
Vacation rentals in Boston
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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

Peaceful Country Home, Dover, Ma: Private Entrance

Sunlit Spacious 3BR in Heart of Downtown Boston!

Stunning urban hideaway nearby Harvard Square

A King Bed | Apartment | Middle of Boston

🎖The Ashmont Suite | Close to Subway + Downtown🎖

Clean, spacious In-Law Suite -Near Everything

Corner Cottage - cozy studio just north of Boston

Charming 1 BR private entrance apt commuters dream
Boston waterfront vacation rentals

Newly Renovated Ocean View 2 Bdrm Apt

Winter Island Retreat

Waterfront Escape! In-town with onsite parking

Rock Steady - Panoramic Ocean Front Home

Amazing Ocean View In-Law Apt.

Ocean view studio with hot tub & access to Boston

Lakeside Studio Loft

Get to The Point, Winthrop
Boston fishing vacation rentals

Walk to Everything Great about Marblehead!

Tiny house experience steps from the water!

Cozy Lakeview Guesthouse

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

Charming Waterfront Cottage Near Cambridge/Boston

Lakefront cottage for a fun, relaxing getaway.

Dreamy Waterfront Oasis | 5★ Location, ♛Queen Beds

Lakefront Suite Two-Room, Comfy, Tranquil
Quick stats about vacation rentals in Boston
Total rentals
9.8K properties
Total number of reviews
462K reviews
Family-friendly rentals
3.6K properties are a good fit for families
Pet-friendly rentals
2.8K properties allow pets
Rentals with a pool
510 properties have a pool
Rentals with dedicated workspaces
5.3K 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 3,870 vacation rentals in Allston, over 4,820 vacation rentals in South Boston Waterfront, over 4,820 vacation rentals in Back Bay, over 4,820 vacation rentals in Beacon Hill, and over 4,820 vacation rentals in Downtown.
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 290 hotel rentals, over 730 condo rentals, over 1,940 house rentals to over 5,760 apartment 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 5,330 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 2,830 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 510 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 boutique hotel rentals in Boston?
Experience the best of Boston with our boutique hotel rentals, starting at about $50 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 1,310 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Boston?
Boston has more than 3,570 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Freedom Trail
- Sagamore Beach
- Faneuil Hall Marketplace
- Roger Williams Park Zoo
- Crane Beach
- Prudential Center
- Canobie Lake Park
- Good Harbor Beach
- Oakland Beach
- MIT Museum
- Rye North Beach
- Onset Beach
- Museum of Fine Arts, Boston
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