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Vacation Rentals in Boston, MA

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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150 Trusted Boston Rentals
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United States, Massachusetts, Boston Vacation Rentals
3 Bedrooms, 1 Bathroom, Sleeps 7
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You added Back Bay - Marlborough #6 - 3 bedroom, 1 bathroom - sleeps 6-7 to your Saves list
from
$230
Per Night
United States, Massachusetts, Boston Vacation Rentals
Studio, 1 Bathroom, Sleeps 2
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You added South End - Tremont #2 - Studio, 1 bath, sleeps 2-4 to your Saves list
from
$136
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 3
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You added Carlyle Penthouse - Luxury Back Bay 1 Bed + Views to your Saves list
from
$199
Per Night
Also consider
1 bedroom apartment in Boston's 28th tallest bldg
$375 - $400 / night
1 Bedroom, sleeps 2
1 Bathroom
1 bedroom North End apartment
$478 / night
1 Bedroom, sleeps 2
1 Bathroom
Charming 3bd/1ba sleeps 6, close to Pub. Transport
$150 - $300 / night
3 Bedrooms, sleeps 6
1 Bathroom
Spacious 2BR Southie Condo
$250 / night
2 Bedrooms, sleeps 2
1 Bathroom
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 4
from
$150
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
from
$200
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Boston South End Vacation Loft : Amazing Views to your Saves list
from
$175
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added South End - E Springfield Street #6 - 2 bedroom, 1.5 bath, sleeps 6 to your Saves list
from
$166
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
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You added Back Bay - Marlborough #1 - 2 bedroom, 1 bathroom with private terrace, sleeps 4-6 to your Saves list
from
$100
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
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You added Back Bay - Newbury #1 - 1 bedroom, 1 bath, sleeps 2-4 to your Saves list
from
$213
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
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You added Large Newbury Street 2 Bedroom Apartment, sleeps 6 to your Saves list
from
$199
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 4
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You added Beacon Hill -- "The Federal Rose" antique house to your Saves list
from
$320
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
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You added South End - Tremont #3 - 1 bedroom, 1 bath, sleeps 2-4 to your Saves list
from
$60
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 3
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You added Architects own sleek modern loft as seen on HGTV to your Saves list
from
$230
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
from
$220
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
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You added Modern Luxury Condo in Classic Brownstone Back Bay to your Saves list
from
$199
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Luxury Suite, Moroccan Furnishings, Boston to your Saves list
from
$210
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
from
$210
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
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You added One Bedroom Suite with Roof Deck in South End to your Saves list
from
$169
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 3
from
$220
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Best location Boston's South End by Copley Square to your Saves list
from
$175
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 3
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You added Back Bay on Marlborough St -studios,1 & 2 bdrms to your Saves list
from
$150
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
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You added Large 2 Bed Executive Suite w/ Living/Meeting room to your Saves list
from
$269
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$420
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
from
$225
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Historic South End- Steps to Everything 2 BR condo to your Saves list
from
$270
Per Night
United States, Massachusetts, Boston Vacation Rentals
Studio, 1 Bathroom, Sleeps 2
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You added Beacon Hill -- "Chez Paul" luxe studio with patio to your Saves list
from
$200
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
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You added Quiet cozy apartment close to train & restaurants to your Saves list
from
$200
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 8
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You added Lovely c.1835 Single family home, $200/night* to your Saves list
from
$250
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 4
from
$229
Per Night
United States, Massachusetts, Boston Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Green Turtle II B & B Luxury Yacht Boston Harbor to your Saves list
from
$375
Per Night
United States, Massachusetts, Boston Vacation Rentals
3 Bedrooms, 1 Bathroom, Sleeps 6
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You added Dorset - Boston 3bed/1bath condo walk to subway! to your Saves list
from
$160
Per Night
United States, Massachusetts, Boston Vacation Rentals
3 Bedrooms, 1 Bathroom, Sleeps 5
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You added Sky View - Boston 2.5bed/1bath walk to subway!! to your Saves list
from
$200
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 5
from
$129
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 7
Save
You added BUDGET 2 & 3 Beds! Boston - North End AUGUST SALE! to your Saves list
from
$11
Per Night
United States, Massachusetts, Boston Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 3
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You added 1 bed & Studio !! DOWNTOWN Boston JULY SALE! to your Saves list
from
$11
Per Night
United States, Massachusetts, Boston Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Two Bedroom Bi-Level, 1.5 Bath Apartment Back Bay to your Saves list
from
$199
Per Night
United States, Massachusetts, Boston Vacation Rentals
Studio, 1 Bathroom, Sleeps 2
from
$135
Per Night
United States, Massachusetts, Boston Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$220
Per Night
United States, Massachusetts, Boston Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 7
from
$900
Per Night
United States, Massachusetts, Boston Vacation Rentals
4 Bedrooms, 2 Bathrooms, Sleeps 7
Save
You added Grand View - Boston 3.5Bed/2Bath walk to subway! to your Saves list
from
$225
Per Night
Boston Vacation Rentals

