
Vacation rentals in Boston
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Top-rated vacation rentals in Boston
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Popular amenities for Boston vacation rentals
Private vacation rentals in Boston

Peaceful Country Home, Dover, Ma: Private Entrance
Mariah's house is an absolute hidden gem. the area is quiet and close to Boston. The rain shower is a home run. Mariah was a wonderful host and very quick to respond. I highly recommend staying here while visiting Massachusetts!!

Sunlit Spacious 3BR in Heart of Downtown Boston!
Amy was an amazing host for our family! She was super responsive and accommodating. Her place is right in the heart of downtown Boston, so there were tons of fun things to do and see. The condo was super comfortable and had everything we needed for a great stay. I’ll definitely be staying here again when we visit Boston next time!

Stunning urban hideaway nearby Harvard Square
Marie and Andrew's place was terrific and exactly what we were looking for in our short trip to Cambridge. Having previously lived in this neighborhood in the past, we can definitely confirm that the location here is fantastic. Extremely peaceful, safe, and private but with restaurants, cafes, and the T all within comfortable walking distance. Marie and Andrew were extremely friendly and communicative to us through our stay, and the apartment was clean, neat, and comfortable. We would absolutely stay here again and recommend it to others looking to visit the area.

A King Bed | Apartment | Middle of Boston
Loved this place so much!! It was a great impression when you first walk in with that beautiful exposed brick. The bed was comfortable and the rainfall showerhead was INCREDIBLE!! I had a long day at work and loved unwinding with my large tv in the bedroom. The place felt super homey and I appreciated the host’s communication and early check in 🌟

🎖The Ashmont Suite | Close to Subway + Downtown🎖
beautiful place to stay, squeaky clean, nice furniture. The only thing is a bit further to drive into Cambridge. But very close to red line and we took red line to Cambridge, that worked well.

Clean, spacious In-Law Suite -Near Everything
We cannot praise Mimi and Manny highly enough. The place was beautiful, with every amenity needed to feel at home. Our hosts were friendly, responsive, and charming. They went out of their way to make us feel welcome and comfortable. The unit was spacious, clean, easy to find, easy to check in, and peaceful. We particularly enjoyed the front porch. We stayed for three nights, and our every need was met. Highly recommend both the place, and the hosts, for anyone needing to stay in the area.

Corner Cottage - cozy studio just north of Boston
Such a lovely place to stay & a very responsive, helpful host. The area was very quiet which was great, easy to get into the city too. Very easy check-in & check-out process. Would definitely stay again & recommend!🥰

Charming 1 BR private entrance apt commuters dream
Domingo was a fantastic host. I had a couple of requests and Domingo was extremely responsive and was always accessible. He also provided some excellent restaurant suggestions. As far as the location itself, it's in a nice quiet neighborhood but there's not really much around within walking distance. A car or an Uber is a must to get to some of the great restaurants that Domingo suggested. Other than that, it's a great place with a fantastic host. Since this was a work trip for me, I would definitely consider staying here again. Thank you Domingo!
Boston waterfront vacation rentals

Newly Renovated Ocean View 2 Bdrm Apt
Beautiful accommodations and views. Easy access to the city. The host was very responsive. The extra coffee was also a plus 😁 Would definitely stay again!

Winter Island Retreat
Look no more! Winter Island Retreat is a seaside oasis that creates an atmosphere of tranquility and peace. From the moment I arrived I was struck by it's beauty captivated by the stunning sunrises to start each day The retreat is charming and a place of solace. The beautifully manicured lawn and gardens filled with lush floral designs adds to its magic. while the front porch with its rocking chairs, invite you to slow down and savor your morning coffee or lose yourself in a good book. Evenings are equally special walking the path to the beach and settling into the adriondack chair with a glass of wine It's a peaceful ritual that grounds you in gratitude. The home itself is cozy, comfortable and thoughtfully decorated with calming beachy touches that make you feel at ease. It's perfectly located just minutes from downtown Salem. I'm grateful to be one of the lucky guests to stay in David's home. He was a kind and gracious host. A truly memorable retreat I will be back

Waterfront Escape! In-town with onsite parking
We loved our stay at this charming apartment in Rockport! Carol is a very gracious host and the apartment is wonderful - well designed, thoughtfully appointed, new, tasteful and cozy Carol is generous with amenities and with the quality of everything in the apartment. The location is also great -- tucked away in a perfect spot for shopping, eating and seaside walks around this beautiful historic town.

