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Courtesy: Airbnb

The 8 best Airbnbs in Boston

From a Victorian townhouse to - yes - an actual lighthouse, these Airbnb properties make a trip to Boston all the more special

Written by
Eric Grossman
Time Out Boston Staff
Rosemary Waugh
Ella Doyle
Alex Floyd-Douglass

Ready to explore all that Boston has to offer? Don't panic about expensive hotels. We’ve rounded up the best Airbnbs in Boston and, we promise, they’re all the kind of properties that will make your friends green with envy. From chicness on Charles Street to your own Dunbarton treehouse, there’s something about all of these that even the best hotels in Boston can’t match up to. 

For a few more ideas, also take a peek at our lists of the best secluded Airbnbs near Boston and the best waterfront Airbnbs near Boston.

RECOMMENDED: Full guide to travel inspo, vacation ideas, and more

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Best Boston Airbnbs

The rustic loft in downtown Boston
Photograph: Airbnb

1. The rustic loft in downtown Boston

This Airbnb loft will make all your Boston main character dreams come true. With exposed brick walls, cozy couches, and arched windows, as well as a bunch of colorful artwork lining the living spaces. The perfect place to brew a cup of coffee, stare out the window and pretend you’re in a movie, just for a moment.

The beachfront home in Quincy
Courtesy: Airbnb

2. The beachfront home in Quincy

This stunning beachfront home is exactly what the doctor ordered. If you're looking for a place to kick your shoes off on a getaway from Boston, this is the Airbnb for you. Featuring three bedrooms and four bathrooms – all beautifully styled – this property comes fully equipped for up to eight guests. There's a custom-built chef's kitchen complete with stainless steel appliances, a large office for all your WFH needs, and a private yoga space to work on your downward dog on Sunday morning. All that's left to do is open up your balcony doors and breathe in that fresh salty air. Bliss.

The treehouse in Dunbarton
Photograph: Courtesy Airbnb

3. The treehouse in Dunbarton

Get away from it all… 30 feet in the air! This treetop oasis is accessed via a suspended path. You’ll have to bring a sleeping bag, but otherwise, this little forest sanctuary has it all, from a fridge and a wood-burning stove to electricity and Wi-Fi.

The floating B&B on the Freedom Trail
Photograph: Courtesy Airbnb

4. The floating B&B on the Freedom Trail

Sure, you’ve probably already taken a cruise around Boston Harbor, but how about sleeping on it for a night? Docked in a Charlestown marina is a boathouse-turned-studio perfect for a sea-happy couple (but no one else; quarters are snug). There’s no kitchen, but there is a pool on the marina, and there’s even a tiny deck with Adirondacks so you can wave at fellow sea dogs. Pro tip: skip the rental car (parking’s expensive and difficult) and take a water taxi from Logan straight to your boat.

The Wings Neck Lighthouse in Pocasset
Photograph: Airbnb

5. The Wings Neck Lighthouse in Pocasset

New England wouldn’t be New England without its lighthouses. But did you ever imagine actually staying in one? Cook up a storm (while praying there are no actual storms) in the neatly equipped kitchen before climbing the spiral staircase to the lantern room and dreamily admiring the vast Atlantic ocean. What's more? It's only 75 minutes out of Boston.

The historic row house in South End
Photograph: Courtesy Airbnb

6. The historic row house in South End

Sample a true slice of Boston history with a stay in this 19th-century house in the South End. Along with once serving as a meeting place for civil rights leader A. Philip Randolph, the house is awash with historically accurate fixtures and fittings. Make yourself at home sipping bourbon in front of the huge, central fireplace, or enjoy some time with friends on the private roof deck. Just don’t make yourself so at home, you forget all about exploring the surrounding area and its brilliant dining scene.

The second oldest home in Beacon Hill
Photograph: Airbnb

7. The second oldest home in Beacon Hill

It’s the second oldest home in Beacon Hill, itself the oldest neighborhood of Boston. But what makes this space so irresistible is that it feels like a secret abode: A tiny jewel of a basement studio with brick walls peeking out between twee antique furniture. This is true city living (just be aware of the late-night noise), which means you can walk or take public transportation almost anywhere.

The three-story home in Bay Village
Photograph: Courtesy Airbnb

8. The three-story home in Bay Village

As centrally located as this Bay Village brownstone is, it’s going to be hard to get yourself out the door – the decor is just that arresting. A predominantly white canvas serves as background to pristine mid-century lamps and furniture, as well as wall art both minimalist and splashy. The modernist, angular kitchen feels like it belongs in a museum, and the intimate side patio is the perfect spot for a morning coffee while you plot the day’s activities.

More getaway ideas

  • Travel

Given how intense life can often be in our humble metropolis, every Bostonian gets a little stir crazy now and then. Fortunately, all one has to do is hit the road — or hop on a train, bus or ferry — to explore the many wonders of New England.


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