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Boston vacation rentals
Book unique apartments, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Boston
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Boston vacation rentals
Boston oceanfront vacation rentals
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Rental unit in Revere
4.87 out of 5 average rating, 279 reviewsBeachside Cozy Space-Near Boston/Airport/Train
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Guest suite in Marblehead
4.92 out of 5 average rating, 252 reviewsOcean Park Retreat
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Rental unit in Revere
4.86 out of 5 average rating, 166 reviewsStunning Oceanview-4 Train Stop Logan Airport
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Home in Weymouth
4.94 out of 5 average rating, 109 reviewsNewly remodeled home with ocean views!
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Rental unit in Winthrop
4.96 out of 5 average rating, 204 reviewsOceanfront Pool. Close to Boston. Free Parking.
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Condo in Winthrop
4.99 out of 5 average rating, 136 reviewsTruly Oceanfront! Spacious Boston Gathering Place
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Rental unit in Salem
4.98 out of 5 average rating, 339 reviewsHistoric Salem Willows With Water View
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Rental unit in Winthrop
4.93 out of 5 average rating, 108 reviewsNewly Renovated Ocean View 2 Bdrm Apt
Boston fishing vacation rentals
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Rental unit in Medford
4.92 out of 5 average rating, 270 reviewsGarden Apartment for Vacation & Business Travelers
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Rental unit in Arlington
4.98 out of 5 average rating, 179 reviewsLakeside apartment, patio, hot tub, outside shower
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Home in Jamaica Central - South Sumner
4.93 out of 5 average rating, 134 reviewsFully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
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Guest suite in Cambridge
4.87 out of 5 average rating, 304 reviewsConvenience, Cozy, and Free Parking
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Townhouse in Wakefield
4.89 out of 5 average rating, 120 reviewsEntire 3 bedroom 1st floor home (pets by request)
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Home in Newton
4.83 out of 5 average rating, 525 reviewsWATERFRONT-15 min to BOS/3BdRm/2BA
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Townhouse in Chelsea
4.82 out of 5 average rating, 106 reviewsBoston Harbor Waterfront House
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Home in Marblehead
4.74 out of 5 average rating, 150 reviewsWalk to Everything Great about Marblehead!
Private Boston vacation rentals
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Rental unit in Jamaica Central - South Sumner
4.95 out of 5 average rating, 119 reviewsQuirky studio in Jamaica Plain
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Rental unit in Watertown
4.94 out of 5 average rating, 338 reviewsSpacious, bright, modern, private.
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Guest suite in East Boston
4.79 out of 5 average rating, 116 reviewsEagle's Landing - Logan Airport
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Rental unit in Framingham
4.9 out of 5 average rating, 311 reviewsApartment Floris
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Rental unit in Watertown
4.88 out of 5 average rating, 348 reviewsPrivate studio close to Boston and Harvard square
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Guest suite in Somerville
4.85 out of 5 average rating, 233 reviewsPrivate, perfect+modern Bed&Bath near Harvard
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Guest suite in South Boston
4.96 out of 5 average rating, 363 reviewsPaul Revere Suite PVT Entry/BATH QN Bed Sparkling
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Barn in Carlisle
4.83 out of 5 average rating, 526 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Quick stats about vacation rentals in Boston
Total rentals
9.3K properties
Total number of reviews
409K reviews
Family-friendly rentals
3.3K properties are a good fit for families
Pet-friendly rentals
2.6K properties allow pets
Rentals with a pool
510 properties have a pool
Rentals with dedicated workspaces
4.9K 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 3,610 vacation rentals in Allston, over 4,690 vacation rentals in South Boston, over 4,690 vacation rentals in Downtown Boston, and over 4,690 vacation rentals in Back Bay.
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 750 condo rentals, over 5,330 apartment rentals to over 1,820 house 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 4,860 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 2,650 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!
Do apartment rentals in Boston have a gym?
Absolutely! We offer over 970 apartment rentals with a gym in Boston. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Boston have self check-in?
Absolutely! We offer over 1,490 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.
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.
Are there family-friendly serviced apartment rentals in Boston?
Boston has more than 110 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Boston?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 1,490 homes with self check-in, over 970 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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