Boston is one of the top destinations in the Northeast U.S. When you’re here, you’ll want to walk the Freedom Trail, catch a game at Fenway Park, tour the Samuel Adams Brewery, explore Beacon Hill, and take a Boston Harbor boat tour. So I’ve rounded up the best downtown Boston vacation rentals.
The Best Getaways in New England
Get ready to fall in love with these vacation homes that are perfect “home bases” for exploring everything Boston has to offer.
Here are the best downtown Boston vacation rentals for your next getaway!


South End Loft
2 guestsstudio bed1 bath
You’ll love this spacious studio apartment with its modern decor, gorgeous furniture, fully equipped kitchen, drink cart, and beautiful living room with great views. Plus, you’ll be centrally located to most of Boston’s best sights, restaurants, bars, and shops.
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Room For Your Whole Crew
14 guests bedrooms beds baths
This large home is close to downtown, the Boston Marathon route, Boston College, Harvard, MIT, and Fenway Park. All of the rooms are sunny and oversized with 9-foot ceilings, and the cozy breakfast nook, antique furnishings, french doors, and open layout make this home extra inviting.

Yacht in Boston Harbor
4 guests2 bedrooms2 beds2 baths
Wake up to sunrise over the harbor and fall asleep to the waves’ gentle rocking. This spacious yacht has two staterooms with full-size queen beds, two full bathrooms, a full kitchen, and a dreamy deck overlooking the water.

Cozy and Colorful
2 guests1 bedroom1 bed2 baths
This newly remodeled home is full of charm, comfort, and color. You’ll be conveniently located close to downtown and a subway stop, and there’s free street parking.

Beacon Hill Penthouse
5 guests bedrooms beds1.1 baths
This historic brownstone is in the city’s most sought-after neighborhood – within walking distance of the Freedom Trail, Faneuil Hall, Mass General, and Boston Common. Plus, you’ll have some of the best views in the city from this home’s large, private rooftop deck.

Million Dollar Views
2 guests beds1 bath
This modern apartment will make you feel like you’re in a high-end hotel. Plus, your furry friends can stay with you. You’ll also have access to the building’s doorman, rooftop pool, fitness center, dog park, roof deck, and media room.

Oceanfront Living
Oceanfront Living
2 guests1 bedroom1 bed1.5 baths
Located just 20 minutes from downtown, this oceanfront house is the perfect blend of city and coastal living. You’ll have stunning views of the harbor and Boston, and this house is just a short walk from the beach. Plus, there’s a dreamy hot tub!

Recommended Tours in Boston

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What are your favorite downtown Boston vacation rentals? Share with us in the comments!

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This article about downtown Boston vacation rentals is not a sponsored post, and the thoughts and opinions expressed in this post are entirely my own. Some of the links in this post about downtown Boston vacation rentals are affiliate links, and, at no cost to you, I may earn a small commission.
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