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downtown Boston vacation rentals

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!

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downtown Boston vacation rentals
downtown Boston vacation rentals

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.

Browse all of the Best Vacation Homes in New England
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downtown Boston vacation rentals
downtown Boston vacation rentals
downtown Boston vacation rentals

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.

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downtown Boston vacation rentals
downtown Boston vacation rentals

Yacht in Boston Harbor

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    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.

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    downtown Boston vacation rentals
    downtown Boston vacation rentals
    downtown Boston vacation rentals

    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.

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    downtown Boston vacation rentals
    downtown Boston vacation rentals

    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.

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    downtown Boston vacation rentals
    downtown Boston vacation rentals
    downtown Boston vacation rentals
    downtown Boston vacation rentals

    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.

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    downtown Boston vacation rentals
    downtown Boston vacation rentals
    downtown Boston vacation rentals

    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!

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    Recommended Tours in Boston
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    Shop My Travel Essentials

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

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    Plan The Rest Of Your Trip
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    Frequently Asked Questions
    • Where should I go for summer vacation in the Northeast?

      The top summer destinations in the Northeast US are:

      1. New York City, NY

      2. Boston, MA

      3. Cape Cod, MA

      4. Acadia National Park, ME

      5. Newport, RI

      6. Mystic, Connecticut

      7. White Mountains, NH

      8. Philadelphia, PA

      9. Ocean City, Maryland

      10. Portland, ME

    • What is the best vacation spot on the East Coast?

      The best coastal destinations in the Northeast US are:

      1. New York, NY

      2. Acadia National Park

      3. Ocean City, MD

      4. Cape Cod, MA

      5. Washington, D.C.

      6. Portland, ME

      7. Portsmouth, NH

      8. Kennebunkport, ME

      9. Martha’s Vineyard, MA

      10. Nantucket, MA

    • How much money in US dollars do I need for 2 weeks?

      Top weekend getaways in the Northeast US are:

      1. Cape Cod, MA

      2. Hershey, PA

      3. The Catskills, NY

      4. Pittsburgh, PA

      5. Portland, ME

      6. Stowe, Vermont

      7. Lake Placid, NY

      8. Portsmouth, NH

      9. Boston, MA

      10. Burlington, Vermont

    • What is the Northeast known for?

      The Northeast USA is known for the Adirondack Mountains, Martha’s Vineyard, Niagra Falls, the historic cities of Philadelphia, Boston, and New York City, and for being the epicenter of the Revolutionary War.

      This region consists of these states: Connecticut, Delaware, Maine, Maryland, Massachusetts, New Hampshire, New Jersey, New York, Pennsylvania, Rhode Island, Vermont, and Washington D.C. 

      Maine, Vermont, New Hampshire, Massachusetts, Connecticut, and Rhode Island make up New England.

    • Is a 3 day vacation worth it?

      Yes, getting away for a short trip is worth it! Short getaway vacations are good for your mental health and allow you to travel on a budget. It can be rewarding and exciting to explore destinations close to home for a couple of days. You could even have a staycation in your hometown if you want a break from work without having to pack a suitcase.

      Destinations in the Northeast USA that can be explored in a couple of days are:

      1. Cape Cod, MA

      2. Portland, ME

      3. Stowe, Vermont

      4. Pittsburg, PA

      5. Ocean City, Maryland

      6. Nantucket, MA

    • What foods are popular in the Northeast?

      The most popular foods in the Northeast US are:

      1. Boston Cream Pie

      2. Clam Chowder

      3. Lobster Rolls

      4. New York Cheesecake

      5. Lobster Stew

      6. Maryland Crab Cakes

      7. New York Pizza

      8. Philly Cheesesteak Sandwich

      9. Vermont Maple Float

    • Which month is best to visit the Northeast?

      Fall is the best time to visit the Northeast. Temperatures are cool, there are no school breaks during these months, so crowds will be fewer, and the fiery-colored fall foliage will take your breath away.

      Winter is also a great time to visit the Northeast. You’ll have your pick of snow sports throughout the entire region at renowned ski resorts such as Killington, Stowe, and Whiteface Mountain.

      Spring is a beautiful time to visit because wildflowers will bloom, and lush foliage will return to the forests. The weather can still be cold in the evenings and mornings in March and early April, so make sure you have layers.

      Summer will be much cooler than in other parts of the U.S., but you’ll still want shorts, short sleeves, and swimsuits. Like most places in the U.S., summer is the peak travel season because of school breaks, so crowds and prices will be at their highest.

    • How do I plan a Northeast road trip?

      The most scenic drives in the Northeast US are:

      1. Connecticut’s National Scenic Byway

      2. Kancamagus Highway in New Hampshire

      3. Mohawk Trail in Western Massachusetts

      4. Route 28 through the Adirondacks

      5. State Route 97 along the Upper Delaware River Valley

      6. The Vermont Shore along Lake Champlain

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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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