Airbnb Boston, Massachusetts: Condos, Lofts, Apartments, Bungalows, Brownstones, Townhouses, & Mansion

12 Incredible Airbnbs in Boston, Massachusetts

Boston is one of the oldest cities in the US, which means the city is chock full of historic landmarks. No trip to Beantown is complete without visiting the iconic buildings along Freedom Trail or touring the city on a famous Duck Boat! 

If history isn’t your thing, you’ll still find plenty of fun things to do in Boston. With massive museums, cultural events, and excellent restaurants, there is so much going on in this vibrant city. Nestled on the coast of Massachusetts, Boston is even home to some seriously beautiful beaches! 

Whether you choose to stay in the trendy South End or base yourself right downtown in Back Bay, exploring Boston’s major attractions is a cinch thanks to the city’s excellent public transportation. Hop on the “T” and take a train to Harvard Square, Fenway Park, or Faneuil Hall. Everything is within easy reach!

Whether you’re planning a memorable family holiday, a romantic retreat, or a celebratory trip with friends, there’s no doubt that you will find a unique Airbnb in Boston perfect for you. From historic homes to swanky lofts and luxurious estates, the options are plentiful. 

Finding the perfect vacation home might seem overwhelming, so we have picked out 12 of the best Airbnbs in Boston to make your decision just a little bit easier!

Top 10 Things To Do in Boston

Boston Airbnb: Condos, Lofts, Apartments, Bungalows, Brownstones, Townhouses, & Mansion
  1. Get in line to sample Boston’s best lobster rolls at Neptune Oyster. It’s worth the wait!
  2. Tour the 2.5-mile Freedom Trail and stop off at 16 of the most historic landmarks in the city. 
  3. Learn all about Boston’s history on land and water on an iconic Duck Boat tour.
  4. Shop for fresh produce and delicious prepared meals to enjoy at your Airbnb at the bustling Boston Public Market.
  5. Take a stroll through Boston Common and Public Garden, America’s first botanical garden.
  6. Peruse over 500,000 paintings, sculptures, and works of art at the Museum of Fine Arts.
  7. Have a beach day at one of the many nearby beaches. Singing Beach and Crane Beach are both easy to reach via public transport. 
  8. Catch a Red Sox game at Fenway Park. Built in 1912, this ballpark is the oldest in the MLB!
  9. Take a tour of Boston’s most famous brewery, Samuel Adams Brewery. Feel free to sample a brew or two.
  10. Indulge in some delicious cannolis at Mike’s Pastry in Little Italy. The North End is famous for its authentic Italian fare. 
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Why Stay in an Airbnb in Boston

Why Stay in an Airbnb in Boston, Massachusetts

There are plenty of cool boutique hotels in Boston, but there are also plenty of perks to staying in an Airbnb. First off, you’ll have the chance to stay in a local neighborhood, instead of staying in a more touristy hotel. Boston is a massive city, so you’ll appreciate getting travel and dining tips from your friendly Airbnb host.  

The selection of cool Airbnbs in Boston is extensive. You can opt for 5-story townhomes on Beacon Hill, swanky studios in the heart of town, or historic inns in nearby Salem.

By choosing to stay in an Airbnb, you’ll get way more value compared to a hotel. Most Boston vacation homes are much nicer and more spacious than your average hotel room. Another added perk is that you’ll have a kitchen to prepare home-cooked meals, which saves on dining costs. Although we definitely recommend sampling as many of Boston’s famous restaurants and food halls as possible!

Plus if you are traveling as a large group, Airbnbs usually cost less per person than paying for multiple hotel rooms. This is especially true in the summer months, on holidays, and during annual events like the Boston Marathon when tourism is at its height.  

Search Boston Hotels and Vacation Rentals

The 12 Best Airbnbs in Boston, Massachusetts

Best Boston Airbnbs for Couples and Solo Travelers

1. Bright & Spacious Loft Near Boston Common

Best Airbnbs in Boston, Massachusetts: Bright Spacious Loft
Photos: Bright & Spacious Loft Steps to Boston Common

This 1-bedroom Boston Airbnb is the perfect pick for solo travelers, couples, or small families who want to be right in the heart of town. The 1,000-square-foot loft is located on the Downtown Crossing pedestrian street so Boston Public Garden and the Freedom Trail are just a short walk away!

The sunny living room features a large sectional couch, chic modern chairs, and a smart TV with Netflix and HBO Max. The luxury kitchen boasts granite countertops, stainless steel appliances, and everything you need to prepare home-cooked meals. Roche Bros. supermarket is right across the street, which makes grocery shopping ultra-convenient.

