Holiday rentals near Henry Wilson Shoe Shop
We found 2,583 holiday 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 holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Henry Wilson Shoe Shop
Showing deals for:3 Oct - 10 Oct
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
8% off
Price is AU$11,296
AU$11,296
AU$1,614 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
16% off
Price is AU$9,142
AU$9,142
AU$1,306 per night
includes taxes & fees
Image gallery for Luxurious apartment in Fenway
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxurious apartment in Fenway
Boston, MA
8% off
Price is AU$11,296
AU$11,296
AU$1,614 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
8% off
Price is AU$13,355
AU$13,355
AU$1,908 per night
includes taxes & fees
Image gallery for Charming 4-bedroom house with WiFi, AC in amazing Foxborough
1010 out of 10 rating
Exceptional
(8 reviews)
Charming 4-bedroom house with WiFi, AC in amazing Foxborough
Foxboro, MA
8% off
Price is AU$13,392
AU$13,392
AU$1,913 per night
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
8% off
Price is AU$8,676
AU$8,676
AU$1,239 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College
1010 out of 10 rating
Exceptional
(22 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is AU$2,310
AU$2,310
AU$330 per night
includes taxes & fees
Image gallery for Spacious Triplex with Large backyard FreePrkg
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Spacious Triplex with Large backyard FreePrkg
Boston, MA
8% off
Price is AU$34,045
AU$34,045
AU$4,864 per night
includes taxes & fees
Image gallery for Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
8.48.4 out of 10 rating
Very good
(6 reviews)
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Boston, MA
8% off
Price is AU$9,928
AU$9,928
AU$1,418 per night
includes taxes & fees
Image gallery for July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2
9.89.8 out of 10 rating
Exceptional
(43 reviews)
July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2
Boston, MA
8% off
Price is AU$4,653
AU$4,653
AU$665 per night
includes taxes & fees
Image gallery for Beautiful Dorchester Home in Boston!
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Dorchester Home in Boston!
Boston, MA
8% off
Price is AU$6,638
AU$6,638
AU$948 per night
includes taxes & fees
Image gallery for Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury, MA
8% off
Price is AU$2,089
AU$2,089
AU$298 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 AU$7,928
AU$7,928
AU$1,133 per night
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
6% off
Price is AU$4,524
AU$4,524
AU$646 per night
includes taxes & fees
Image gallery for Norwood Luxe Suite- Pet friendly & Commuter friendly
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Norwood Luxe Suite- Pet friendly & Commuter friendly
Norwood, MA
14% off
Price is AU$5,514
AU$5,514
AU$788 per night
includes taxes & fees
Image gallery for Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium
Sharon, MA
8% off
Price is AU$3,692
AU$3,692
AU$527 per night
includes taxes & fees
Image gallery for Luxe & Luminous – 4BR Urban Escape
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxe & Luminous – 4BR Urban Escape
Boston, MA
7% off
Price is AU$5,392
AU$5,392
AU$770 per night
includes taxes & fees
Image gallery for Charming home on Lake Quinsigamond!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Charming home on Lake Quinsigamond!
Shrewsbury, MA
12% off
Price is AU$6,298
AU$6,298
AU$900 per night
includes taxes & fees
Image gallery for Contemporary Farmhouse-Style Retreat | near T
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Contemporary Farmhouse-Style Retreat | near T
Boston, Massachusetts
20% off
Price is AU$6,016
AU$6,016
AU$859 per night
includes taxes & fees
Image gallery for Comfy & Cozy 2nd level condo walk to MBTA mins to Downtown Boston
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Comfy & Cozy 2nd level condo walk to MBTA mins to Downtown Boston
Boston, MA
8% off
Price is AU$7,746
AU$7,746
AU$1,107 per night
includes taxes & fees
Image gallery for * Beautiful condo 1st floor walk to public trans T mins to downtown Boston
9.69.6 out of 10 rating
Exceptional
(43 reviews)
* Beautiful condo 1st floor walk to public trans T mins to downtown Boston
Boston, MA
8% off
Price is AU$7,140
AU$7,140
AU$1,020 per night
includes taxes & fees
Image gallery for Comfortable and conveniently located.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Comfortable and conveniently located.
Medford, MA
23% off
Price is AU$4,018
AU$4,018
AU$574 per night
includes taxes & fees
Image gallery for Comfy, Stylish Apt. Near Uni's, Driveway
1010 out of 10 rating
Exceptional
(6 reviews)
Comfy, Stylish Apt. Near Uni's, Driveway
Somerville, MA
8% off
Price is AU$5,198
AU$5,198
AU$743 per night
includes taxes & fees
Image gallery for 30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston
9.29.2 out of 10 rating
Wonderful
(7 reviews)
30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston
Boston, MA
13% off
Price is AU$3,950
AU$3,950
AU$564 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Henry Wilson Shoe Shop
Showing deals for: 2 Oct - 5 Oct
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
565 reviews(565 reviews)
The current price is AU$1,997
AU$1,997
for 3 nights, 1 room
AU$666 per night
includes taxes & fees
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
171 reviews(171 reviews)
The current price is AU$1,300
AU$1,300
for 3 nights, 1 room
AU$433 per night
includes taxes & fees
Temple Place Suites
Sleeps 3 · 1 bedroom
6.86.8 out of 10
236 reviews(236 reviews)
The current price is AU$1,370
AU$1,370
for 3 nights, 1 apartment
AU$457 per night
includes taxes & fees
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
65 reviews(65 reviews)
The current price is AU$2,467
AU$2,467
for 3 nights, 1 room
AU$822 per night
includes taxes & fees
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
910 reviews(910 reviews)
The current price is AU$2,882
AU$2,882
for 3 nights, 1 room
AU$961 per night
includes taxes & fees
Beautiful Retreat close to Downtown Boston. Pets friendly.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
The current price is AU$1,359
AU$1,359
for 3 nights, 1 apartment
AU$453 per night
includes taxes & fees
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, gardens and more
More for lessMore space, more privacy, more amenities — more value