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Airbnb Houseboats
13 Best Airbnb Houseboat Rentals In Boston

Over 18 million people visit the popular sights of Boston every year. One of the most popular things to do whilst in Boston is to follow The Freedom Trail, a historical 2.5-mile-long (4 km) path through the downtown area. After that, you could take a stroll through the parkland to visit North End (Little Italy). Another popular way to spend time here is to take a boat out into Boston Harbor's waters. If you're a novice, you can consider heading to Boston Sailing Center for a lesson or two. In the evening, head back to your own unique boathouse or yacht and enjoy dinner on the deck whilst watching the sunset over the water. To make this dream a reality we've found the top houseboats, which are sure to guarantee an unforgettable holiday. Start planning your holiday and book one of these best Airbnb houseboat rentals in Boston!
Airbnb
Top 28 Airbnb Vacation Rentals In Downtown Boston, USA

The city of Boston, Massachusetts is not only one of the United States’ most beloved cities, but it’s also one of the most visited, with close to 20 million projected visitors according to their local tourism board statistics. It’s not hard to understand why – besides delicious street food and a plethora of shopping spots, the city is an invigorating blend of history that dates back to the country’s origins and the numerous innovations in various industries here. While in Boston, visitors can join fun day tours and soak up a great deal of fun and culture in neighborhoods like Beacon Hill and Back Bay. For those looking to visit, the city has a high supply of vacation rentals that will allow you to maximize the thrill of being there, particularly in the downtown area which has a lot of attractions. Read on for more information on the top Airbnb vacation rentals in Downtown Boston, USA.
Cheap Airbnbs
25 Cheap Airbnbs In Boston, Massachusetts

The East Coast city of Boston is the capital of Massachusetts. This multi-cultured city is full of history, having been established in the year 1630 and was the scene of several key events of the American Revolution, such as the Boston Massacre and the Boston Tea Party, among others. The city is also known for its world-known Boston Marathon Race, and the various parks in its vicinity like the Franklin Park. Also, you shouldn't miss the opportunity to enjoy the tasty local and international cuisines in some of the famous places to eat around town like the Chinatown restaurants. We have prepared a list of some of the best inexpensive Airbnb rentals that you can stay while in town. Read more to take a look at cheap Airbnbs in Boston, Massachusetts, USA.
Vrbo
17 Best Vrbo Vacation Rentals In Downtown Boston, Massachusetts

One of the best things about Massachusetts’ largest city is that it is a very versatile and diverse city. People come to visit Boston for all kinds of reasons - some for business, others for relaxation. Some come here for seafood and clam chowder, while others love exploring the city for its history and architecture. One thing’s for sure; the reasons are plentiful. One of the best areas to stay in when traveling to Boston is its downtown neighborhood, as you’ll be close to all the iconic landmarks, the Financial District, and also be surrounded by restaurants, shops, bars, and entertainment options galore. To make it easier for you, we’ve gathered the best accommodations in downtown Boston. Whether you’re a solo or business traveler, coming with the kids or your fur baby, we’ve got you covered. Check out this list of the best Vrbo vacation rentals in downtown Boston, Massachusetts.
Fishing Lodges
11 Best Fishing Lodges Near Boston, Massachusetts

The tradition of fishing runs deep in Massachusetts. The region is naturally blessed with many freshwater and saltwater sites. Many communities in Massachusetts look to fishing as a source of livelihood. It is not surprising, therefore, that fishing has been among the most popular tourist activities in the state. Being a family-friendly activity, fishing is a great way for family members to spend quality time together. For busy professionals, it can be a simple way to unwind, breathe for a while, and reconnect with nature. It is a fulfilling activity that many look forward to, especially in summer, and you will also find some of the best things to do in winter. You can go on a fun fishing trip when you stay at a lovely lodge. Check out some of the best fishing lodges near Boston, Massachusetts.
Airbnb
15 Best Airbnb Vacation Rentals In And Near East Boston, Massachusetts

East Boston or Eastie as its sometimes called is home to over 40,000 citizens. This region welcomes immigrants from different areas of the world, some of who have permanently sunk their roots in its soils. Boston gets frequent visits from business persons, history buffs, or holidaymakers who want to explore the region. With great landmarks such as the Piers Park, Suffolk Downs, Santarpio’s Pizza Spot, Eagle Hill Historic District, East Boston enjoys much attention from tourists. Visiting Bennington Street Burying Ground and Donald McKay House are also among the popular things to do here. Whatever your reason for going to this area may be, choose to relax at one of the following best Airbnb vacation rentals in and near East Boston, Massachusetts.
Houseboats
8 Best Airbnb Houseboats In Boston, Massachusetts