Head into the separate bedroom and you’ll find a Cloud Comfort queen bed, 100% Supima cotton linens, and plenty of closet space. There is a sleeper sofa in the cozy alcove that can accommodate one adult or two small children if you need extra sleeping space.

2. Fort Point Studio with Roof Deck

Best Boston Airbnbs and Vacation Rentals: Fort Point Studio
Photos: Bright Fort Point Studio

Located in the artsy Fort Point neighborhood, this stylish Boston studio is the perfect pick for solo and business travelers. Not only is it centrally located but the area is known for its excellent galleries – so this Airbnb is ideal for art enthusiasts. It also happens to be one of the city’s most up-and-coming neighborhoods, so expect to encounter all sorts of trendy restaurants and cafes.

With exposed brick walls, wooden beams, and large windows, you’ll love the sun-drenched living room. You can unwind on the modern sofa, have a movie night on the flat-screen, or get some work done at the workstation.

The space also features a fully outfitted kitchen. With high-end appliances, plenty of counter space, and top-of-the-line cookware, you’ll have everything you need to cook at home if you don’t feel like going out. The bedroom is located just off of the kitchen and boasts a queen-sized bed and a recently remodeled ensuite bath. 

One of the coolest things about this Boston Airbnb is that you’ll have access to the shared roof deck. Head up here during sunset and enjoy sweeping views of the city!

Check Price & Availability on VRBO

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3. Modern 1-Bedroom Apartment in Kendall Square 

Best Airbnbs in Boston, Massachusetts: Modern Kendall Square Apartment
Photos: Corner Kendall Square 1-Bedroom

Set right in the heart of Cambridge’s hip Kendall Square neighborhood, this modern 1-bedroom apartment is the perfect pick for digital nomads or business travelers looking for a comfortable place to base themselves. 

This Boston Airbnb is located near plenty of farm-to-table restaurants, third-wave coffee shops, and co-working spaces, so it offers the perfect mix of work and pleasure. Plus the Kendall transit stop is a 4-minute walk away which makes getting around the city a breeze.

With polished concrete ceilings, hardwood floors, and large picture windows, you’ll love lounging around in the spacious living room. The open-plan room also features a kitchenette with a small stove and everything you need to prepare basic meals. And if you need to get some work done, there’s even a cozy office nook. 

You’ll also have access to the complex’s fully outfitted fitness center if you want to keep up with your workout routine and a shared lounge area if you want to make new friends!

Check Price & Availability on Expedia

4. Colorful Apartment Near Revere Beach

Best Boston Airbnbs and Vacation Rentals: Colorful Revere Beach Home
Images courtesy of Stunning Apt. Oceanview-3

If you’re looking to take an ultra-relaxing beach vacation or romantic getaway, look no further than this adorable Boston Airbnb. This colorful 1-bedroom apartment is located near Revere Beach, six miles from the heart of Boston. You’re just a 5-minute walk to the beach and the Beachmont transit station so getting to the city or the airport is a cinch!

The thoughtful Airbnb hosts have put love and care into every detail of this beach home. Not only is the space tastefully decorated with modern furniture, beautiful artwork, and thoughtful accents, but they provide you with plenty of extras too. Expect a generous “snack basket” upon arrival and a handy welcome guide filled with insider travel and dining tips. 

With its bright orange accent wall and matching orange decor, the living room is just picture perfect. You can relax on the modern sofa, curl up with a good book in the reading nook, or warm up by the fireplace. 

The colorful kitchen is fully outfitted with everything you need to prepare a romantic dinner for two, including copper pots and pans, stainless steel appliances, and basic cooking supplies. Head outside where you can dine alfresco on the private deck or simply take in the partial ocean views!

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5. Art-Filled 3-Story Townhouse Near Boston Public Garden

Best Airbnbs in Boston, Massachusetts: Art-Filled House by Public Garden
Images courtesy of Airbnb

With its modern furniture and hip artwork, this luxury 3-story townhouse might just be the most stylish Airbnb in Boston. It is nestled in Bay Village – one of Boston’s oldest neighborhoods – just three blocks from the shops on Newbury Street and Boston Public Garden.

With three comfy bedrooms, this vacation home can sleep up to seven guests so it’s perfect for a family vacation. The great room has all sorts of cool features. You can play some tunes on the guitar or piano, watch the big game on the large smart TV, or enjoy a family dinner at the formal dining table. 

