
Boston vacation rentals
Book unique homes, 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.

Home in Rockport
5 out of 5 average rating, 43 reviewsNew South End Home Quiet Lane To Old Garden Beach
Judy was a great host, very gracious and the place is beautiful. We loved walking around the area and would love to come back!

Guesthouse in Annisquam
4.97 out of 5 average rating, 260 reviewsAnnisquam Village Bunny Cottage
Doug’s place is so cozy! Perfect getaway for the weekend. Slept great, I was so comfortable. Will definitely book again!

Apartment in Winthrop
4.96 out of 5 average rating, 301 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Frank and Kathy are THE BEST! The space was perfect—so clean and comfy. It was also private and easy to access. My favorite feature: the heater in the bathroom! The location is also 700 feet from my best friend, so I will be back!!! Truly, this has been my best AirBnB experience ever.

Guest suite in Gloucester
4.98 out of 5 average rating, 422 reviewsSplashLanding Private Beach Getaway in Gloucester
Very nice and comfortable accommodation for two. With ocean view from the house it was a very nice and quiet place to relax and unwind! It has a very good deck which we couldn't enjoy since it with extremely cold temperatures for the past few days! Terry & Gwen are very good hosts. They had eggs, muffins and more for us in the fridge when we checked in. Thanks!

Home in Scituate
4.95 out of 5 average rating, 19 reviewsButton Beach Cottage
My family stayed over Thanksgiving 2024. The space was clean, pleasantly appointed and in a nice neighborhood. We would return.

Apartment in Salem
4.98 out of 5 average rating, 374 reviewsWinter Island Retreat
I would give 10 stars for the host if I could. I was lucky with all my AirBnB hosts, but David was exceptional - very fast communication, plenty of helpful suggestions, offered me himself to check in earlier and check out later then the standard time (as his circumstances allowed). The place itself is great - very clean, full of light, beautiful views, very quiet, private, short drive away from old Salem, stocked with everything you would need for morning coffee and cooking. Definitely great find! Thank you David!

Apartment in Swampscott
4.9 out of 5 average rating, 105 reviewsOcean views, Large Deck, Grill, Kid/Dog Friendly
We had a great stay at Ryan’s place! Very nice accommodations, close to local attractions, and very clean. Ryan was very responsive and kind. Definitely recommend!

Home in Rockport
5 out of 5 average rating, 14 reviewsAdorable renovated house, steps from Front Beach
Gretchen’s house is a charming, two-story one on a very nice and quiet little street. The furnishings are pretty and tasteful, and there is comfortable living room furniture, as well an excellent beds and pillows. Our favorite thing was its location, within very easy walking distance from a gorgeous park and beach. Downtown was also reachable via a short walk. We did some of our own cooking and found everything we needed. Gretchen was an especially nice and responsive hostess. If we were lucky enough to get to Rockport again, I would want to stay there.

Home in Scituate
4.83 out of 5 average rating, 58 reviewsSand Hills Barker Tavern RiverClub lighthouse -
We had another great stay at Maria's. It was our third trip to her Airbnb. We always find her home super easy, clean, and comfortable. And Scituate is adorable. This time we had one small issue which Maria handled immediately - even at 10pm - and sent help that fixed the issue within an hour.

Home in Scituate
5 out of 5 average rating, 20 reviewsCoastal Retreat
Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!

Condo in Gloucester
4.96 out of 5 average rating, 100 reviewsLuxurious beach house w/ harbor views & near beach
Our stay in Gloucester was beyond amazing! A trip we have put off since Covid began but back in June we decided to make it happen! Sarah’s condo was beyond our expectations. Beautifully set up,homey, comfortable and right in the middle of the most beautiful views I’ve ever seen. We are from Annapolis, Maryland and I grew up on our bay crabbing … Gloucester reminds me of home. Everyone we met were so friendly, helpful and made sure we were comfortable. I’m a runner of 40 miles a week so my morning runs were filled with so much beauty from colorful leaves, to a sunrise I’ve never seen! Sailing is my thing so being surrounded by water, boats and of course the smell of fish … we knew our trip was extra special! We stayed specifically on Halloween for Salem fun and Salem did not disappoint! Helpful… a bar directly across the street from her air bnb! We hiked to the lighthouse early morning for exercise and its view did not disappoint either! Five star visit!

Home in Gloucester
4.97 out of 5 average rating, 116 reviewsHarbor View Walk to Town&Beach, 6 Guests King beds
I was here with my 2 adult children and their wives for a wedding in Gloucestor. The layout was great for all of us. It's one of the larger Airbnb's in the area. In our downtime, we relaxed together in the living room and on the deck. The house is fully stocked. We had everything we needed and could possibly want. We were even treated to fresh flowers throughout the house, a bottle of wine, and a personalized card that Brigitte prepared for us. Brigitte made sure to make us feel very special.
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Popular amenities for Boston vacation rentals
Private vacation rentals in Boston

Home in Beverly
4.86 out of 5 average rating, 178 reviewsBeverly Beach House- Upper Deck
We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!

