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Travel Back to the 18th & 19th Centuries with These 13 Boston Airbnbs

Airbnb Boston

The Northeast is a known tourist hot spot for national parks, good seafood, and lighthouses with oceanic views. Those who visit the area tend to hit Boston, Massachusetts, during their trips, whether they’re catching a Boston Red Sox game at Fenway Park or hiking the famous Freedom Trail. But if you’re really wanting to dive into the rich, historic culture of the city, then you should stay in one of these Boston Airbnbs.

Just 17 minutes away from the city of Revere, Boston’s historical architecture derives from remnants of the early United States. Most of these places have been restored with modern amenities to keep up with contemporary comfortability, but their incredible stories against long periods of time remain the iconically same.

So if you’re traveling around the New England area or visiting the city for a weekend, check out this list of some of the best Airbnbs in Boston.

Airbnb Boston: 13 Historically Rich Vacation Getaways to Enjoy During Your Stay

1. Swanky One Bedroom

This opulent, short-term rental, one bedroom apartment is only half a block away from Restaurant Row on a quiet residential street in South End, where you’ll be less than a 10-minute walk from all the best dining in the city. Check out famous bakeries and coffee shops nearby, or stay home to watch some Netflix with their free Wi-Fi.

2. Cape Cod Suite

Just two blocks away from the Redline, this 1880s Victorian townhome is located in Dorchester. Your private room will include your own private bathroom as well, and you can enjoy the shared living room, dining room, and a full kitchen. Just make sure you’re properly communicating with the Airbnb hosts and submerge yourself in the eclectic decor and art throughout the Airbnb rental.

3. Four-Story Luxury Townhome

If you’re traveling with a bigger group, this home is for you. Located in Bay Village, this four-story brownstone home resides in one of Boston’s original neighborhoods. At the intersection of everything the city has to offer, you’ll be only three blocks away from shopping on Newbury Street and the Boston Public Gardens and a five-minute walk to the Theater District and South End. And since the Back Bay train station is only two blocks away, travel to New York City on the Amtrak Acela is quite easy!

4. Stunning South End One Bedroom with Roofdeck

Right in the middle of the historic South End, this Boston Airbnb was actually built in the 1800s. But with its $100,000 remodeling, it comes complete with a spiral staircase and a massive private roof deck with breathtaking views of Boston’s skyline.

5. Berklee Airbnb with 360 Degree Deck

This altruistic vacation rental gives 10% of its proceeds to Boston charities. You’ll have a private bedroom with a queen bed and an ensuite bathroom while sharing a kitchen, living room, dining room, and roof deck with other guests. You’ll be five minutes away from downtown Boston if you want to go out, or you can check out the city skyline on the roof deck, which has a 360-degree panoramic view.

6. Charlestown Luxurious Home

Preserving the historic atmosphere of the home, the hosts of this Airbnb also updated it with modern amenities. Featured in the Boston Design Guide, the deluxe condo is complete with new appliances and updated entertainment. Its prime location puts you near the Bunker Hill Monument and the Encore Casino.

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7. Beautiful South End Penthouse

This penthouse is located on the award-winning Waltham Street block, just a short walk away from Newbury Street, the Boston Commons, and the Back Bay Station. Surrounded by the best restaurants, bars, cafes, and boutiques, this contemporary apartment also has the best views of downtown.

8. Port View Queen Ensuite

If you want to stay on some water, check out the Constitution Marina’s Bed & Breakfast Afloat. You’ll get your own cozy houseboat with a room that has a queen bed and ensuite bath. You’ll also get your own private deck to sunbathe on and all the modern amenities you’ll need at a hotel for rates as low as any other place in the Boston area.

9. Treetop Sanctuary

The great thing about New England is how close all the best places to visit are. As one of the smaller parts of the United States, it’s easy to plan a trip where you can hit several of the states that make up the area. With that being said, if Boston is just one of many stops on your trip, check out this New Hampshire Airbnb. Literally hoisted up in a tree, this romantic getaway is an hour outside of Boston. Although you’ll get to reconnect with nature while having the basic amenities, it’s recommended you bring your own sleeping bags.

10. Historic Brick Victoria Row House

If you haven’t caught on to the fact that Boston is full of rich history, then consider this your wake-up call. Built in 1860, this home was where activist and civil rights leader A. Philip Randolph once held meetings as the organizer and leader of the Brotherhood of Sleeping Car Porters, the first predominantly Black labor union. The building is now a lavishly private home with six stories and restored furnishings.

11. Harvard/Porter Square Home

As the name implies, if you want to celebrate your Ivy League graduate, this is the home in in a great location for you. Only 10 minutes away from Harvard Yard, skip parking in the craziness during your graduate’s ceremony and take a walk in the gorgeous weather instead. And if you have a student at MIT (Massachusetts Institute of Technology), then don’t dismiss this home either. MIT is in Kendall Square and is only a 15-30 minute walk from downtown Boston and a 30-40 minute walk from Harvard.

12. Second Oldest Home in Beacon Hill

Located at the top of Beacon Hill and within walking distance of Back Bay and the North End, this private studio apartment is close to many tourist attractions, such as the Massachusetts State House and the Boston Commons. This home prides itself on being the second oldest in the area, having been built back in 1789.

13. Wings Neck Lighthouse

Since New England is known for the lighthouses scattered across its oceanic borders, Airbnb presents the Wings Neck Lighthouse. Located in Pocasset, an hour and a half away from Boston, this Airbnb is for you if you’re looking for a more authentically northeastern experience. Formerly a US Coast Guard lighthouse, the space contains a beautiful mahogany spiral staircase, where you can enjoy views of the Atlantic from the lantern room at the top.

Have you stayed in a swanky Airbnb in or near Boston? Share your experience with us on our Wide Open Roads Facebook!

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