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.

Guest favorite
A serene coastal view reveals a stone jetty extending into calm waters, dotted with sailboats. Lush greenery frames the foreground, while the distant landscape features a quaint town along the shoreline, under a clear blue sky with scattered clouds.

Home in Rockport

5 out of 5 average rating, 43 reviews

New South End Home Quiet Lane To Old Garden Beach

SamiRating, 5 stars3 months ago
Judy was a great host, very gracious and the place is beautiful. We loved walking around the area and would love to come back!
Guest favorite
The charming entrance of the cottage is framed by vibrant greenery and colorful flowers. Two wooden chairs are positioned in front of the entrance, welcoming guests. A decorative flag flutters above the door, completing the inviting scene.

Guesthouse in Annisquam

4.97 out of 5 average rating, 260 reviews

Annisquam Village Bunny Cottage

ChelseaRating, 5 stars2 months ago
Doug’s place is so cozy! Perfect getaway for the weekend. Slept great, I was so comfortable. Will definitely book again!
Guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 301 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

HeatherRating, 5 stars2 months ago
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 favorite
A charming beach house is nestled among tall grasses, with a welcoming deck visible on its front. Soft evening light illuminates the exterior, highlighting the inviting atmosphere of the home. A sandy path leads from the beach to the house, suggesting easy access to the shore.

Guest suite in Gloucester

4.98 out of 5 average rating, 422 reviews

SplashLanding Private Beach Getaway in Gloucester

RajivRating, 5 stars1 month ago
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!
Guest favorite
A sandy beach extends along a calm ocean, where gentle waves lap at the shore. Rocky formations are visible in the water, and a clear blue sky overhead enhances the serene coastal view.

Home in Scituate

4.95 out of 5 average rating, 19 reviews

Button Beach Cottage

Lawrence (Larry)Rating, 5 stars2 months ago
My family stayed over Thanksgiving 2024. The space was clean, pleasantly appointed and in a nice neighborhood. We would return.
Guest favorite
A multi-story coastal home is seen from a rocky shoreline, surrounded by lush greenery. Several white Adirondack chairs are positioned on the patio, enhancing outdoor relaxation. The gray exterior of the house features a large balcony with white railings, blending harmoniously with the natural landscape.

Apartment in Salem

4.98 out of 5 average rating, 374 reviews

Winter Island Retreat

AlexanderRating, 5 stars3 weeks ago
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!
Guest favorite
A private wrap-around porch is shown, featuring a wooden dining table with matching chairs. Sunlight filters through, illuminating the surrounding neighborhood with cozy homes and greenery visible in the background. The space is complemented by a decorative plant on the table.

Apartment in Swampscott

4.9 out of 5 average rating, 105 reviews

Ocean views, Large Deck, Grill, Kid/Dog Friendly

JuliaRating, 5 stars1 week ago
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!
Guest favorite
The modern kitchen features granite countertops and stainless steel appliances. Ample cabinetry provides storage, with a central wooden island offering additional workspace. Natural light enters through the window above the sink, highlighting the clean lines and functional layout of the space.

Home in Rockport

5 out of 5 average rating, 14 reviews

Adorable renovated house, steps from Front Beach

EmilyRating, 5 stars5 months ago
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.
Superhost
The image captures a serene beachfront with gentle waves lapping against sandy shores. Rocks line the edge of the beach, while a clear blue sky stretches overhead, merging with the tranquil sea. The distant coastline features various structures, enhancing the scenic view.

Home in Scituate

4.83 out of 5 average rating, 58 reviews

Sand Hills Barker Tavern RiverClub lighthouse -

JordannaRating, 5 stars1 month ago
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.
Guest favorite
An inviting living space features whitewashed wood walls and a light-colored floor. Comfortable seating includes two sofas, complemented by a small wooden table and chairs. Unique lighting fixtures hang from the ceiling. A decorative surfboard and potted plants add to the coastal ambiance.

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

RachelRating, 5 stars3 weeks ago
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!
Guest favorite
A well-maintained outdoor area is highlighted, featuring a grassy lawn leading up to stone steps. The house, adorned with dark siding, is framed by a large tree and offers a welcoming seating arrangement on the porch. Clear skies provide ample natural light.

Condo in Gloucester

4.96 out of 5 average rating, 100 reviews

Luxurious beach house w/ harbor views & near beach

KathleenRating, 5 stars3 months ago
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!
Guest favorite
The exterior of a charming two-story home is showcased, featuring wooden paneling and a welcoming wreath on the front door. A large balcony offers views of the serene harbor, surrounded by low shrubs and a path leading down to the water.