Home in Annisquam
4.94 out of 5 average rating, 18 reviewsBeach House on a Private Beach!
Gaby’s place was an absolute gem. What gorgeous views! Our family really enjoyed the beach and paddling about the harbor as well. The house was very clean. Gaby was friendly and responsive. We plan to return in the future! Thank you Gaby!

Apartment in Rockport
4.93 out of 5 average rating, 153 reviewsHidden Gem! Short term rental steps from 2 beaches
This was an amazing choice for our New Year’s Eve celebration getaway. It was perfect in every way. A warm welcome first of all and very informative and accommodating after that. The location is hard to describe because it’s SO beautiful!! You can’t go wrong here. Perfection in every way. That we can assure. The winter is especially awesome- so we recommend you go for it. We absolutely loved it.

Apartment in East Boston
4.97 out of 5 average rating, 144 reviewsNxt to ocean, 5 min dntwn by T
This was an amazing stay and great location!

Apartment in Downtown Boston
4.72 out of 5 average rating, 32 reviews(42L2) Celtics, Bruins! Lets GO!
Right by the arena! Very convenient and flexible booking!

Condo in Marblehead
4.99 out of 5 average rating, 171 reviewsHarbor Hideaway
What a wonderful stay! The listing was extremely accurate, the space was actually even more spacious than the photos conveyed. The space was clean, cozy and well decorated. It was easy to find and get in. The host was responsive and friendly! The best aspect of this Airbnb was by far the location - convenient to Salem via Airbnb and walkable to so many great restaurants and scenic views in Marblehead. Would absolutely recommend and hope to come back someday!

Cottage in Scituate
4.98 out of 5 average rating, 44 reviews"Shore Bet" Humarock Beach Cottage - Scituate
My family and I had a wonderful stay over Thanksgiving at this beautiful beachside home. Spacious, lots of light, really clean, great place for walks, close to a nice supermarket. Had a great time and would love to stay again! AAA+

Apartment in Lynn
4.93 out of 5 average rating, 14 reviewsSpacious 3 BR Apartment Suite
Very responsible with all the things that are listed
Boston waterfront vacation rentals

Home in Weymouth
5 out of 5 average rating, 34 reviewsOCEAN FRONT HOME with PRIVATE BOAT MOORING
We had a great weekend at Christopher's place. The house and neighborhood are very peaceful, and the view is amazing. Check-in and check out were very simple, and we had great communication with the host. Thank you Christopher for sharing your house with us.

Condo in Rockport
4.98 out of 5 average rating, 182 reviewsBearskin Neck Rockport ★ Amazing Views ★ Parking
Christina's property was a wonderful place to escape to for a few days! It is the perfect size for 1-2 people, has everything you need, and the view is unbeatable. The parking space is incredibly convenient and the location of the property provides easy access to the rest of Bearskin Neck and Rockport proper. I hope to stay here again in the future!

Guest suite in Gloucester
4.82 out of 5 average rating, 56 reviewswaterview guest suite
Dominique is a great host, and stands out from others in the Gloucester area with her kindness and openness. She welcomed us even though we arrived later than the check in time, guided us to the unit, and made sure that we felt right at home. Her friendliness to our family and our pet is something we really value and appreciate. If you need a cozy riverside apartment within 10 minutes of the lovely cafes and shops of Downtown Gloucester or 15 minutes from picturesque Bearskin Neck in Rockport, this should be at the top of your list!

Home in Gloucester
5 out of 5 average rating, 9 reviewsWaterfront 4 bed/2 bath-Stunning Annisquam Sunsets
My family enjoyed staying here. It had a beautiful view from the back. Gorgeous in the morning! I loved it here and we felt at home. There was plenty of room for our family and it felt so cozy.

Apartment in Rockport
4.99 out of 5 average rating, 118 reviews4 Bed 2.5 Bath Water view Downtown with Parking
We stayed here for my mother’s 70th birthday weekend. The space was warm, comfortable and allowed for many friends to gather and celebrate. The kitchen was very well equipped with essentials and everything was appropriately labeled.

Cottage in Essex
4.96 out of 5 average rating, 99 reviewsLakefront cottage for a fun, relaxing getaway.
We were delighted with our stay. Everything was exactly as expected. It's a lovely lakeside cottage. We would happily return should our plans bring us back to the area. Thanks!

