Dating back to 1630, Boston was one of the first settlements established in the United States. It’s positively dripping with history, with Revolutionary War battle sites, historic buildings and streets, and the US’s oldest public park. While history buffs will love it, it’s also a haven for foodies, sports fans, and lovers of all things art and music.

With everything going on in Boston, it’s usually the destination on any Massachusetts itinerary – so, you’ll need a place to stay. Rather than looking at hotels and hostels, you might want to check out vacation rentals in Boston – especially if you want a home away from home!

That’s where we come in. We’ve searched through the best Airbnbs in Boston and put together this list. Not only that, we’ll look at Airbnb Experiences too, so you can have a great time when you’re there. Strap yourself in; this is going to be fun!

Quick Answer: These are the Top 5 Airbnbs in Boston

Overall Best Value Airbnb in Boston
Remodeled Studio in Back Bay
Overall Best Value Airbnb in Boston

Remodeled Studio in Back Bay

  • > $$
  • > Two guests
  • > Awesome location
  • > River views
Best Budget Airbnb in Boston
Boston Fenway Inn
Best Budget Airbnb in Boston

Boston Fenway Inn

  • > $
  • > Up to four guests
  • > Lounge and games room
  • > Up to 60 rooms available
Best Airbnb for Couples in Boston
Cozy-Apartment in Historic Beacon Hill
Best Airbnb for Couples in Boston

Cozy Apartment in Historic Beacon Hill

  • > $$$$
  • > Two guests
  • > Queen bed
  • > Fully equipped kitchen
Best Airbnb for Families in Boston
Luxury Two Bed in South End
Best Airbnb for Families in Boston

Luxury Two Bed in South End

  • > $$$$
  • > Six guests
  • > Fully equipped kitchen
  • > Smart TV
Over-the-Top Luxury Airbnb in Boston
Relaxing Treetop Luxury
Over-the-Top Luxury Airbnb in Boston

Relaxing Treetop Luxury

  • > $$$$$$
  • > Nine guests
  • > Chef’s kitchen
  • > Farmhouse aesthetic

Looking for other types of accommodation? Check out our guide to Where to Stay in Boston

What to Expect from Airbnbs in Boston

Backpacking Boston is an amazing experience, but only if you have the right accommodation. Luckily, there is a wide range of Airbnbs in Boston to choose from. From historic houses in the oldest neighbourhood, Charleston, to epic views of the skyline from South End and Roxbury, you won’t have trouble finding something to suit you. 

On the whole, accommodation in Boston can be quite expensive, so for travellers on a budget, it may be best to narrow your search to private rooms, just to make sure you don’t break the bank. 

Many private rooms will be rented from locals or boutique hotels. Closer to the city centre, you may find you’re renting your Airbnb from a business rather than a local host. They’ll still be on hand in the unlikely event you have any issues with your accommodation, and you can still ask them for inside info on what to see and do.

Cape Cod Boston

Entire Flat

The most common kind of flat you’d usually find on Airbnb, there are plenty of these to choose from in Boston. Entire flats are the best option if you want to be close to all the action. They’re the most popular type of place in Back Bay, Downtown, and Beacon Hill. Be warned though, if you’re looking at these areas, you’ll have to set a chunk of your budget aside!

At least you can expect a lot from the flats, though. Across the board, you’re sure to get a fully-equipped kitchen, living area, and at least one queen or king bed. Some flats may even have access to pools and gyms – or maybe roof terraces where you can admire views of the city! 

Townhouse

With more than 90 townhouses in Boston to choose from, this is a more exclusive type of property than your entire flat. These multi-level houses are great for gatherings of family and friends, with many hosting up to six or seven guests – there are even some that can sleep twelve!

Townhouses in Boston are a good option for budget or solo travellers, too. However, you won’t be booking an entire place. There are a lot of private rooms available in townhouses due to the huge number of students who call Boston home. 

For entire townhouses and private rooms, you’ll have access to fully equipped kitchens, living areas, and some even have cute little gardens where you can chill out! 

When to Visit Boston

Boat

The last of the three is certainly one of the most unique types of accommodation in Boston. However, with such a large harbour and a love of seafood in Boston, it shouldn’t be such a surprise that you can stay on a boat! 

All of the boats are based around Boston Harbour, with the choice between yachts and houseboats. Both of these options are quite expensive, but make for a wonderful special occasion should you book. 

If you book a houseboat or yacht, you won’t be missing out on the homely features that you’d get in a townhouse or entire flat. It is worth noting that boats are moored to the dock, and you won’t be able to sail anywhere – at least not in the one you book for accommodation!