As the capital and most popular city in Massachusetts, Boston is not a city you want to skip for a vacation. Renowned for its delicious baked beans and jazz bars, it has so much more to offer. It boasts attractions that will bring your vacation to the next level. Visit New England Aquarium where you can find a giant ocean tank filled with up to 2,000 different aquatic species. Soothe your soul and have a leisure walk along the Boston Public Garden. Art enthusiasts can stop by the Museum of Fine Arts, Boston, whose stunning collections include masterpieces from Oceania and the ancient world. Of course, to explore Boston in its entirety you'll need a comfortable stay. There are hotels with a rooftop pool or stylish Airbnbs for the ones looking for luxury. But why not make your trip all the more fun by living in a houseboat? You can experience living on the waters as you unwind and watch the horizon. Plan your itinerary and book a yacht rental now. Keep reading to know about the best Airbnb houseboats in Boston, Massachusetts.
Unique Airbnb
5 Most Unique Airbnbs To Stay In Boston, Massachusetts

There are only a few cities in the country that are as rich in colonial past as Boston. Freedom Trail is a good example. It is lined by 16 historical monuments, such as Granary Burying Ground in Massachusetts, King’s Chapel Burying Ground, Massachusetts State House, Old State House, and Paul Revere House. When you begin your itinerary on Freedom Trail, ensure that you take brochures at Boston Common. The city also has a vibrant arts and culture scene, so visit famous museums, such as Arthur M. Sackler Museum, Isabella Stewart Gardner Museum, and Museum of Fine Arts. If you are on a leisure trip with your family, New England Aquarium might interest you. Discover the most unique Airbnbs to stay in Boston, Massachusetts, below.
Vrbo
11 Best Vrbo Vacation Rentals Along The Boston Waterfront, Massachusetts

It goes without saying that Boston Waterfront, Massachusetts is one of the most preferred vacation getaways by tourists. Most people choose Massachusetts as their holiday destination because of its culture, weather and numerous attractions such as Faneuil Hall, Quincy Market, Paul Revere’s House, the Freedom Trail, and Boston Harbor. In addition to the numerous attractions that can be easily accessed, Boston Waterfront, Massachusetts also boasts countless fancy hotels and boutiques. While visiting a new place, it might get difficult to find the perfect accommodation. For that reason, check out the best Vrbo vacation rentals along the Boston Waterfront, Massachusetts.
Short Term Rentals
10 Best Short Term Rentals In Boston, Massachusetts

Boston, Massachusetts, is an ideal destination for travellers seeking an urban adventure with a historical twist. The city boasts a rich history dating back to the colonial era, which visitors can explore by walking along the Freedom Trail or touring the many museums and historic sites, such as Old State House. Boston is also known for its world-class universities, innovative culinary scene, and diverse neighbourhoods, each with their unique charm. From the picturesque brownstones of Beacon Hill to the bustling streets of Chinatown, there's something for everyone in this thriving city. Don't miss the chance to catch a game at Fenway Park or take a leisurely stroll along Charles River Esplanade either. Plan your vacation and scroll down to find the best short term rentals in Boston, Massachusetts, to discover all this incredible city has to offer.
Airbnbs With Pools
Top 10 Airbnbs With Pool In Boston, Massachusetts

A popular tourist destination for scholars, sports fans, history buffs, artists, and everything in between, Boston is a progressive and forward-thinking city known for its world-changing innovations and its large roles in the American Revolution. Having such a great history, many people visit the area for its museums and historical places such as Faneuil Hall and Old North Church. Boston is also known for some of the world's most famous sports teams, such as the Red Sox in baseball, Patriots in football, and Celtics in basketball. Visitors will also love the stunning views of skylines, panoramic waterfront views, city lights at night, and the unique mix of old-historical buildings and modern skyscrapers in the area. Foodies will also enjoy the dining scenes of sushi restaurants and cocktail bars. Primarily a dense concrete jungle, rentals that have swimming pools can be a bit hard to find in this city. To help you find a great place to stay, read on for a list of the top Airbnbs with pools in Boston, Massachusetts.
Luxury Airbnb
12 Luxury Airbnbs In Boston, Massachusetts, USA

Known as the largest city and the capital of Massachusetts, Boston is the origin of many of the tales of the American Revolution that dates back years ago. Apart from being home to many of the dream universities students wished to get in, including Harvard Medical, Berklee College of Music, and Boston University, it's home to many famous landmarks. There are a lot of things you can do and places to explore while visiting this charming city- from touring museums showcasing unique arts, or taking a stroll in Boston's Public Garden, to indulging in a food trip. There's so much that awaits you in Boston. If you want to experience the city, the best way is to explore it on foot. In case you decided to give this place a visit, listed down below are our list of luxury Airbnbs in Boston, Massachusetts, USA for the best accommodation. **Upcoming events** - Want to test your endurance? I'd recommend doing so at the world's oldest annual marathon, Boston Marathon. This race is held in April every year and attracts runners from across the globe. - Families will love First Night Boston, a spectacular New Year’s Eve celebration featuring live performances, ice sculptures, fireworks, parades, and more.
Airbnb
12 Best Airbnbs Near Boston South Station, Massachusetts