The chef in the group will love the gourmet kitchen. It boasts Miele appliances, a large island with bar stools, and tons of complimentary snacks and cooking supplies. You’ll also have access to a private patio with plush loungers on the second floor. It’s the perfect place to unwind after a day out on the town!

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6. Historic Beach Cottage in Nahant

Unique Boston Airbnbs and Vacation Rentals: Historic Nahant Bungalow
Images courtesy of Charming New England Cottage

This one-of-a-kind cottage is located in the quaint seaside town of Nahant, just 12 miles north of Boston. With three bedrooms, Hillcrest Cottage by the Sea can sleep up to six guests. Built in 1900, this 1,200-square-foot beach bungalow has been recently renovated so expect a combination of rustic charm and modern luxury.

With cathedral ceilings, exposed wooden beams, and a stone fireplace, the living room is absolutely adorable. Head up the spiral staircase and you’ll find a loft area with a large loft-style bedroom. 

The kitchen is incredibly spacious and perfect for cooking meals as a group. There’s also a barbecue on the outdoor deck so you can grill up burgers and steaks and enjoy alfresco meals. Or if it’s too chilly there’s a cozy breakfast nook in the kitchen.

You can easily walk to the area’s three scenic beaches or if you want to head into the city, the train to Boston is a couple of miles away!

Check Price & Availability on VRBO

7. Stylish 3-Bedroom Broadway Home in South Boston

Coolest Airbnbs in Boston, Massachusetts: Southern Broadway Condo
Images courtesy of Breathtaking 3 Bedroom

If you’re looking to stay in the trendy South Boston neighborhood, this is one of the best Airbnbs in town. Beaches, bars, and Broadway are all within walking distance from this incredible home. This stylish 3-bedroom condo is situated in a 100-year-old building and has been completely renovated so expect everything to be brand new!

The open-plan living area features a comfortable leather couch, a brick fireplace, and a 62-inch smart TV with Roku. It’s the perfect spot to enjoy a relaxing movie night after a day exploring the city. The space opens up to the fully equipped kitchen that has everything you need to prepare gourmet meals at home. 

You’ll find full-size bunk beds in the basement bedroom, a queen-sized Murphy bed in the first-floor bedroom, and a king-sized bed with an ensuite bath on the second floor. There is also an air mattress available so this Airbnb can sleep up to eight. Downtown Boston is just a few miles away but you’ll have plenty to explore by walking around your own neighborhood!

Check Price & Availability on Expedia

8. Luxurious, Rustic Farmhouse in Jamaica Plain 

Best Boston Airbnbs and Vacation Rentals: Rustic Farmhouse
Images courtesy of Airbnb

This luxurious 3-bedroom home is located in the diverse and trendy Jamaica Plain neighborhood. This area is known for its lush parks, scenic trails, and eclectic culinary scene. The iconic Forest Hills Cemetery, Samuel Adams Boston Brewery, and Arnold Arboretum are all just a short stroll away.

With its chic yet comfy decor, this Boston Airbnb gives out rustic farmhouse vibes. And there’s an overstuffed sofa and massive flat-screen so you can have a relaxing movie night in the homey living room. 

The great room also features a chef’s kitchen with marble countertops, stainless steel appliances, and everything you need to cook meals for the group. The extra-long breakfast bar can sit up to seven people so it’s perfect for socializing! You can also serve formal meals at the rustic farm table. 

You’ll also have access to a private back deck where you can enjoy your morning coffee. The host also goes above and beyond and provides you with a guide full of dining and travel tips so you’ll have insider knowledge of what to eat, see, and do in the area!

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Best Boston Airbnbs for Large Groups and Events

9. Historic 19th-Century Beacon Hill Townhouse

Best Airbnbs in Boston, Massachusetts: Historic Beacon Hill Townhouse
Images courtesy of Airbnb

This 19th-century Beacon Hill townhouse is the perfect pick for families who want to be in the heart of town. This incredible Boston Airbnb is located on a pedestrian street in historic Beacon Hill, which means Boston Public Garden and the Freedom Trail are right outside your door. This 4-bedroom home is a great place to base yourself if this is your first trip to Beantown.

This antique-filled vacation rental was originally built in the 1850s and then fully renovated in 2012, so there are historic elements and modern furnishings throughout. With a comfy sofa, a gas fireplace, and classic art, you’ll love lounging around in the living room. And if you need to get some work done the home is equipped with lightning-fast internet, a spacious study, and plenty of dedicated workstations. 