Why Stay in an Airbnb

By now, you probably don’t need any more convincing that a vacation rental is a good idea. But we’re going to give you our five best reasons to book Airbnb anyway! 

  • Local Experience: With a local host on hand, you can get the inside knowledge on the best things to see and do in Boston that you won’t find in the guidebook.
  • Unique Properties: Airbnb boasts properties that have character and charm you just don’t get in dreary chain hotels – as you’re about to see!
  • Affordability: Similarly, hotels just can’t compete with Airbnbs when put next to an equally priced property. And value for money is important in a city like Boston!
  • Safety: Airbnbs review system vets both guest and host, so both of you are safe in the knowledge that you can trust each other. Oh, and Airbnb Support are on hand 24/7, too!
  • Airbnb Experiences: Airbnb isn’t only about where to stay; it offers Experiences curated by locals that will leave you with wonderful memories of your vacation. Visit the hidden gems of Boston with a knowledgeable guide. More on that later! 
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Boston itinerary
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The Top 15 Airbnbs in Boston

Now you know why you should stay in an Airbnb, it’s time to decide where. Here is our list of the 15 best Airbnbs in Boston – arranged to suit your budget and travel style. 

Overall Best Value Airbnb in Boston | Remodeled Studio in Back Bay

Remodeled Studio in Back Bay, Boston
  • $$
  • Awesome location
  • Two guests
  • River views

Looking out over the Charles River Basin, you’ll find this great little studio flat. The furnished apartment is just a hop, skip, and a jump from Newbury Street; from there, you can easily get around the city. Because it’s a studio, this is best suited to either a couple or a solo traveller. There’s a small kitchen where you can prepare meals if you don’t fancy eating out. Enjoy your meals on the balcony overlooking the river! 

This cute little studio makes for a perfect place to stay for couples or solo travellers in Boston. Enjoy views over the Charles River Basin from the balcony with your morning coffee, or a lunch made in the well-equipped kitchen. 

Best Budget Airbnb in Boston | Boston Fenway Inn

Boston Fenway Inn, Boston
  • $
  • Lounge and games room
  • Up to four guests
  • Up to 60 rooms available

Sometimes, no matter how hard you look, it’s impossible to find a cheaper place to stay than a hostel. That’s not a bad thing, however. With more than 60 rooms available, you can keep a tight budget by sharing a dorm, or you can up your price a little to have the privacy of a private room. Thanks to the lounge and games room, you can make new friends here – a bonus if you’re travelling solo. 

Budget Tip: Dorms in Boston start from $10USD per bed. They’re the cheapest accommodation in the city. Search for hostels in the area!

Perfect Airbnb for Solo Travellers | Private room near Downtown

Private room near Downtown
  • $
  • Private bathroom
  • Two guests
  • Access to kitchen and living room

If you’re travelling solo but have a little more flexibility in your budget, choose a private room in a homestay over a hostel. This is a great way to save on costs while getting the inside info on all the best things to see and do from your local host. You’ve got access to the kitchen and dining room, so no need to eat out alone, and there’s a private bathroom, too. 

Best Short Term Rental for Couples | Cozy Apartment in Historic Beacon Hill

Cozy Apartment in Historic Beacon Hill
  • $$$$
  • Queen bed
  • Two guests
  • Fully equipped kitchen

The Beacon Hill area of Boston is a wonderful base for any type of traveller, and this flat with its queen bed and huge sofa is particularly good for couples. Turn the lights down low and light the fire to create a romantic atmosphere, perhaps cosying up to watch a movie on the big screen. There is an option here to use a cot, so it could even suit a couple with a baby or small child. 

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Best Airbnb in Boston for Families | Luxury Two Bed in South End

Luxury Two Bed in South End, Boston
  • $$$$
  • Fully equipped kitchen
  • Six guests
  • Smart TV

With two bedrooms, three beds, and room for up to six, this is a wonderful Boston Airbnb if you’re travelling with the family. The easy self-check-in process is flexible, so it doesn’t matter if your flight arrives late – you’ll still get in! Once you’re inside, it’s a beautiful and contemporary apartment. There’s a comfy living space where you can catch a movie, and if you don’t want to eat out, cook a family favourite in the fully equipped kitchen.