Considered New England's busiest bus and train hub, Boston's South Station in Massachusetts is an area with lots of things to do. A great variety of fine eateries but also food trucks will make sure you'll never go hungry around here. The proximity to other notable Boston neighborhoods is great, so you will be able to walk pretty much everywhere from here. Freedom Trail is perhaps one of the most fascinating things to do because, during this walking tour, you will learn about the American Revolution and beyond. Have a look at the best Airbnbs near Boston South Station, Massachusetts, below.
Airbnb
10 Best Airbnb Vacation Rentals In Watertown, Massachusetts

Watertown lies in the Greater Boston region of Massachusetts along the banks of the Charles River. Driving distance to Boston, Harvard, and MIT, the city’s a hotbed of historic sites and cultural attractions. Prominent landmarks include Commander's Mansion, Edmund Fowle House, Gore Estate, and Perkins School. The meandering Charles River offers ample opportunities for outdoor activities such as hiking, biking, kayaking, or boating. Mount Auburn Cemetery, the country's first cemetery garden, evokes calmness with its rolling landscape and houses Washington Tower where you get picturesque views of Boston. With its vibrant art scene, foodscape, and thriving nightlife, Watertown has plenty to keep you busy. Enjoy the city like a local by booking a vacation rental which grants comfort and privacy at reasonable rates. Here is a list of the top 10 Airbnb vacation rentals in Watertown, Massachusetts, to get you started.
Airbnb Monthly
10 Best Airbnb Monthly Rentals In Boston, Massachusetts

Boston is one of the oldest cities in the USA, being incorporated over a century before the country itself. Boasting a rich history, the city is now home to many significant sites, including the Boston Common Park, Massachusetts State House, and the Paul Revere House, all in downtown Boston. The city's art and culture also continue to flourish. The Museum of Fine Arts, Symphony Hall, and Fenway Park attract thousands of visitors every year. If you plan on staying for a while here in the New England region, you can easily find excellent long-term accommodations to fit your needs. Here's our pick of the best Airbnb monthly rentals in Boston, Massachusetts.
Cabins
6 Best Cabin Rentals Near Boston, Massachusetts

Known as the birthplace of the American Revolution, every cobblestone corner, avenue, and neighborhood of Boston takes you back in time. There's so much to do in this culturally rich city, you will have trouble deciding which one to pick first. There's the Freedom Trail, which takes you on a 3-mi (4-km) walking tour across 16 historic sites such as the location of the Boston Massacre, Old State House, and many more fascinating places. Boston is also home to the beautiful Charles River, many parks, and a charming metropolitan scene. So, if you want to cross off this amazing city from your bucket list, take a look at the best cabin rentals near Boston, Massachusetts.
Airbnb
14 Best Airbnb Vacation Rentals In Boston, USA

If you haven't paid a visit to the capital of Massachusetts, it’s high time that you do. You’ll love the vibrant youthful energy of the city, where the historical and modern coexist in a harmonious blend. On the top of everyone’s list is the Freedom Trail, which starts from Boston Common and ends in Bunker Hill. Noteworthy sites include Faneuil Hall Marketplace and Cambridge, home to two of the world’s most prestigious universities (MIT and Harvard, of course). As for Red Sox fans, we most certainly haven’t forgotten you. Check our your favourite team in action at one of America’s most famous stadiums, Fenway Park. This place has nothing short of things to do, places to visit, and even food to try. So what are you waiting for? Here are some great Airbnbs in Boston for exploring the city.
Airbnb
12 Best Airbnb Vacation Rentals In Jamaica Plain, Boston, Massachusetts

Popularly regarded as one of the best places to live in Massachusetts, Jamaica Plain is a charming neighborhood. “JP” as it is locally called is a neighborhood that has an elegant urban feel and is filled with places you can spend time relaxing. This beautiful place was once called the “Eden of America” for its quaint farmlands and mesmerizing landscapes. From its picturesque ponds to the Arnold Arboretum which offers stunning landscape views, and its new parks, there are more than enough places to stroll and relax in JP. Food lovers and shoppers are not left out. There are several exquisite restaurants and bars to dine in, charming cafes, and of course, quality shops to cater to your shopping needs. So if you are heading to JP for your vacation, you do not necessarily need to spend money staying in hotels. Camp out at an Airbnb vacation rental as you explore the most romantic places and hit all the best nightclubs in Boston. Check out this list of the best Airbnb vacation rentals in Jamaica Plain, Boston, Massachusetts.

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