
Holiday rentals near The Freedom Trail
We found 2,629 holiday rentals — enter your dates for availability
Take a look at holiday rentals near The Freedom Trail that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - The Freedom Trail
Showing deals for:14 Nov - 21 Nov
Image gallery for Beautiful Boston Brownstone!

1010 out of 10 rating
Exceptional
(77 reviews)
Beautiful Boston Brownstone!
Boston, MA
8% off
Price is £3,136
£3,136
£448 per night
includes taxes & fees
Image gallery for 80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

9.49.4 out of 10 rating
Exceptional
(15 reviews)
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Boston, MA
14% off
Price is £1,935
£1,935
£276 per night
includes taxes & fees
Image gallery for Modern 2BR/ Close to Boston with a lovely outdoor space

9.49.4 out of 10 rating
Exceptional
(22 reviews)
Modern 2BR/ Close to Boston with a lovely outdoor space
Melrose, MA
7% off
Price is £1,613
£1,613
£230 per night
includes taxes & fees
Image gallery for West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.89.8 out of 10 rating
Exceptional
(63 reviews)
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Boston, MA
14% off
Price is £2,104
£2,104
£301 per night
includes taxes & fees
Image gallery for 39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

9.69.6 out of 10 rating
Exceptional
(44 reviews)
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Quincy, MA
15% off
Price is £1,863
£1,863
£266 per night
includes taxes & fees
Image gallery for 76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

9.69.6 out of 10 rating
Exceptional
(7 reviews)
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Boston, MA
11% off
Price is £2,595
£2,595
£371 per night
includes taxes & fees
Image gallery for Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
Medford, MA
14% off
Price is £1,296
£1,296
£185 per night
includes taxes & fees
Image gallery for 3 bedroom condo nestled in Historic fishing village - dog friendly

9.69.6 out of 10 rating
Exceptional
(69 reviews)
3 bedroom condo nestled in Historic fishing village - dog friendly
Swampscott, MA
21% off
Price is £1,645
£1,645
£235 per night
includes taxes & fees
Image gallery for A Cozy 5BR Apartment near Harvard Square and MIT

9.89.8 out of 10 rating
Exceptional
(41 reviews)
A Cozy 5BR Apartment near Harvard Square and MIT
Cambridge, MA
8% off
Price is £3,820
£3,820
£546 per night
includes taxes & fees
Image gallery for SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

9.69.6 out of 10 rating
Exceptional
(26 reviews)
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
Boston, MA
14% off
Price is £1,656
£1,656
£237 per night
includes taxes & fees
Image gallery for Great Apartment on River/ Harvard Square two blocks

9.09.0 out of 10 rating
Wonderful
(17 reviews)
Great Apartment on River/ Harvard Square two blocks
Cambridge, MA
7% off
Price is £1,276
£1,276
£182 per night
includes taxes & fees
Image gallery for Adams Village 6-Bed Apt: City Perks, Suburban Vibe

8.68.6 out of 10 rating
Excellent
(8 reviews)
Adams Village 6-Bed Apt: City Perks, Suburban Vibe
Boston, MA
7% off
Price is £3,303
£3,303
£472 per night
includes taxes & fees
Image gallery for Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.

9.89.8 out of 10 rating
Exceptional
(64 reviews)
Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.
Everett, MA
8% off
Price is £1,584
£1,584
£226 per night
includes taxes & fees
Image gallery for Travelers Choice Best of Boston Houseboat Suite 2!

