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
Guest suite in Winthrop
4.95 out of 5 average rating, 787 reviewsGet to The Point, Winthrop
Jun 26 – Jul 3
Guest suite in Marblehead
4.92 out of 5 average rating, 243 reviewsOcean Park Retreat
Dec 13 – 20
Loft in Natick
4.99 out of 5 average rating, 173 reviewsLakeside Studio Loft
Sep 21 – 28
Condo in Boston
4.83 out of 5 average rating, 243 reviewsCozy 2-bdrm. condo 15 mins. to downtown Boston
Nov 13 – 20
Apartment in Arlington
4.98 out of 5 average rating, 174 reviewsLakeside apartment, patio, hot tub, outside shower
Nov 23 – 30
Apartment in Winthrop
4.95 out of 5 average rating, 193 reviewsOceanfront Pool. Close to Boston. Free Parking.
Sep 28 – Oct 5
Loft in Rockport
5.0 out of 5 average rating, 194 reviewsChic Downtown Loft ☆ Private Parking ☆ Ocean View
Nov 13 – 20
Apartment in Salem
4.95 out of 5 average rating, 600 reviewsHistoric Salem Oceanfront 2 Rm Apt
May 19 – 24
Boston fishing vacation rentals
Guest suite in Cambridge
4.86 out of 5 average rating, 295 reviewsConvenience, Cozy, and Free Parking
Jan 27 – Feb 3
Apartment in Natick
4.98 out of 5 average rating, 330 reviewsScandi-Modern Apartment
Sep 4 – 11
Apartment in Medford
4.92 out of 5 average rating, 253 reviewsGarden Apartment for Vacation & Business Travelers
Jul 17 – 24
Home in Jamaica Plain
4.93 out of 5 average rating, 126 reviewsFully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
Feb 2 – 9
Guest suite in Sharon
4.97 out of 5 average rating, 142 reviewsCozy Lakeview Guesthouse
Feb 26 – Mar 5
Home in Newton
4.82 out of 5 average rating, 501 reviewsWATERFRONT-15 min to BOS/3BdRm/2BA
Jan 17 – 24
Home in Wrentham
4.83 out of 5 average rating, 416 reviewsCharming Lake Cottage access Boston and Providence
Sep 29 – Oct 6
Townhouse in Wakefield
4.88 out of 5 average rating, 108 reviewsEntire 3 bedroom 1st floor home (pets by request)
Jul 16 – 23
Private Boston vacation rentals
Apartment in Framingham
4.9 out of 5 average rating, 300 reviewsApartment Floris
Dec 4 – 11
Condo in Boston
4.82 out of 5 average rating, 171 reviewsStylish garden level studio with a private patio
Mar 6 – 13
Home in Quincy
4.96 out of 5 average rating, 121 reviewsArtist's Haven (2)
Jun 8 – 15
Apartment in Cambridge
4.94 out of 5 average rating, 315 reviewsprivate studio near Harvard/MIT
Aug 7 – 14
Apartment in Boston
4.88 out of 5 average rating, 487 reviewsSerene Studio in a Perfect Location
Aug 6 – 13
Home in Boston
4.88 out of 5 average rating, 291 reviewsTreetop Haven in the City
Nov 18 – 25
Guest suite in Revere
4.85 out of 5 average rating, 131 reviewsAdorable studio with pool
Feb 27 – Mar 6
Apartment in Cambridge
4.93 out of 5 average rating, 242 reviewsBright Convenient Apt Harvard / MIT
Jan 3 – 10
Quick stats about vacation rentals in Boston
Total rentals | 9K properties |
---|---|
Rentals with dedicated workspaces | 4.6K properties have a dedicated workspace |
Rentals with a pool | 490 properties have a pool |
Pet-friendly rentals | 2.5K properties allow pets |
Family-friendly rentals | 3.1K properties are a good fit for families |
Total number of reviews | 386K 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 4,380 vacation rentals in Back Bay, over 4,380 vacation rentals in South Boston, over 4,380 vacation rentals in Downtown Boston, and over 3,550 vacation rentals in Allston.
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 770 condo rentals, over 1,790 house rentals to over 5,160 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 4,550 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 2,460 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 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 910 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 1,530 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 1,810 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 910 homes with a gym, over 1,530 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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