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Boston

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Vacation 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
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  • Flexible dates & rates
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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
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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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
United States, Massachusetts, Boston Holiday Rentals
Beacon Hill --
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 3
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
282 AUD - 303 AUD
Week:
1,693 AUD - 1,796 AUD
Month:
4,618 AUD
Minimum rental - 5 nights
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United States, Massachusetts, Boston Holiday Rentals
One Bedroom Suite with Roof Deck in South End
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
132 AUD - 271 AUD
Week:
787 AUD - 1,519 AUD
Month:
3,079 AUD - 6,137 AUD
Minimum rental - 2 nights
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United States, Massachusetts, Boston Holiday Rentals
Best priced apt in  Boston's little Italy
Slideshow
4.5 of 5 stars 20 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 5
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
91 AUD - 153 AUD
Week:
568 AUD - 999 AUD
Month:
2,432 AUD - 3,335 AUD
Minimum rental - 3 nights
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Also consider
Large Newbury...
251 AUD - 409 AUD / night
2 Bedrooms, sleeps 6
1 Bathroom
Modern Luxury...
1 Bedroom, sleeps 4
1 Bathroom
Arthouse...
180 AUD - 231 AUD / night
2 Bedrooms, sleeps 6
1 Bathroom
Bay State...
257 AUD / night
3 Bedrooms, sleeps 6
2 Bathrooms
Quiet cozy...
154 AUD - 231 AUD / night
2 Bedrooms, sleeps 6
1 Bathroom
United States, Massachusetts, Boston Holiday Rentals
1 Bedroom Unit -- Brand New in Boston's South End
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
139 AUD - 164 AUD
Minimum rental - 1 night
Check availability
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United States, Massachusetts, Boston Holiday Rentals
Back Bay Apt on Prestigious Marlborough St Apt
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
113 AUD - 180 AUD
Week:
924 AUD
Month:
2,053 AUD - 2,566 AUD
Minimum rental - 3 nights
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United States, Massachusetts, Boston Holiday Rentals
2 bedroom Condo in the heart of Boston's North End
Slideshow
4.5 of 5 stars 25 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
286 AUD - 324 AUD
Week:
1,805 AUD - 1,932 AUD
Month:
4,507 AUD - 6,441 AUD
Minimum rental - 4 nights
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United States, Massachusetts, Boston Holiday Rentals
Charlestown Furnished Apartment (M465)
4.5 of 5 stars 24 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
128 AUD - 149 AUD
Week:
770 AUD - 893 AUD
Month:
1,950 AUD
Minimum rental - 3 nights
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United States, Massachusetts, Boston Holiday Rentals
Boston Vacation Rental (M373)
4.5 of 5 stars 43 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
139 AUD - 169 AUD
Week:
831 AUD - 1,016 AUD
Month:
2,155 AUD
Minimum rental - 3 nights
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United States, Massachusetts, Boston Holiday Rentals
Back Bay Vacation Rental 2 (M234-2)
Slideshow
4.5 of 5 stars 17 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 5
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
169 AUD - 200 AUD
Week:
1,016 AUD - 1,201 AUD
Month:
2,566 AUD
Minimum rental - 3 nights
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United States, Massachusetts, Boston Holiday Rentals
New Condo in Historic North End
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
200 AUD
Week:
1,180 AUD
Minimum rental - 1 night
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United States, Massachusetts, Boston Holiday Rentals
Boston South End Vacation Loft
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
205 AUD - 257 AUD
Week:
1,232 AUD
Month:
3,284 AUD - 3,592 AUD
Minimum rental - 1 week
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United States, Massachusetts, Boston Holiday Rentals
Best location  Boston's South End by Copley Square
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
103 AUD - 282 AUD
Week:
616 AUD - 1,334 AUD
Month:
2,463 AUD
Minimum rental - 2 nights
Check availability
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United States, Massachusetts, Boston Holiday Rentals
Beacon Hill --
Slideshow
4.5 of 5 stars 8 reviews
  • Condo/Apartment
  • Studio, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
226 AUD
Week:
1,232 AUD - 1,334 AUD
Month:
2,822 AUD - 3,028 AUD
Minimum rental - 4 nights
Check availability
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United States, Massachusetts, Boston Holiday Rentals
Elegant studio on Beacon Hill
4 of 5 stars 1 review
  • Condo/Apartment
  • Studio, sleeps 2
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
257 AUD
Week:
1,539 AUD
Minimum rental - 3 nights
Check availability
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United States, Massachusetts, Boston Holiday Rentals
Back Bay / 900SF / 2 Bed / Private Garden Terrace
Slideshow
4.5 of 5 stars 7 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
180 AUD - 257 AUD
Week:
1,334 AUD - 1,514 AUD
Month:
5,131 AUD - 5,952 AUD
Minimum rental - 3 nights
Check availability
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United States, Massachusetts, Boston Holiday Rentals
2 Bedroom 2.5 Bath on Commonwealth Ave, Back Bay
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 7
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD - 411 AUD
Week:
1,514 AUD - 1,832 AUD
Month:
4,618 AUD - 5,337 AUD
Minimum rental - 2 nights
Check availability
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Boston Holiday Rental Advice

Two weeks in and around Boston - itinerary help please!
