Vacation rentals near Henry Wilson Shoe Shop
We found 2,614 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Henry Wilson Shoe Shop, scroll through and discover private vacation rentals to find the perfect home base for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the amenities you need and want, which might include parking and a pool. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Henry Wilson Shoe Shop
Showing deals for:Nov 7 - Nov 14
Image gallery for Exquisite North End 1brm
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Exquisite North End 1brm
Boston, MA
5% off
Price is CA $342
CA $342
CA $3,218 total
CA $3,218 total
includes taxes & fees
Image gallery for Perfect North End Studio
9.49.4 out of 10 rating
Exceptional
(32 reviews)
Perfect North End Studio
Boston, MA
5% off
Price is CA $308
CA $308
CA $2,908 total
CA $2,908 total
includes taxes & fees
Image gallery for Beautiful Boston Brownstone!
1010 out of 10 rating
Exceptional
(77 reviews)
Beautiful Boston Brownstone!
Boston, MA
10% off
Price is CA $619
CA $619
CA $5,678 total
CA $5,678 total
includes taxes & fees
Image gallery for Spacious vacation townhome unit with a pool
1010 out of 10 rating
Exceptional
(12 reviews)
Spacious vacation townhome unit with a pool
Weston, MA
10% off
Price is CA $447
CA $447
CA $3,853 total
CA $3,853 total
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
19% off
Price is CA $365
CA $365
CA $3,466 total
CA $3,466 total
includes taxes & fees
Image gallery for Central Boston Beacon Hill 2brm
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Central Boston Beacon Hill 2brm
Boston, MA
5% off
Price is CA $466
CA $466
CA $4,343 total
CA $4,343 total
includes taxes & fees
Image gallery for Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
1010 out of 10 rating
Exceptional
(65 reviews)
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Boston, MA
10% off
Price is CA $1,831
CA $1,831
CA $16,153 total
CA $16,153 total
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
19% off
Price is CA $390
CA $390
CA $3,786 total
CA $3,786 total
includes taxes & fees
Image gallery for Lux 2nd floor 3brm/1bath
1010 out of 10 rating
Exceptional
(5 reviews)
Lux 2nd floor 3brm/1bath
Boston, MA
5% off
Price is CA $725
CA $725
CA $6,734 total
CA $6,734 total
includes taxes & fees
Image gallery for Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury, MA
10% off
Price is CA $172
CA $172
CA $1,613 total
CA $1,613 total
includes taxes & fees
Image gallery for Back-Bay Upscale Central Condo Bos Common Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Back-Bay Upscale Central Condo Bos Common Downtown
Boston, MA
10% off
Price is CA $721
CA $721
CA $7,062 total
CA $7,062 total
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
20% off
Price is CA $642
CA $642
CA $6,277 total
CA $6,277 total
includes taxes & fees
Image gallery for New 5B3B Single Family with Central AC
9.89.8 out of 10 rating
Exceptional
(28 reviews)
New 5B3B Single Family with Central AC
Arlington, MA
5% off
Price is CA $736
CA $736
CA $6,755 total
CA $6,755 total
includes taxes & fees
Image gallery for Charming 4-bedroom house with WiFi, AC in amazing Foxborough
1010 out of 10 rating
Exceptional
(10 reviews)
Charming 4-bedroom house with WiFi, AC in amazing Foxborough
Foxboro, MA
10% off
Price is CA $1,424
CA $1,424
CA $12,207 total
CA $12,207 total
includes taxes & fees
Image gallery for Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury, MA
7% off
Price is CA $178
CA $178
CA $1,658 total
CA $1,658 total
includes taxes & fees
Image gallery for Sunny Dog Friendly Union Sq 1brm
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Sunny Dog Friendly Union Sq 1brm
Somerville, MA
5% off
Price is CA $258
CA $258
CA $2,414 total
CA $2,414 total
includes taxes & fees
Image gallery for 4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
9.49.4 out of 10 rating
Exceptional
(22 reviews)
4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
Newton, MA
10% off
Price is CA $742
CA $742
CA $6,808 total
CA $6,808 total
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
19% off
Price is CA $365
CA $365
CA $3,351 total
CA $3,351 total
includes taxes & fees
Image gallery for Historic Townhouse in the Heart of Boston
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Historic Townhouse in the Heart of Boston
Boston, MA
5% off
Price is CA $783
CA $783
CA $7,246 total
CA $7,246 total
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
19% off
Price is CA $231
CA $231
CA $2,228 total
CA $2,228 total
includes taxes & fees
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 CA $494
CA $494
CA $4,706 total
CA $4,706 total
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
15% off
Price is CA $500
CA $500
CA $4,672 total
CA $4,672 total
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
19% off
Price is CA $309
CA $309
CA $2,978 total
CA $2,978 total
includes taxes & fees
Image gallery for 14b-Charming, beautiful 3-bedroom apartment in Boston
9.89.8 out of 10 rating
Exceptional
(8 reviews)
14b-Charming, beautiful 3-bedroom apartment in Boston
Boston, MA
10% off
Price is CA $427
CA $427
CA $4,023 total
CA $4,023 total
includes taxes & fees
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Find the best place to stay - Henry Wilson Shoe Shop
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
572 reviews(572 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
7.07.0 out of 10
Goodgood
257 reviews(257 reviews)
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
198 reviews(198 reviews)
Bay Village Suites
Sleeps 1 · 1 bedroom
6.46.4 out of 10
189 reviews(189 reviews)
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
68 reviews(68 reviews)
Take An Amazing Vacation! Pet-Friendly Property, Near Liberty Ride Trolley Tour!
Sleeps 4 · 1 bedroom · 1 bathroom
7.47.4 out of 10
Goodgood
13 reviews(13 reviews)
Top rated rentals - Henry Wilson Shoe Shop
Nice trip
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Nice accomodation. Near Downtown Boston. The hote gives us a lot of tips of what to do.
karine R.
Stayed May 2025
Lovely lake house weekend
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Great location with all the amenities to make for a memorable weekend with friends!
Steven F.
Stayed Oct 2024
Amazing host.
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
Definitely going back and will definitely stay at the Green Turtle. Thank you so much Karen and Jon for making my 55th Birthday one I will never forget…
Cherryl B.
Stayed Aug 2023
Beautiful property in great location!
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
This apartment was the perfect fit for our party of six. Peter was amazing to deal with, very responsive and helpful! Thanks for making our stay memorable!
Cheryl S.
Stayed Apr 2023
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value