Holiday Homes in Holliston

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Our top choices for Holliston holiday homes

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Dorchester
10.0 out of 10, Exceptional, (12 reviews)
"We loved this home. It was clean, well equipped and very well located for our family of 8 to visit Boston. Had a great time and loved the house. "
United States
Arlene P.
The price is €438
includes taxes & fees
21 Apr - 22 Apr
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (3 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is €176
includes taxes & fees
4 May - 5 May
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is €266
includes taxes & fees
18 Apr - 19 Apr
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is €259
includes taxes & fees
28 Apr - 29 Apr
totally remodeled house with fitness room, close to Boston and Worcester

Garden Flat Near Boston and Gillette Stadium

Garden Flat Near Boston and Gillette Stadium
Stoughton
The price is €324
includes taxes & fees
22 Apr - 23 Apr
Garden Flat Near Boston and Gillette Stadium

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
The price is €250
includes taxes & fees
20 Apr - 21 Apr
Charming 3-bedroom house in delightful Ashland for your getaway

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (19 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is €256
includes taxes & fees
28 Apr - 29 Apr
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Lorenzo Inn

Lorenzo Inn
Dorchester
The price is €328
includes taxes & fees
23 Apr - 24 Apr
Lorenzo Inn

Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.0 out of 10, Wonderful, (22 reviews)
"Excellent stay! "
United States
Melissa R.
The price is €405
includes taxes & fees
27 Apr - 28 Apr
Centrally located in the heart of Boston near T

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Dorchester
9.6 out of 10, Exceptional, (14 reviews)
"Amazing location close to everything you are going to want to see in Boston, and great communication with the host."
United States
Shane M.
The price is €537
includes taxes & fees
23 Apr - 24 Apr
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is €167
includes taxes & fees
27 Apr - 28 Apr
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (9 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is €428
includes taxes & fees
20 Apr - 21 Apr
Spacious 4-bedroom with four and half bathrooms

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Stoughton
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful for family. "
United States
Karen C.
The price is €853
includes taxes & fees
27 Apr - 28 Apr
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is €258
includes taxes & fees
22 Apr - 23 Apr
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Funky and cozy home ! A little bit of everything for everyone.

Funky and cozy home ! A little bit of everything for everyone.
Arlington
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic home, very clean, great location, and wonderful communication with the host. Truly a 5 star stay!"
United States
Tim S.
The price is €594
includes taxes & fees
21 Apr - 22 Apr
Funky and cozy home ! A little bit of everything for everyone.

Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
Stoughton
7.0 out of 10, Good, (21 reviews)
"Nice people nice place recommend "
United States
Delano
The price is €108
includes taxes & fees
20 Apr - 21 Apr
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

Modern 4BR Near Boston, Walk to Moody St, Free Parking, Laundry, and Fast WIFI

Modern 4BR Near Boston, Walk to Moody St, Free Parking, Laundry, and Fast WIFI
South Side
The price is €573
includes taxes & fees
22 Apr - 23 Apr
Modern 4BR Near Boston, Walk to Moody St, Free Parking, Laundry, and Fast WIFI

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17
Randolph
10.0 out of 10, Exceptional, (5 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is €532
includes taxes & fees
3 May - 4 May
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
9.6 out of 10, Exceptional, (4 reviews)
"Nice location. Close to everything. Quiet neighborhood. House was very clean and ready for us. Communication with host was excellent."
United States
David S.
The price is €328
includes taxes & fees
3 May - 4 May
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.

Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.
Framingham
The price is €391
includes taxes & fees
26 Apr - 27 Apr
Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Holliston Hotel Reviews

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Holliston Holiday Homes information

Number of reviews
153
Accommodation
288 Holiday Homes
Lowest Price
€108
Highest Price
€853