Over the Top Luxury Airbnb in Boston | Relaxing Treetop Luxury

Relaxing Treetop Luxury, Boston
  • $$$$$$
  • Chef’s kitchen
  • Nine guests
  • Farmhouse aesthetic

One of the most beautiful and extravagant properties in Boston, this luxury Airbnb is one we can all dream about. And some of us might even be lucky enough to book it! With a rustic farmhouse aesthetic, the four-bedroom home would be perfect for a family gathering or a group of friends to kick back after exploring the city during the day. It has a chef’s kitchen, a private back deck, and all beds have Tempurpedic-quality mattresses. You’ll be assured of a good night’s sleep! 

Best Entire Flat in Boston | Beacon Hill Studio with Patio and Parking

Beacon Hill Studio with Patio and Parking
  • $$$
  • Outdoor patio
  • Two guests
  • Indoor fireplace

It’s rare that you’d get access to such a large backyard in a central city location, but this place is the exception to that rule. Shared with an upstairs flat, the yard is one of the most exciting things about this entire flat – you’ve got a dining table out there and a BBQ! Thankfully, the interior is just as stunning, with a rocking chair, a comfortable sofa, and a queen bed. Another perfect property for a couple. 

Best Townhouse in Boston | Historic Townhouse in centre of Boston

Historic Townhouse in centre of Boston
  • $$$$$
  • Awesome location
  • Six guests
  • Original architectural features

Leave your house down the cobblestone alleyway to the whole North End neighbourhood on your doorstep. Originally a carriage house owned by furniture makers, this even has original touches, like a winch and pulley used to move hay to the higher floors, as well as exposed brick works and wooden roof beams. These blend with the modern touches, like a TV, vinyl turntable with phone/iPod connectivity, and a fully equipped kitchen. 

Best Boat in Boston | Fun Houseboat

Fun Houseboat, Boston
  • $$$$
  • Fully equipped kitchen
  • Six guests
  • Queen bed

Disappointed that none of the properties we’ve shown you so far are floating in Boston Harbor? Well, this houseboat might just be for you. You get all of the mod-cons you’d get in a flat or townhouse – but it’s on water! The boat is completely safe too, located in a gated marina just a stone’s throw from North End and its attractions, like the New England Aquarium. As well as a stateroom, there are two beds in a loft and a queen-sized sofa in the living room.

Perfect Airbnb for Digital Nomads | Spacious and Modern Room

Perfect Airbnb for Digital Nomads – Spacious and Modern Room
  • $
  • Laptop-friendly workspace
  • Two guests
  • Self-check-in

For digital nomads, it’s essential to have a laptop-friendly workspace and fast Wi-Fi. It’s also nice to have a queen bed and friendly hosts who provide complimentary snacks, but you won’t always get that. Stay here, however, and you will! You’re welcome to use the kitchen, too, so prepare a tea and coffee to get your mind working just that little bit quicker! When you’re not working, chill out in the living room or head out to explore East Boston and Central Square.

Best Airbnb with a Roof Terrace | Stunning South End Apartment

Stunning South End Apartment, Boston
  • $$$$
  • Private roof deck
  • Three guests
  • Boston skyline views

Want to admire the Boston skyline from your very own private roof deck? Here’s just a taster of what it’ll look like! From the roof deck, you’ll find a marvellous flat at the bottom of the spiral staircase. There’s a king bed, a kitchen, and you even have a washer and dryer. Pretty handy if you work up a sweat while climbing the three stories to the roof deck! 

Best Airbnb with Pool in Boston | Spacious One Bedroom Home

Spacious One Bedroom Home, Boston
  • $$$
  • Swimming pool
  • Two guests
  • Excellent location

It’s very unlikely you’ll get a pool all to yourself in Boston. However, book a condo, and you should at least get access to one (as well as a gym and a business centre in this place). Right in the heart of Boston’s Chinatown district, you’ve got the city’s best restaurants, theatres, and attractions right on your doorstep. Though the listing is for three, this is probably most suitable for a couple. 

Best Airbnb in Boston Chinatown | Huge Stylish Studio

Huge Stylish Studio, Boston
  • $$$
  • Wonderful location
  • Four guests
  • Self-check-in

Chinatown is one of the most popular areas for travellers to Boston; it’s also known as the Theatre District. With flexible check in and a king bed, this is a wonderful place to enjoy it for a couple or small group of friends. For an extra small fee, you can even bring a pet. 

Best Airbnb for a Weekend in Boston | Stay safe in the heart of Beacon Hill

Stay safe in the heart of Beacon Hill, Boston
  • $$$$
  • Breakfast included
  • Three guests
  • Indoor fireplace

Beacon Hill is another excellent neighbourhood if you want to be close to all the action for a weekend in Boston. Next to Acorn Street, you also have Boston Public Park, Boston Public Library, and Fanueil Hall marketplace within walking distance. Or, you can just hop on public transport if you want to save your legs! Back at the apartment, there’s a queen bed, an indoor fireplace, and high-speed Wi-Fi. You even get breakfast! 