9.89.8 out of 10 rating
Exceptional
(44 reviews)
Travelers Choice Best of Boston Houseboat Suite 2!
Boston, MA
8% off
Price is £2,337
£2,337
£334 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Condo Bos Common Downtown

1010 out of 10 rating
Exceptional
(6 reviews)
Back-Bay Upscale Central Condo Bos Common Downtown
Boston, MA
7% off
Price is £3,437
£3,437
£491 per night
includes taxes & fees
Image gallery for Luxury apartment seaport

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Luxury apartment seaport
Boston, MA
7% off
Price is £2,613
£2,613
£373 per night
includes taxes & fees
Image gallery for Back-Bay 2BR Penthouse w Roof top and GYM

8.48.4 out of 10 rating
Very good
(6 reviews)
Back-Bay 2BR Penthouse w Roof top and GYM
Boston, MA
15% off
Price is £3,028
£3,028
£433 per night
includes taxes & fees
Image gallery for 284-Cozy House with free huge parking

9.89.8 out of 10 rating
Exceptional
(67 reviews)
284-Cozy House with free huge parking
Quincy, MA
15% off
Price is £2,763
£2,763
£395 per night
includes taxes & fees
Image gallery for Historic Private Auburndale Retreat Near Boston!

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Historic Private Auburndale Retreat Near Boston!
Newton, MA
7% off
Price is £1,185
£1,185
£169 per night
includes taxes & fees
Image gallery for Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
Boston, MA
8% off
Price is £2,543
£2,543
£363 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Retreat l Near T

9.09.0 out of 10 rating
Wonderful
(14 reviews)
Newly Renovated Modern Retreat l Near T
Boston, MA
5% off
Price is £3,189
£3,189
£456 per night
includes taxes & fees
Image gallery for Modern 3BR/ Close to Encore- Everett #2

8.88.8 out of 10 rating
Excellent
(28 reviews)
Modern 3BR/ Close to Encore- Everett #2
Everett, MA
8% off
Price is £1,381
£1,381
£197 per night
includes taxes & fees
Image gallery for Stunning South End/Back Bay Penthouse!

1010 out of 10 rating
Exceptional
(89 reviews)
Stunning South End/Back Bay Penthouse!
Boston, MA
8% off
Price is £3,469
£3,469
£496 per night
includes taxes & fees
Image gallery for Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

8.88.8 out of 10 rating
Excellent
(36 reviews)
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Hull, MA
8% off
Price is £1,198
£1,198
£171 per night
includes taxes & fees
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
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
577 reviews(577 reviews)
Perfect North End Studio
Sleeps 3 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
7.07.0 out of 10
Goodgood
257 reviews(257 reviews)
Excellent 2 bedroom condo in South Boston
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Loft with inspiring view, modern design near grocery store, restaurants.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Stylish, Comfortable Luxury Near T
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Top rated rentals - The Freedom Trail
Great location
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The property was in a great location with easy access to transport & the main Boston tourist attractions. However, the studio we were put in was not the one shown online, although the floor plan was the same. The decor & furnishings of ours looked very inferior to the online photos. It also had not been cleaned to the standard we expected.
Margaret known as RUTH P.
Stayed May 2025
Memorable
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
We really enjoyed our stay in Jack and Greg’s condo it was super clean and it was supplied with everything you would need and more . Would love to return if we were back Boston as it was within walking distance to all amenities.👍👍
gary d.
Stayed Sept 2024
Lovely place
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
This was a really lovely apartment in a great location to access Back Bay and T stops to get you elsewhere. Very close to convenience stores and restaurants also and on a quiet street. Cillian was great also. Highly recommend.
David K.
Stayed Nov 2023
Great location
1010 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
Very friendly, helpful host, John. Ideal location away from the buzz of the city. Easy access on the ferry to city.
Boat well equipped, clean and comfortable.
Thankyou for a wonderful introduction to Boston.
Peter H.
Stayed Jun 2023
Fantastic
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
Jon and Karen are great hosts, very easy to communicate with and very quick.
Jon spent time to explain how to get to and from the city and the best places to eat, which we did try out, and they were great.
When I first looked at the location I was worried but there was no need as it is easy and quick to get to the attractions.
We loved it as we could get to where we needed quick but when we wanted to get our heads down it was peaceful and quiet.
Ravi P.
Stayed Apr 2023
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