Home in Gloucester

4.97 out of 5 average rating, 116 reviews

Harbor View Walk to Town&Beach, 6 Guests King beds

SharonRating, 5 stars4 months ago
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.

Stay near Boston's top sights

Boston University110 locals recommend
Harvard University574 locals recommend
Fenway Park815 locals recommend
Boston Common567 locals recommend
Northeastern University39 locals recommend
TD Garden243 locals recommend

Private vacation rentals in Boston

Superhost
The entrance to the bungalow features a welcoming wooden door with a decorative glass panel. Soft lighting illuminates the path and entryway, surrounded by well-maintained plants. Stone steps lead up to the door, creating a charming approach to the home.

Home in Beverly

4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars2 months ago
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!
Guest favorite
A spacious deck offers panoramic ocean views with comfortable seating arrangements. A dining table is set with place settings, inviting guests to enjoy meals outdoors. The calm waters and distant shoreline create a serene coastal atmosphere, enhancing the outdoor experience.

Home in Annisquam

4.94 out of 5 average rating, 18 reviews

Beach House on a Private Beach!

LauraRating, 5 stars6 months ago
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!
Guest favorite
An aerial view captures a spacious coastal home, surrounded by lush trees with changing leaves. The structure showcases a wraparound deck, and the sloped lot offers a rocky edge, enhancing the natural setting. Nearby residences are partially visible through the foliage.

Apartment in Rockport

4.93 out of 5 average rating, 153 reviews

Hidden Gem! Short term rental steps from 2 beaches

KarenRating, 5 stars1 month ago
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.
Guest favorite

Apartment in East Boston

4.97 out of 5 average rating, 144 reviews

Nxt to ocean, 5 min dntwn by T

GraceRating, 5 stars2 weeks ago
This was an amazing stay and great location!
Superhost

Apartment in Downtown Boston

4.72 out of 5 average rating, 32 reviews

(42L2) Celtics, Bruins! Lets GO!

LaurenRating, 5 stars2 weeks ago
Right by the arena! Very convenient and flexible booking!
Guest favorite
An expansive view of the harbor is captured, showcasing numerous sailboats anchored in the water. Lush green grass and wooden benches frame the scene, with a flagpole standing nearby. A large tree casts shade on the area, contributing to a peaceful atmosphere.

Condo in Marblehead

4.99 out of 5 average rating, 171 reviews

Harbor Hideaway

MacyRating, 5 stars3 months ago
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!
Guest favorite
A serene beach scene features soft, sandy dunes leading down to a tranquil shoreline. Gentle waves meet the sand under clear blue skies, with sparse vegetation and distant beach houses visible along the coast. The landscape invites relaxation and exploration.

Cottage in Scituate

4.98 out of 5 average rating, 44 reviews

"Shore Bet" Humarock Beach Cottage - Scituate

EileenRating, 5 stars2 months ago
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+
Superhost
A modern shower area features marble-patterned tiles and a sleek shower system with multiple jets. A built-in shelf holds various toiletries, and contrasting dark tiles create visual interest on the floor.

Apartment in Lynn

4.93 out of 5 average rating, 14 reviews

Spacious 3 BR Apartment Suite

Menfil ARating, 5 stars1 month ago
Very responsible with all the things that are listed

Boston waterfront vacation rentals

Guest favorite
The exterior of the two-story residence is shown, featuring light gray siding and a spacious driveway. A white railing encloses a deck area, while a dark grill and blue chairs are visible on the patio. The ocean is seen in the background.

Home in Weymouth

5 out of 5 average rating, 34 reviews

OCEAN FRONT HOME with PRIVATE BOAT MOORING

JavielRating, 5 stars1 month ago
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.
Guest favorite
A bright interior is showcased with large glass doors opening to scenic harbor views. A cozy seating area includes a gray sofa and armchair, while a circular table with turquoise chairs invites dining or leisure. Soft light hangs from a stylish ceiling fixture.

Condo in Rockport

4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

MollyRating, 5 stars3 months ago
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!
Superhost
An aerial view captures the serene landscape surrounding a guest suite by the Mill River. Lush greenery and residential homes are visible, with the river flowing gently nearby. The picturesque blue waters reflect the sky, while boats are seen sporadically along the shoreline.

Guest suite in Gloucester

4.82 out of 5 average rating, 56 reviews

waterview guest suite

AndrewRating, 5 stars1 month ago
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!
Guest favorite
An aerial view captures several charming homes nestled along a lush green waterfront. A private dock extends into the water, surrounded by rocks and greenery. The scene conveys a serene landscape, blending nature and cozy residences complemented by gentle water reflections.

