rentals in Allston, over 4,630 vacation rentals in South Boston, and over 4,630 vacation rentals in Downtown Boston.
What types of vacation rentals are available in Boston?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Boston. From over 5,500 apartment rentals, over 1,930 house rentals to over 720 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Boston?
Yes! Work meets play with ease at over 5,170 vacation rentals in Boston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Boston?
Four-legged friends are welcome in Boston. Choose from more than 2,690 vacation rentals for guests traveling with pets.
Are there Boston vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 460 vacation homes with pools in Boston, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bed and breakfast rentals in Boston?
Experience the best of Boston with our bed and breakfast rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Boston have self check-in?
Absolutely! We offer over 1,340 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Boston?
Boston has more than 1,960 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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