Condo in Rockport
4.96 out of 5 average rating, 77 reviewsRockport Oceanfront 1 Bed Apt Heart of Downtown
This place is right in the heart of Rockport! We loved the location and makes it so easy to walk the center of Rockport at any given time of day. The view from the living room window is gorgeous and you can see the tide rising which was something my parents truly enjoyed. The space was clean and had everything we needed.
Home in Gloucester
4.93 out of 5 average rating, 153 reviewsWonderful Rocky Neck home on Gloucester harbor
Stayed over Christmas Holidays- 10/10 Views and Vibe! Gas Fireplace kept us toasty warm. Located a short dirve to town/ main street with GREAT food ooptions. Only drawback for those who like to cook, kitchen is limted to bare essentials. Cooking and serving large meals was a challenge, but would definetly rent again!.
Boston fishing vacation rentals

Home in Marblehead
4.75 out of 5 average rating, 166 reviewsWalk to Everything Great about Marblehead!
We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for John’s proactive communication, we didn’t have any issues but I’m confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much we’d love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!

Guest suite in Sharon
4.97 out of 5 average rating, 182 reviewsCozy Lakeview Guesthouse
Nola is amazing! Very friendly with a very clean place. Definitely recommend as Nola's energy makes the place feel comfortable!

Home in Newton
4.84 out of 5 average rating, 569 reviewsWATERFRONT-15 min to BOS/3BdRm/2BA
Fantastic home - beautifully decorated! Great to be situated on a small lake, any time of year. Thomas & Jenny were very gracious hosts, we would recommend to fellow AirBnBr's!

Guest suite in Concord
4.98 out of 5 average rating, 122 reviewsWater front cabin-like guest suite on a quiet pond
So glad I was able to return and stay again at Marybeth's beautiful lakehouse. Marybeth and Irwin couldn't be more hospitable, and the place is calm and full of heart and spirit. Would come back in a heartbeat.

Condo in Jamaica Central - South Sumner
4.9 out of 5 average rating, 251 reviewsFully-Equipped 2nd Floor 1-Bed 1-Bath Apt
Thank you Elena! We will definitely be back when we are in Boston!

Apartment in Arlington
4.98 out of 5 average rating, 192 reviewsLakeside apartment, patio, hot tub, outside shower
Doug and Hope were fantastic hosts. Very friendly and willing to help with anything I may have needed. I especially appreciated the extra attention they put into welcoming us by giving a small welcome gift and note. You can tell they pay attention to the details. The property is beautiful as well! Loved our time there.

Guest suite in South Hamilton
4.96 out of 5 average rating, 279 reviewsIt’s better to wake at the Lake 2BR guest suite
We wanted to find a quiet getaway from the city grind for a couple of days. We also wanted a quiet place to get a few hours of work in each day. Viki and Bill's place was a fantastic find that fit our needs perfectly. It's a calm, serene place right by the lake. We didn't rent a car on purpose to get to their place, just so that we'd be forced to explore the place a little by foot. We loved it. It snowed heavily the weekend we were there, making the place look like it came straight out of a postcard. They were very flexible with our arrival and departure times, very responsive to our messages, generously offered to pick stuff up for us and drop us off to nearby places. Loved the overall experience. Would love to visit during the summers as well---I'm sure it would be a whole different and equally wonderful experience then. Thank you both!

Apartment in Medford
4.93 out of 5 average rating, 312 reviewsGarden Apartment for Vacation & Business Travelers
My hubby and I stayed for 2 nights at Mikkie's place this past week. We were in town to see a concert at City Winery in Boston. Mikkie's place was a perfect location! The commuter rail station was about 1/2 mile walk and took us right into North Station, which was about a 10 minute ride (avoiding traffic and parking -- this was awesome). As far as the rental goes, no complaints at all. Definitely watch your head getting in, as she repeatedly mentions in her listing, but this was not a problem for us. Everything was clean and cozy inside. It is the basement so it's a little chilly, but there are extra heat sources provided. Plus there is a dual side heated bed which was extremely comfortable. We did get to meet Mikkie and Cooper and they were both lovely. Don't hesitate to stay here as it is a great place to stay with a wonderful host who goes above and beyond to make the stay comfortable. We will definitely visit Boston again and will definitely stay here again.
Quick stats about vacation rentals in Boston
Total rentals
9.4K properties
Total number of reviews
458K reviews
Family-friendly rentals
3.3K properties are a good fit for families
Pet-friendly rentals
2.7K properties allow pets
Rentals with a pool
430 properties have a pool
Rentals with dedicated workspaces
5.2K 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 4,630 vacation rentals in South Boston, over 3,740 vacation rentals in Allston, over 4,630 vacation rentals in Back Bay, and over 4,630 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 720 condo rentals, over 5,450 apartment rentals to over 1,900 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 5,180 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 2,720 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 430 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 $30 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 1,360 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 3,340 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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