Best Airbnb in Boston for a Group of Friends | Light filled Gorgeous Apartment

Light filled Gorgeous Apartment, Boston
  • $$$$
  • Spacious communal area
  • Four guests
  • Private garden

There’s room for four in this apartment, and you can choose between spending quality time together in the spacious living room or out in your own private garden. It’s also got a historic park right on the doorstep, so head out there for a walk or to play some sports! Enjoy a night in with a movie on the 40 inch TV and a meal cooked up in the fully equipped kitchen.  

Top 5 Airbnb Experiences in Boston

While you’re deciding which of those amazing Airbnbs in Boston was your favourite, we’ve got something else to show you –  Airbnb Experiences.

If you haven’t booked one before, they’re tours or day trips that have been curated by locals who know their city better than anyone. It could be a walking tour through the city, a night out on the town, or a cooking class. ItÄs the perfect way to fill up your Boston itinerary!

As you might expect with Boston, there’s a big focus on history. However, we’ve found some related to other things that the city’s famous for – namely oysters and sailing! Let’s check them out. 

The Revolutionary Story Tour

The Revolutionary Story Tour
  • $44/person
  • 3.5 hour
  • Up to 9 guests

Boston’s Freedom Trail stops at 16 important historical monuments. This Revolutionary Story Tour combines that with storytelling and walking the route in a geographically-logical way. You’ll stop off at the places where some defining events took place, such as the Boston Tea Party and Boston Massacre. History buffs, don’t miss this! 

Traditional Sailing Adventure

Traditional Sailing Adventure, Boston
  • $65/person
  • 1.5 hour
  • Up to 10 guests

Boston isn’t all about history. Its huge harbour means it’s one of the premier sailing destinations on the northeast coast. Even if you have never taken a boat out yourself, you can enjoy an adventure on the water with your own captain. On a 90 minute adventure, you’ll cruise through the harbour and get some spectacular views of the skyline, so don’t forget your camera. 

Explore the Neighborhoods by bike

Explore the Neighborhoods by bike, Boston
  • $58/person
  • 3 hours
  • Up to 8 guests

There are a lot of walking tours in Boston. However, to cover more land in a three-hour window, you really need a bike. As well as checking out the Freedom Trail and city’s cool historic attractions, you’ll get to know the best of the different neighbourhoods too. You might even have some time to chill out in the park or by the water! 

Shuck Oysters on the Harbour

Shuck Oysters on the Harbour, Boston
  • $59/person
  • 1 hour
  • Up to 5 guests

Boston is famous for its seafood, nothing more so than oysters. They say they’re an aphrodisiac – they’re certainly an acquired taste – but one thing’s for sure, you won’t taste oysters fresher than this anyway! You’ll get your very own shucking knife as part of the tour, so you can recreate this amazing experience in the future. 

Cocktails and Cannoli

Cocktails and Cannoli
  • $74/person
  • 2.5 hour
  • Up to 6 guests

This North End Boston food tour is a favourite for sweet lovers – you’ll be trying traditional Italian cannoli at the best bakeries in Little Italy! You’ll stop off at Paul Rever’s house to learn how important alcohol was in Revolutionary Boston, and along the tour, you’ll enjoy three cocktail samples. 

Final Thoughts on Boston Airbnbs

 So, there you have it. Those are the best Airbnbs in Boston, topped off with some pretty awesome things to do when you arrive. Whether you want to be in a cool studio in Beacon Hill, a house outside of Boston’s busy Downtown, or even a boat in the harbour, there’s an Airbnb in Boston for you. 

If you’re still struggling to decide where to stay, just go for our overall favourite Airbnb in Boston – that’s the Remodeled Studio in Back Bay. It not only offers a top location, but great value for money – and it’s really stylish, too! 

Wherever you choose to stay, we hope you enjoy your vacation in Boston. To make sure your trip is safe as well as fun, check out travel insurance policies from World Nomads!

And don’t forget to take out Travel Insurance for your trip! I have been using World Nomads for some time now and made a few claims over the years. They’re easy to use, professional and relatively affordable. They may also let you buy or extend a policy once you’ve started your trip and are already abroad which is super handy.

If there’s one insurance company I trust, it’s World Nomads. To find out why I use World Nomads, check out my World Nomads Insurance review.

Getting an estimate from World Nomads is simple—just click the button or image below, fill out the necessary info, and you’re on your way!

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