Home in Gloucester

5 out of 5 average rating, 9 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

JessicaRating, 5 stars3 months ago
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.
Guest favorite
A spacious family room features large windows offering panoramic ocean views. A modern kitchen island with a marble countertop is complemented by four beige chairs. Natural light illuminates the room, highlighting the comfortable seating area and subtle decorative elements.

Apartment in Rockport

4.99 out of 5 average rating, 118 reviews

4 Bed 2.5 Bath Water view Downtown with Parking

ChloeRating, 5 stars3 weeks ago
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.
Guest favorite
The image captures a cottage set against a backdrop of trees, featuring a spacious deck with seating and an umbrella. A seasonal dock extends over calm waters, leading to a small sandy area bordered by stones and greenery.

Cottage in Essex

4.96 out of 5 average rating, 99 reviews

Lakefront cottage for a fun, relaxing getaway.

EdRating, 5 stars1 month ago
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!
Guest favorite
Seating for two is positioned by expansive windows, offering views of the ocean and harbor at sunset. Natural light enhances the inviting atmosphere, while curtains frame the scene, highlighting the serene coastal setting.

Condo in Rockport

4.96 out of 5 average rating, 77 reviews

Rockport Oceanfront 1 Bed Apt Heart of Downtown

YailyRating, 5 stars4 months ago
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.
Guest favorite
A two-story white house rests on rocky terrain near the water’s edge. Large windows and a four-season porch are visible, allowing for scenic views. The structure is elevated on stilts, with greenery framing the property and a calm harbor in the background.

Home in Gloucester

4.93 out of 5 average rating, 153 reviews

Wonderful Rocky Neck home on Gloucester harbor

KathleenRating, 5 stars1 month ago
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

Superhost
A serene view showcases the antique house reflecting in the calm waters of Redd's Pond. Lush greenery and trees frame the scene, creating a peaceful ambiance with clear blue skies above.

Home in Marblehead

4.75 out of 5 average rating, 166 reviews

Walk to Everything Great about Marblehead!

RoryRating, 5 stars3 months ago
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 favorite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.

Guest suite in Sharon

4.97 out of 5 average rating, 182 reviews

Cozy Lakeview Guesthouse

JosephRating, 5 stars3 days ago
Nola is amazing! Very friendly with a very clean place. Definitely recommend as Nola's energy makes the place feel comfortable!
Guest favorite
An enclosed outdoor deck is framed by wooden posts, providing a view of the Charles River. Sunlight reflects off the water, highlighting the calm surface. A nearby dock is visible, along with lush greenery surrounding the area.

Home in Newton

4.84 out of 5 average rating, 569 reviews

WATERFRONT-15 min to BOS/3BdRm/2BA

ChantelleRating, 5 stars1 month ago
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 favorite
A wooden dock extends over calm waters, surrounded by lush greenery. Two red umbrellas provide shade over metal chairs. A blue inflatable float and a seating area enhance the inviting lakeside atmosphere. Steps lead down into the water from the dock for easy access.

Guest suite in Concord

4.98 out of 5 average rating, 122 reviews

Water front cabin-like guest suite on a quiet pond

JeriseRating, 5 stars1 month ago
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.
Guest favorite
A fully equipped kitchen features a spacious granite countertop with seating for four on elegant black bar stools. Natural light streams in from the nearby window, illuminating the fresh purple flowers arranged as a centerpiece.

Condo in Jamaica Central - South Sumner

4.9 out of 5 average rating, 251 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Scott And ChristineRating, 5 stars3 months ago
Thank you Elena! We will definitely be back when we are in Boston!
Guest favorite
A private patio area includes a round table with six chairs and a lounge chair, all set on a stone surface. A large umbrella provides shade. The view overlooks a serene lake with sailboats and lush greenery along the shore.

Apartment in Arlington

4.98 out of 5 average rating, 192 reviews

Lakeside apartment, patio, hot tub, outside shower

KrystalRating, 5 stars1 month ago
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 favorite
A modern house is situated by the lake, featuring a spacious deck with multiple large windows that provide views of the water. A staircase leads from the deck down to a dock area, which is lined with natural rocks, enhancing the lakeside setting.

Guest suite in South Hamilton

4.96 out of 5 average rating, 279 reviews

It’s better to wake at the Lake 2BR guest suite

ShashRating, 5 stars3 weeks ago
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!
Guest favorite
The entrance features a welcoming porch with white railings, flanked by colorful flower pots and hanging baskets. A brightly painted totem pole adds a touch of character beside a neatly manicured garden. The well-kept pathway leads to a white door, inviting guests inside.

Apartment in Medford

4.93 out of 5 average rating, 312 reviews

Garden Apartment for Vacation & Business Travelers

CarissaRating, 5 stars1 month ago
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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston