Vacation rentals near The Freedom Trail
We found 2,585 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals near The Freedom Trail that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, including WiFi and parking. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - The Freedom Trail
Showing deals for:Jul 25 - Aug 1
Image gallery for ASTONISHING 1 BEDROOM PARLOR, WELL APPOINTED, -SOUTH END BOSTON -BEST LOCATION

1010 out of 10 rating
Exceptional
(44 reviews)
ASTONISHING 1 BEDROOM PARLOR, WELL APPOINTED, -SOUTH END BOSTON -BEST LOCATION
Boston, MA
5% off
Price is $375
$375
$3,106 total
$3,106 total
Image gallery for Just Perfect Studio For Your Next Stay

8.08.0 out of 10 rating
Very Good
(6 reviews)
Just Perfect Studio For Your Next Stay
Boston, Massachusetts
5% off
Price is $230
$230
$1,829 total
$1,829 total
Image gallery for Luxurious apartment in Fenway

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxurious apartment in Fenway
Boston, MA
10% off
Price is $809
$809
$6,753 total
$6,753 total
Image gallery for Elegant Back Bay Brownstone - Comm Ave - 1+ Bed - One Week Minimum

9.49.4 out of 10 rating
Exceptional
(29 reviews)
Elegant Back Bay Brownstone - Comm Ave - 1+ Bed - One Week Minimum
Boston, MA
10% off
Price is $293
$293
$2,423 total
$2,423 total
Image gallery for Stylish Private Studio in Boston!

8.68.6 out of 10 rating
Excellent
(12 reviews)
Stylish Private Studio in Boston!
Boston, Massachusetts
5% off
Price is $247
$247
$1,961 total
$1,961 total
Image gallery for Fenway 2 bed 2 bath condo

8.88.8 out of 10 rating
Excellent
(5 reviews)
Fenway 2 bed 2 bath condo
Boston, MA
10% off
Price is $809
$809
$6,724 total
$6,724 total
Image gallery for Luxury apartment seaport

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Luxury apartment seaport
Boston, MA
10% off
Price is $1,000
$1,000
$8,059 total
$8,059 total
Image gallery for Perfect One Bedroom Stay In Downtown Boston!

9.09.0 out of 10 rating
Wonderful
(9 reviews)
Perfect One Bedroom Stay In Downtown Boston!
Boston, Massachusetts
5% off
Price is $242
$242
$1,935 total
$1,935 total
Image gallery for Perfect Studio, Walk To Park!

8.08.0 out of 10 rating
Very Good
(5 reviews)
Perfect Studio, Walk To Park!
Boston, Massachusetts
5% off
Price is $230
$230
$1,827 total
$1,827 total
Image gallery for Perfect location Sleeps 3

8.08.0 out of 10 rating
Very Good
(8 reviews)
Perfect location Sleeps 3
Boston, Massachusetts
5% off
Price is $247
$247
$1,961 total
$1,961 total
Image gallery for Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

1010 out of 10 rating
Exceptional
(57 reviews)
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Boston, MA
5% off
Price is $1,473
$1,473
$11,591 total
$11,591 total
Image gallery for Gorgeous High End Charlestown Home - Minutes From Downtown And All Of Boston!

1010 out of 10 rating
Exceptional
(28 reviews)
Gorgeous High End Charlestown Home - Minutes From Downtown And All Of Boston!
Boston, MA
11% off
Price is $440
$440
$3,708 total
$3,708 total
Image gallery for Luxury treat Tuscany style villa just few miles from downtown Boston

1010 out of 10 rating
Exceptional
(5 reviews)
Luxury treat Tuscany style villa just few miles from downtown Boston
Newton, MA
10% off
Price is $2,160
$2,160
$16,814 total
$16,814 total
Image gallery for extended stays

9.69.6 out of 10 rating
Exceptional
(24 reviews)
extended stays
Boston, MA
10% off
Price is $188
$188
$1,560 total
$1,560 total
Image gallery for New Built XL Modern House Near Tenean Beach,UMass Boston,Highway. With EVCharger

9.89.8 out of 10 rating
Exceptional
(8 reviews)
New Built XL Modern House Near Tenean Beach,UMass Boston,Highway. With EVCharger
Boston, MA
5% off
Price is $976
$976
$8,038 total
$8,038 total
Image gallery for Boston-Modern Spacious Family Friendly Apartment w/Parking

1010 out of 10 rating
Exceptional
(89 reviews)
Boston-Modern Spacious Family Friendly Apartment w/Parking
Boston, MA
10% off
Price is $215
$215
$1,817 total
$1,817 total
Image gallery for Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk

9.69.6 out of 10 rating
Exceptional
(57 reviews)
Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk
Brookline, MA
5% off
Price is $243
$243
$1,984 total
$1,984 total
Image gallery for Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance

1010 out of 10 rating
Exceptional
(123 reviews)
Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
Boston, MA
10% off
Price is $585
$585
$4,677 total
$4,677 total
Image gallery for Located north of Boston/ comfort and relaxation in your home away from home

1010 out of 10 rating
Exceptional
(32 reviews)
Located north of Boston/ comfort and relaxation in your home away from home
Woburn, MA
10% off
Price is $185
$185
$1,499 total
$1,499 total
Image gallery for Luxurious 4 bed 2 bath in the city of Somerville/Cambridge|2min from GreenLine

1010 out of 10 rating
Exceptional
(22 reviews)
Luxurious 4 bed 2 bath in the city of Somerville/Cambridge|2min from GreenLine
Somerville, MA
15% off
Price is $410
$410
$3,565 total
$3,565 total
Image gallery for Spacious Triplex with Large outdoor space FreePrkg

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Spacious Triplex with Large outdoor space FreePrkg
Boston, MA
10% off
Price is $2,600
$2,600
$20,325 total
$20,325 total
Image gallery for Pleasantly comfortable suburban home for up to 8

1010 out of 10 rating
Exceptional
(9 reviews)
Pleasantly comfortable suburban home for up to 8
Braintree, MA
15% off
Price is $421
$421
$3,579 total
$3,579 total
Image gallery for 80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

9.89.8 out of 10 rating
Exceptional
(6 reviews)
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Boston, MA
10% off
Price is $421
$421
$3,487 total
$3,487 total
Image gallery for Luxury, New 2-Bedroom Condo Near Airport/Boston/Train

9.89.8 out of 10 rating
Exceptional
(78 reviews)
Luxury, New 2-Bedroom Condo Near Airport/Boston/Train
Boston, MA
5% off
Price is $380
$380
$3,101 total
$3,101 total
Find spaces that suit your style
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Find properties near top attractions in The Freedom Trail
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Find the best place to stay - The Freedom Trail
Historic Home At Freedom Trail
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
Ideal North End 1brm Central To Everything
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Fun, Family Friendly Restored Fire House 2 Bedroom Apt
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Charlestown Houseboat Walk to attractions Be rocked to sleep
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very Goodvery good
546 reviews(546 reviews)
Amazing price and location / parking -North End (M1S)
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Top rated rentals - The Freedom Trail
First time to Boston
1010 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Quick Get Away
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Fantastic Boston Visit
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
An outstanding stay in Boston
1010 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
Beacon hill beauty.
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Magical Christmas Holiday
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Historic neighborhood. Dates from the 1700s.
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Unique Experience!
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
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- More for lessMore space, more privacy, more amenities — more value