Planning a trip to Boston? Consider a Boston vacation rental instead of a hotel. There’s a great variety of vacation rental properties available in Boston, and one’s sure to be right for you. How about a quaint apartment in Harvard Square? Or an elegant Boston vacation rental apartment on Beacon Hill? If you’re traveling with a big family, you might want to consider renting a vacation house in a Boston suburb like Lexington or Arlington. Whatever you choose, we’ll help you find a great deal on your Boston vacation rental, and we’ll give you plenty of unbiased user reviews of Boston vacation rentals, so you can book with confidence.

Boston attractions

Many of Boston’s top attractions are located within a relatively small area, and a Boston vacation rental in Back Bay or Beacon Hill will put you within walking distance. If it’s your first time in Boston, definitely walk the Freedom Trail. It’s an excellent introduction to Boston’s role in the Revolutionary War. Explore Boston’s North End for a little taste of Italy (dine at almost any restaurant, but save room for a cannoli from Mike’s Pastry or Modern Pastry). If you like the arts, visit the Museum of Fine Arts and the Isabella Stewart Gardner Museum. Finally, if the Red Sox, Celtics or Bruins are in town, try to catch a game. You haven’t really experienced Boston unless you’ve sat in the cheap seats at Fenway Park! A vacation rental in Boston makes it easy to explore all of these attractions and more.

Family vacation rentals in Boston

Boston’s a great destination if you’re traveling with kids. You might find your kids have a newfound interest in American history after seeing landmarks like the Old North Church and the U.S.S. Constitution in person! Boston boasts an excellent Children’s Museum and Science Museum, too. Teens will love shopping at Quincy Market, a collection of shops and restaurants near Faneuil Hall. And Boston has plenty of family-friendly restaurants, especially the old-school, no-frills seafood places near Boston Harbor.

Day trips in the Boston area

If you have a car at your disposal, you might venture a bit farther afield from your vacation rental in Boston. Continue the Revolutionary War theme with a visit to Minuteman National Park in Lexington… then stop in at Thoreau’s Walden Pond. The De Cordova Museum and Sculpture Park is a fun option, especially for families. Finally, there’s plenty of great shopping around Boston—the Wrentham Outlets are a popular day-trip destination for travelers renting a vacation home or condo in Boston.

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Neighborhood

  • All (150)
  • Allston/Brighton (3)
  • Back Bay (20)
  • Beacon Hill (10)
  • Charlestown (4)
  • Dorchester/Roxbury/Mattapan (13)
  • Downtown (0)
  • East Boston (1)
  • East Boston / Logan Airport (1)
  • Fenway/ Kenmore (5)
  • Jamaica Plain/ Mission Hill (6)
  • North End (12)
  • South Boston (1)
  • South End (23)
  • West Roxbury/Hyde Park/Roslindale (3)
Learn about neighborhoods
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