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Holiday Rentals in Boston, MA

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  • 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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All 195 Rentals in Boston
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From
$240
Per Night
Response Rate: 60%
Beacon Hill
1 Bedroom, 1 Bathroom, Sleeps 3
11 photos Details
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From
$319
Per Night
Response Rate: 60%
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
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From
$319
Per Night
Response Rate: 60%
Beacon Hill
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
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Also consider
Modern Luxury Condo in Classic Brownstone Back Bay
1 Bedroom, sleeps 4
$191 - $318 / night
Best priced apt in  Boston's little Italy
1 Bedroom, sleeps 5
$127 - $201 / night
Garrison One Bedroom Suite
1 Bedroom, sleeps 2
$105 - $265 / night
Appleton Studio A M306A
Sleeps 2
$122 - $144 / night
From
$213
Per Night
Response Rate: 60%
Studio, 1 Bathroom, Sleeps 2
7 photos Details
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From
$213
Per Night
Response Rate: 60%
Back Bay
1 Bedroom, 1 Bathroom, Sleeps 3
13 photos Details
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From
$1,065
Per Night
Response Rate: 58%
Beacon Hill
1 Bedroom, 1 Bathroom, Sleeps 2
1 photo Details
Reviews (1) Make Enquiry
From
$351
Per Night
Response Rate: 56%
North End
3 Bedrooms, 1 Bathroom, Sleeps 5
6 photos Details
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From
$117
Per Night
Response Rate: 56%
Allston / Brighton
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
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Get the List
From
$266
Per Night
Response Rate: 56%
2 Bedrooms, 1 Bathroom, Sleeps 2
6 photos Details
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From
$532
Per Night
Response Rate: 50%
East Boston / Logan Airport
2 Bedrooms, 1 Bathroom, Sleeps 4
20 photos Details
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From
$266
Per Night
Response Rate: 50%
East Boston / Logan Airport
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
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From
$339
Per Night
Response Rate: 46%
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
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From
$282
Per Night
Response Rate: 40%
2 Bedrooms, 1 Bathroom, Sleeps 2
5 photos Details
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From
$276
Per Night
Response Rate: 35%
1 Bedroom, 1 Bathroom, Sleeps 3
19 photos Details
Reviews (1) Make Enquiry
From
$326
Per Night
Response Rate: 35%
Fenway / Kenmore
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
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From
$270
Per Night
Response Rate: 35%
South Boston
1 Bedroom, 1 Bathroom, Sleeps 3
23 photos Details
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From
$319
Per Night
Response Rate: 35%
Beacon Hill
1 Bedroom, 1 Bathroom, Sleeps 3
1 photo Details
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From
$345
Per Night
Response Rate: 35%
Allston / Brighton
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
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From
$276
Per Night
Response Rate: 35%
Allston / Brighton
1 Bedroom, 1 Bathroom, Sleeps 3
18 photos Details
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From
$345
Per Night
Response Rate: 35%
Fenway / Kenmore
2 Bedrooms, 2 Bathrooms, Sleeps 5
19 photos Details
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From
$345
Per Night
Response Rate: 35%
2 Bedrooms, 2 Bathrooms, Sleeps 5
19 photos Details
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From
$276
Per Night
Response Rate: 35%
Fenway / Kenmore
1 Bedroom, 1 Bathroom, Sleeps 3
15 photos Details
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From
$326
Per Night
Response Rate: 35%
Fenway / Kenmore
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
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From
$262
Per Night
Response Rate: 35%
Back Bay
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
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From
$359
Per Night
Response Rate: 35%
Back Bay
2 Bedrooms, 2 Bathrooms, Sleeps 5
21 photos Details
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From
$276
Per Night
Response Rate: 35%
Fenway / Kenmore
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
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From
$340
Per Night
Response Rate: 35%
2 Bedrooms, 2 Bathrooms, Sleeps 5
15 photos Details
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From
$270
Per Night
Response Rate: 35%
1 Bedroom, 1 Bathroom, Sleeps 3
13 photos Details
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From
$345
Per Night
Response Rate: 35%
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
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From
$319
Per Night
Response Rate: 20%
Jamaica Plain / Mission Hill
3 Bedrooms, 1 Bathroom, Sleeps 6
22 photos Details
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From
$160
Per Night
Response Rate: 15%
Jamaica Plain / Mission Hill
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
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From
$137
Per Night
Response Rate: 10%
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
Reviews (1) Make Enquiry
From
$159
Per Night
Response Rate: 10%
South Boston
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
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From
$213
Per Night
Response Rate: 10%
Jamaica Plain / Mission Hill
2 Bedrooms, 1 Bathroom, Sleeps 4
2 photos Details
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From
$144
Per Night
Response Rate: 7%
Studio, 1 Bathroom, Sleeps 2
5 photos Details
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From
$266
Per Night
Response Rate: 5%
Jamaica Plain / Mission Hill
3 Bedrooms, 1 Bathroom, Sleeps 4
3 photos Details
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From
$5,644
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 2
5 photos Details
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From
$169
Per Night
Allston / Brighton
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
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From
$1,917
Per Week
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
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From
$106
Per Night
North End
2 Bedrooms, 3 Bathrooms, Sleeps 6
1 photo Details
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Book Online(136)
Use filters to find the best results!

Neighbourhood

  • All (195)
  • Allston / Brighton (9)
  • Back Bay (30)
  • Beacon Hill (26)
  • Charlestown (6)
  • Dorchester / Roxbury / Mattapan (8)
  • Downtown (0)
  • East Boston / Logan Airport (6)
  • Fenway / Kenmore (11)
  • Jamaica Plain / Mission Hill (8)
  • North End (9)
  • South Boston (4)
  • South End (22)
  • West Roxbury / Hyde Park / Rosl... (1)
Learn about Boston neighbourhoods

Suitability

  • Wheelchair access (15)
  • Elder access (61)
  • Suitable for children (93)
  • Pet friendly (27)
  • Smoking allowed (0)

Amenities

  • Internet (144)
  • Air Conditioning (138)
  • Washer/Dryer (82)
  • Other outdoor space (73)
  • Parking (36)
  • View all amenities
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.