Posted by grg25, 17 Apr 2012
... amount of info online about holiday rentals etc ... ... between two other places, perhaps holiday rentals by the sea which could act as bases for day trips. We love nice scenery, good food and fun bars - although not sure how much we will be going out on this trip! Thank you ... more
Train or Car from Boston to Portland ME
Posted by markoboston, 25 Jul 2010
... to their vacation homes or holiday rentals in Maine, and traffic is likely to be monstrous. In theory, the drive to Freeport should take 2.5 hours, but on that Friday, you would be lucky to make it in 4. I guess taking the train could be an option. I ... more
Holiday rental WITH POOL
Posted by dougal59, 2 Jun 2010
My wife and 2 teenage daughters are looking at holiday rentals in and around Boston but can't find one with a pool. We don't mind if it's a shared pool in a complex. Any ideas???? ... more
Hotel suggestions?
Posted by Ross_Michele_Max, 21 Jan 2011
... of July and are researching vacation rentals. Our families will alternately visit for a couple of days, which would bring our max capacity to 5. The vacation rental we really like so far is in Chelsea, however I am bit worried that it will be too far from Northeastern. According ... more
Posted by wickbett6, 11 Feb 2011
... we are considering is a vacation rental as we think we will have more space and the option for snacks and breakfast as well as being more economical. But we are flying in from Toronto and won't have a car. Can you suggest areas to stay and possible an ... more
Posted by Will007, 11 Feb 2011
... on whether you want a vacation rental or a hotel. If you go the vacation rental route then ... ... and worth booking it. The vacation rentals listed on this website (on the left side of the page) are a good bet, and so are the ones listed through the Bay Colony ... more
South/East Mass.
Posted by sbax, 27 Apr 2012
HELP ! Looking for vacation rental for 2013. Spending few days in Boston and then meeting up with family and want property near ocean in either S/E Mass. (near Marion section of coast) or to travel up (by train for us grandparents - by car from New York for rest of ... more
Looking for hotel or vacation rental in August
Posted by lovelander, 9 Apr 2012
... another. What is a good central area to stay in? Are we better off with a vacation rental or hotel? We are staying 3 nights min. and possibly as many as 5 nights. We looked into a townhouse rental near Tremont Street. Is this a good area? Suggestions are welcome ... more
Need accommodation August. Visiting with 2 x teens with car
Posted by LoonMountainMan, 11 Feb 2012
... and not really a tourist neighborhood. IF you are renting a private home, please be aware that you should be careful about insuring they are a legitimate rental. Check out my posting under the vacation rental category of this site for tips, and feel free to contact me by message ... more
Traveling to Boston with Dogs
Posted by s_vleerick, 8 Feb 2012
... looking at both hotels and vacation rentals to ... ... leaving the dogs in a vacation rental in ... ... with the hotel pet sitter. I am wondering if anyone could recommend a hotel/ vacation rental or doggie day care and if anyone knows what these hotel pet sitting services are like. Thank you ... more