Rock Steady - Panoramic Ocean Front Home
We had a wonderful stay at Christopher and Mary’s place! The location is stunning—peaceful and full of natural beauty. We loved hearing the sound of the ocean and birds every day. The suite is cozy, clean, and beautifully designed. It really felt like a dream home for our family. Christopher and Mary are such kind and thoughtful hosts. They made us feel very welcome, and we truly appreciated their hospitality. We’re already looking forward to coming back again. It’s a special place that we’ll always remember.

Amazing Ocean View In-Law Apt.
Only positive comments, everything was perfect. Location was superb as well as living accommodations.

Ocean view studio with hot tub & access to Boston
Beautiful location and very responsive host. Would definitely stay again if we are in the area.

Lakeside Studio Loft
This Air BnB was everything we were looking for and more. We felt incredibly safe and loved how close and convenient it was to both Boston and the concert we attended in Foxborough. The space was clean and comfortable for both my spouse and I. We even loved getting to see Owls in the wild. The owners are kind and attentive especially as we had some temperature issues the first night. Would 100% stay here again if ever in the area!

Get to The Point, Winthrop
Had a wonderful stay at John’s place. Beautiful area, and nice quaint air bnb. Had plenty of stocked snacks, a mini fridge, microwave and more. John was very responsive to any of my questions/concerns. Hope to return soon and will definitely stay again.
Boston fishing vacation rentals

Walk to Everything Great about Marblehead!
Great stay, house perfectly as advertised, super cute and great for a big group. John was easy to reach and was able to accommodate an early check-in and a late check-out. Would come back again!

Tiny house experience steps from the water!
Great little hose in a cool spot

Cozy Lakeview Guesthouse
I cannot explain how great Nola was as a host. Everything was perfect! She was super sweet and answered every question I had about the place. But Not only that, she gave us an info on some of the best places around town. And I have to say those places were a 10/10 experience. Thanks again Nola!!! My friends and I loved your home and everything you provided for us!!

WATERFRONT-15 min to BOS/3BdRm/2BA
My family of 3 visited the area for a college graduation. There was plenty of space for us to enjoy. Our favorite was the deck with a view of the river. It was also fun to see a swan and cute doves curled up in the birdhouse in the rain. Pity we were only in the home about 15 hours, but graduation necessitated an early checkout. This home can comfortably host 10-11 people. Anything one would need in the kitchen was provided. There were many thoughtful touches everywhere. This is a great base for a larger family visiting the region.

Charming Waterfront Cottage Near Cambridge/Boston
Sabrina's place was beautiful inside and out. The practically 180 degree view of Spy Pond is stunning and we enjoyed watching all of the natural beauty in this perfect little cottage. The space was spotless and thoughtfully decorated with just enough decor to give tons of character but still feeling uncluttered.

Lakefront cottage for a fun, relaxing getaway.
Extremely clean lake house with stunning views and all the comforts of home. Many sweet touches throughout the three bedroom house and fully appointed kitchen. Wishing we had more time to stay, relax, and enjoy the water, but would highly recommend this Air B&B! PS. I appreciated the railings along the steps down to the house, having had a recent knee replacement.

Dreamy Waterfront Oasis | 5★ Location, ♛Queen Beds
We loved our stay! We were in the area for a wedding and spent our downtime enjoying sitting near the pond and all the wonderful birding!! A great blue heron landed on the shoreline at one point! Everything was clean and comfortable and Sadi was so helpful with suggestions in the area. We really loved Concord Teacakes for coffee and breakfast, and Diane’s market was great for a few provisions—all in easy walking distance and a lovely walk at that! Our favorite excursion while there was the DeCordova Sculpture Park—so cool! And we also really loved the little town of Maynard, a fun place with with a nice vibe and friendly folks.

Lakefront Suite Two-Room, Comfy, Tranquil
I am so grateful to of had the pleasure of meeting Denise and Lynwood.They both have a warm heart and a contagious smile and the accommodations were remarkable.There home offers you a beautiful .lame view and location was perfect close to all restaurants and local recreational activities. I would definitely stay there again.
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
- Things to do Boston
- Sightseeing Boston
- Food and drink Boston
- Art and culture Boston
- Tours Boston
- Things to do Suffolk County
- Tours Suffolk County
- Art and culture Suffolk County
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- Food and drink Suffolk County
- Things to do Massachusetts
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- Nature and outdoors Massachusetts
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