With granite countertops and high-end appliances, and you can whip up holiday meals in the chef’s kitchen. There’s also a small patio with a grill if you feel like hosting a barbeque dinner. Head into the regal dining room where you can enjoy family meals each evening.

Each of the four bedrooms is different and boasts unique elements from jacuzzi tubs to reading nooks and antique decorations.

10. Expansive 13-Bedroom Retreat Near Downtown

Best Boston Airbnbs and Vacation Rentals: Massive Downtown Retreat
Images courtesy of New – Unique 3 Floors Boston Retreat

This is one of the most unique Airbnbs in Boston if you’re planning a massive family reunion or company retreat. This expansive vacation home is comprised of three separate units in one building. The best part is, you’ll have the entire building to yourself!

With a total of 13 bedrooms and plenty of extra sleeping space, this vacation rental can sleep up to 40 guests. And with multiple kitchens, living rooms, and outdoor terraces, you’ll have tons of space. 

Each of the fully equipped kitchens features stainless steel appliances, colorful accents, and modern furnishings. You’ll also have access to an outdoor grill if you want to host a lavish barbeque dinner for the group. You can relax in the living rooms, which boast comfy couches, funky art, and smart TVs with Rokus.

This Airbnb is conveniently located in the center of town, so you’ll have all sorts of bars, restaurants, and entertainment venues are right outside your door. You can also walk to Savin Hill Station and take the Redline to the city center in just 10 minutes.

Check Price & Availability on VRBO

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11. The Merchant: Historic Inn in Salem with Concierge Service

Best Airbnbs in Boston, Massachusetts: Salem Merchants Mansion
Images courtesy of The Merchant

Located in the heart of Salem, this historic inn was designed by famous Federal-style architect Samuel McIntyre in 1784. The Merchant was fully renovated in 2015 so expect modern amenities, historic charm, and original architectural details throughout this one-of-a-kind Airbnb. 

If you’re planning an extra-special celebration with family and friends this unique 11-bedroom boutique hotel is the perfect pick. All of Salem’s historic attractions and hip bars and restaurants are a short stroll away. If you’d like to visit Boston, the commuter rail is an 8-minute walk away or you can opt to take the ferry to the city from Salem Harbor.

Each of the 11 boutique hotel rooms has a plush king or queen-sized bed, a fireplace, a designated workstation, and colorful modern decor. You’ll love socializing in the gorgeous lounge. The entire space is splashed with color and features two fireplaces and plenty of sitting areas. 

You can mix up cocktails at the fully outfitted wet bar and host cocktail hour on the spacious outdoor deck. Head into the fully outfitted kitchen which has everything you need to make lavish feasts. This Airbnb comes with a daily concierge service so they’ll even do your grocery shopping and food delivery for you!

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12. Luxury Triplex in Historic Fort Hill

Cool Boston Airbnbs and Vacation Rentals: Historic Fort Hill Triplex
Images courtesy of Airbnb

If you’re planning an epic reunion with family and friends, this is hands down one of the best Airbnbs in Boston. This historic triplex is comprised of three separate apartments all located in the same building. With 7 bedrooms, 12 beds, and room for 29 guests, this unique Airbnb is perfect for your next big trip!

The apartments are located in the hip Fort Hill neighborhood, which means that a range of bars, restaurants, and iconic landmarks are within walking distance. Plus, it’s close to the T so downtown Boston is within easy reach. 

Each of the units is decked out in modern furniture, funky decor, and colorful accents. You’ll have access to multiple living areas and fully equipped kitchens, so it’s perfect if you want to gather or cook meals as a group or want some private time. Each bedroom boasts modern decor, Tempur-Pedic mattresses, and luxury linens.

That’s it – 12 of the best Airbnbs in Boston! Do you have a favorite vacation rental in Boston? Let us know in the comments below.

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About the Author:

  • Nick Wheatley

    Nick took his first solo trip abroad to Ireland and Scotland when he was just 19. Since then he has visited over 70 countries around the world (plus 45 states in the USA).

    He coupled his passion for travel photography with Val’s passion for writing and thus Wandering Wheatleys was born. He now lives in Asheville with his two rambunctious kids, Humphrey and Wilhelminha.

    Besides photography, Nick loves eating the weirdest food he can find in a country (sheep’s brain currently sits in first place) and making Val get up an hour before sunrise to make sure he gets “the good light”.

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