Boston vacation rentals
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Top-rated vacation rentals in Boston
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Vacation rentals for every style
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Popular amenities for Boston vacation rentals
Other great vacation rentals in Boston
Loft in Rockport
5.0 out of 5 average rating, 199 reviewsChic Downtown Loft ☆ Private Parking ☆ Ocean View
Jan 2 – 9
Loft in Natick
4.99 out of 5 average rating, 175 reviewsLakeside Studio Loft
Dec 13 – 20
Apartment in Winthrop
4.95 out of 5 average rating, 194 reviewsOceanfront Pool. Close to Boston. Free Parking.
Feb 14 – 21
Guest suite in Marblehead
4.92 out of 5 average rating, 246 reviewsOcean Park Retreat
Apr 4 – 11
Condo in Winthrop
4.99 out of 5 average rating, 127 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
Dec 13 – 20
Cabin in Littleton
4.98 out of 5 average rating, 114 reviewsPrivate & Remote, Enjoy Outdoors, Sleep in Luxury
Jul 1 – 8
Loft in Gloucester
4.9 out of 5 average rating, 167 reviewsRocky Neck Studio/Loft, Gloucester, Mass.
Feb 11 – 18
Guest suite in Winthrop
4.95 out of 5 average rating, 802 reviewsGet to The Point, Winthrop
Sep 17 – 24
Boston fishing vacation rentals
Apartment in Medford
4.92 out of 5 average rating, 258 reviewsGarden Apartment for Vacation & Business Travelers
Dec 28 – Jan 4
Home in Jamaica Plain
4.93 out of 5 average rating, 127 reviewsFully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Jan 1 – 8
Guest suite in Cambridge
4.86 out of 5 average rating, 297 reviewsConvenience, Cozy, and Free Parking
Mar 14 – 21
Apartment in Arlington
4.98 out of 5 average rating, 175 reviewsLakeside apartment, patio, hot tub, outside shower
Apr 14 – 21
Guest suite in Sharon
4.97 out of 5 average rating, 146 reviewsCozy Lakeview Guesthouse
Dec 11 – 18
Apartment in Pembroke
4.99 out of 5 average rating, 110 reviewsBeautiful Lakeside Apt between Boston and Cape Cod
Nov 26 – Dec 3
Home in Pembroke
4.85 out of 5 average rating, 118 reviewsLakefront House Boston, Plymouth, Cape Cod
Dec 14 – 21
Home in Newton
4.82 out of 5 average rating, 509 reviewsWATERFRONT-15 min to BOS/3BdRm/2BA
Apr 4 – 11
Private Boston vacation rentals
Apartment in Waltham
4.98 out of 5 average rating, 210 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Dec 4 – 11
Condo in Boston
4.83 out of 5 average rating, 183 reviewsStylish garden level studio with a private patio
Feb 5 – 12
Guest suite in Norwell
4.95 out of 5 average rating, 261 reviewsPrivate suite South Shore
Oct 6 – 13
Guest suite in Dover
4.98 out of 5 average rating, 184 reviewsPeaceful Country Home, Dover, Ma: Private Entrance
Jan 6 – 13
Home in Boston
4.79 out of 5 average rating, 182 reviewsGetaway in Historic Charlestown
May 8 – 13
Apartment in Cambridge
4.93 out of 5 average rating, 247 reviewsBright Convenient Apt Harvard / MIT
Dec 26 – Jan 2
Guest suite in Boston
4.93 out of 5 average rating, 285 reviewsWasher+Dryer+Parking!*Private suite*Cul de sac*
Jun 21 – 28
Guest suite in Rockport
4.99 out of 5 average rating, 613 reviewsHalibut Point State Park. Nature Lovers Retreat
Jan 15 – 22
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 Downtown Boston, over 3,570 vacation rentals in Allston, over 4,530 vacation rentals in South Boston, and over 4,530 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 1,780 house rentals, over 5,240 apartment 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.
Are there Boston vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 490 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 bungalow rentals in Boston?
Experience the best of Boston with our bungalow rentals, starting at about $40 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 bbq area?
Absolutely! We offer over 280 apartment rentals with a bbq area in Boston. Enjoy a tailored experience with all the comforts you desire.
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 1,510 apartment rentals with self check-in in Boston. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly serviced apartment rentals in Boston?
Boston has more than 100 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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