Boston vacation rentals
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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 waterfront vacation rentals
Loft in Rockport
5.0 out of 5 average rating, 205 reviewsChic Downtown Loft ☆ Private Parking ☆ Ocean View
Cabin in Littleton
4.98 out of 5 average rating, 121 reviewsPrivate & Remote, Enjoy Outdoors, Sleep in Luxury
Apartment in Winthrop
4.95 out of 5 average rating, 198 reviewsOceanfront Pool. Close to Boston. Free Parking.
Loft in Natick
4.99 out of 5 average rating, 177 reviewsLakeside Studio Loft
Guest suite in Marblehead
4.92 out of 5 average rating, 248 reviewsOcean Park Retreat
Loft in Gloucester
4.89 out of 5 average rating, 170 reviewsRocky Neck Studio/Loft, Gloucester, Mass.
Loft in Rockport
4.98 out of 5 average rating, 244 reviewsLoft Apartment With Ocean Views
Tiny home in Rockport
4.94 out of 5 average rating, 129 reviewsLittle Red House on Bearskin Neck!
Boston fishing vacation rentals
Guest suite in Tyngsborough
4.98 out of 5 average rating, 222 reviewsLakefront Suite Two-Room, Comfy, Tranquil
Apartment in Natick
4.98 out of 5 average rating, 334 reviewsScandi-Modern Apartment
Apartment in Arlington
4.98 out of 5 average rating, 176 reviewsLakeside apartment, patio, hot tub, outside shower
Home in Jamaica Plain
4.93 out of 5 average rating, 131 reviewsFully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Guest suite in Cambridge
4.86 out of 5 average rating, 300 reviewsConvenience, Cozy, and Free Parking
Guest suite in Sharon
4.97 out of 5 average rating, 146 reviewsCozy Lakeview Guesthouse
Home in Wrentham
4.84 out of 5 average rating, 423 reviewsCharming Lake Cottage access Boston and Providence
Townhouse in Wakefield
4.89 out of 5 average rating, 116 reviewsEntire 3 bedroom 1st floor home (pets by request)
Private Boston vacation rentals
Guesthouse in Framingham
4.98 out of 5 average rating, 211 reviewsPrivate guest house on beautiful country road
Apartment in Somerville
4.9 out of 5 average rating, 176 reviewsSpacious, private apartment in perfect location
Apartment in Lowell
4.96 out of 5 average rating, 134 reviewsPrivate Master & Living Room! Entire Space!
Guest suite in Boston
4.96 out of 5 average rating, 356 reviewsPaul Revere Suite PVT Entry/BATH QN Bed Sparkling
Home in Boston
4.89 out of 5 average rating, 299 reviewsTreetop Haven in the City
Apartment in Somerville
4.96 out of 5 average rating, 277 reviewsPrivate, stylish, in central location
Guest suite in Norwell
4.95 out of 5 average rating, 263 reviewsPrivate suite South Shore
Guest suite in Somerville
4.85 out of 5 average rating, 220 reviewsPrivate, perfect+modern Bed&Bath near Harvard
Quick stats about vacation rentals in Boston
Total rentals
9.1K properties
Rentals with dedicated workspaces
4.7K properties have a dedicated workspace
Rentals with a pool
490 properties have a pool
Pet-friendly rentals
2.6K properties allow pets
Family-friendly rentals
3.2K properties are a good fit for families
Total number of reviews
388K reviews
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 4,530 vacation rentals in South Boston, over 3,570 vacation rentals in Allston, over 4,530 vacation rentals in Back Bay, and over 4,530 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 5,240 apartment rentals, over 1,780 house rentals to over 750 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 4,660 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 2,560 vacation rentals for guests traveling with pets.
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 $20 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 a gym?
Absolutely! We offer over 960 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 1,480 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.
Are there Boston serviced apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 serviced apartment rentals with pools in Boston, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Boston?
Boston has more than 1,820 family-friendly 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 1,480 homes with self check-in, over 960 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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