
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

Beverly 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!

Nana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Beach House on a Private Beach!
The stay was a lovely combination between relaxing and adventurous. My son thoroughly enjoyed a successful hunt for sea glass, while my husband and I were able to relax and enjoy the view in between adventures. Totally zen.

Sunny & private cottage in Lanesville Village
The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.

Nxt to ocean, 5 min dntwn by T
This place was a great place to stay for our week visit in Boston. The apartment is very conveniently located to the subway, so getting around was very easy, and it was close to the airport as well. It was also very clean and fit the four of us very comfortably. The walls are thin so it’s a little loud with street noise in the front bedroom, but nothing some ear plugs didn’t fix. The TV didn’t really work, but as we were there to explore it didn’t really matter.

The Curie-Perfect for Monthly Stays
This apartment is a great find! The location is perfect, not far from Boston, near every colleges for those who come visiting! This apartment building is indeed very new, built in 2021; but also blended in with history, the leasing office/lobby was converted from an old day chapel, pristine, elegant. Very unique Airbnb experience indeed. The small town is full of vibe with various kinds of cuisines, very good for families, young or old. Melissa, the host is super, giving us very detailed information and instructions from parking to checking in, every tiny details she thoughtfully considered. We couldn’t be happier to stay in this apartment. Highly recommended!

"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+

Detached Waterfront Guest House
This is a nice place, it had everything we needed and was clean. Ian was a great communicator. The shower was a little on the small size.
Boston waterfront vacation rentals

Newly Renovated Ocean View 2 Bdrm Apt
Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!

Views over Lobster Cove! July 4 week still open!
Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

Waterfront Escape! In-town with onsite parking
If I could give 10 stars I would. I’ve stayed at various Airbnbs and this is one of the best. Rockport is a very nice town to visit. The location of this Airbnb is perfect to explore the area. Within a very short pleasant walking distance you can get to great restaurants and shops. The Airbnb itself is pristine clean and beautifully appointed. Great view with Adirondack chairs to sit in and look at the ocean. We very much enjoyed our stay. I highly recommend this place.

Oceanfront Pool. Close to Boston. Free Parking.
This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!

4 Bed 2.5 Bath Water view Downtown with Parking
Great place to stay. Super accommodating and friendly to do business with.

Rocky Neck Studio/Loft, Gloucester, Mass.
cozy space, super friendly host, great location! if im back in the area i would definitely stay here again!

The Waterline – A Private Harborfront Retreat
We had a great stay! The space was spotless and very comfortable — exactly as described. The location was perfect, with so many great restaurants, shops, and attractions within walking distance. We really appreciated how easy it was to get around without a car. Would definitely stay here again!
Wonderful 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

Walk 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!

Cozy Lakeview Guesthouse
Nola has a lovely property and it is comfortable. Also, she is incredibly welcoming and kind.

WATERFRONT-15 min to BOS/3BdRm/2BA
Super responsive hosts and a great place to stay!

Water front cabin-like guest suite on a quiet pond
The place was excelente for a peaceful weekend, I wanted to celebrate my birthday and I brought my birthday cake and I found at the cabin some birthday plates, napkins and candles for my birthday cake, I loved the attention, the kind and I felt very welcomed. The place has magnificent views, I did some kayaking in the white pond, I can’t describe how beautiful was the cabin with the viewing, definitely I will come back.

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
My wife and I had a great time in Jamaica Plains and staying at Elena's place. It was very cozy with easy access to restaurants, transportation and other great places to visit. The bed is super comfortable and the entire place makes you feel like at home. Definitely a must for folks looking to stay in Jamaica Plains

Waterfront 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.

Dreamy Waterfront Oasis | 5★ Location, ♛Queen Beds
Excellent host! Sadi was able to resolve an issue we had with the heater very quickly and extremely responsive. We were really pleased with the upstairs unit, it matched our expectations much better than the downstairs unit. Great Lake views from the kitchen and living room areas. Quiet and peaceful inside. The girls went on a nice walk in the trail nearby. Overall, excellent stay with all the amenities we needed! Keep up the professionalism and good work!

Lakefront Suite Two-Room, Comfy, Tranquil
My husband and I had the coziest stay at this home. The suite was inviting and extremely clean. Lynwood and Denise are such kind and inviting hosts. Would love to stay here 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 4,820 vacation rentals in Downtown, over 4,820 vacation rentals in Back Bay, over 4,820 vacation rentals in South Boston, and over 3,870 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 1,940 house rentals, over 730 condo 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 hotel rentals in Boston?
Experience the best of Boston with our hotel rentals, starting at about $70 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 3,570 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Onset Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Crane Beach
- Rye North Beach
- Scusset Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Things to do Boston
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- Food and drink Boston
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