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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Holliston vacation homes

Coffee/tea maker, fridge, microwave, stovetop

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (11 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is ￥29,911
￥54,056 total
includes taxes & fees
Jul 20 - Jul 21
totally remodeled house with fitness room, close to Boston and Worcester
Private kitchen

Bright & Cozy Woodland Home In Foxborough

Bright & Cozy Woodland Home In Foxborough
Foxborough
10.0 out of 10, Exceptional, (1 review)
"Great host hospitality"
United States
Elijah S.
The price is ￥55,883
￥70,933 total
includes taxes & fees
Jul 27 - Jul 28
Bright & Cozy Woodland Home In Foxborough
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is ￥21,886
￥47,811 total
includes taxes & fees
Jul 19 - Jul 20
Charming 3-bedroom house in delightful Ashland for your getaway
Exterior detail

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, (26 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 ￥53,662
￥99,780 total
includes taxes & fees
Jul 21 - Jul 22
Funky and cozy home ! A little bit of everything for everyone.
Coffee/tea maker, fridge, microwave, oven

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
9.6 out of 10, Exceptional, (27 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is ￥33,267
￥50,197 total
includes taxes & fees
Jul 21 - Jul 22
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Terrace/patio

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!
Walpole
The price is ￥69,306
￥103,311 total
includes taxes & fees
Jul 17 - Jul 18
Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!
Interior

Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76

Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
Dorchester
10.0 out of 10, Exceptional, (15 reviews)
"Our stay was excellent, the property was clean and spacious with everything we needed. The host was responsive and very helpful before and throughout the trip."
United States
Clark A.
The price is ￥37,125
￥91,317 total
includes taxes & fees
Jul 20 - Jul 21
Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
Private kitchen

Elegant 5BR House Near Boston/ King Beds + 5 Free parking

Elegant 5BR House Near Boston/ King Beds + 5 Free parking
Dorchester
The price is ￥52,819
￥124,823 total
includes taxes & fees
Jul 19 - Jul 20
Elegant 5BR House Near Boston/ King Beds + 5 Free parking
Fridge, microwave, oven, stovetop

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Interior

Lorenzo Inn

Lorenzo Inn
Dorchester
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is ￥42,151
￥62,431 total
includes taxes & fees
Jul 19 - Jul 20
Lorenzo Inn
Private kitchen

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (2 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is ￥70,036
￥100,142 total
includes taxes & fees
Jul 20 - Jul 21
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Exterior

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

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (2 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is ￥20,427
￥32,233 total
includes taxes & fees
Jul 25 - Jul 26
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is ￥29,182
￥63,086 total
includes taxes & fees
Aug 16 - Aug 17
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is ￥25,939
￥41,934 total
includes taxes & fees
Jul 17 - Jul 18
Angel Sky Challenge
Outdoor dining

Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.

Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.
The Port
9.4 out of 10, Exceptional, (30 reviews)
"This apartment was very spacious and comfortable. The on-site parking was a huge benefit. The kitchen was well-supplied. Overall one of the best VRBO properties I have ever stayed in!"
United States
Amanda E.
The price is ￥57,553
￥105,020 total
includes taxes & fees
Jul 24 - Jul 25
Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.
Interior

Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Dorchester
The price is ￥32,797
￥74,600 total
includes taxes & fees
Jul 19 - Jul 20
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Coffee/tea maker, fridge, microwave, oven

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥44,583
￥82,939 total
includes taxes & fees
Jul 20 - Jul 21
Spacious 4-bedroom with four and half bathrooms
Interior

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 ￥94,694
￥161,188 total
includes taxes & fees
Jul 20 - Jul 21
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Private kitchen

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, (5 reviews)
"Great place for our overnight stay. Red line was close by to get us in and out of Boston. Host was incredibly responsive. She suggested a restaurant close by, via Cannuccia.. stunning pastries on the weekend. "
United States
Ingrid
The price is ￥20,532
￥33,479 total
includes taxes & fees
Jul 21 - Jul 22
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Interior

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"The only thing missing was a BBQ"
United States
Charmen B.
The price is ￥64,848
￥84,795 total
includes taxes & fees
Jul 20 - Jul 21
Cozy 3-bedroom house in serene Worcester with fitness room and office
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

Copley House

Copley House

10/10 Excellent
"Nice and Clean Great bed,pillows and towels"
Rick 1-night trip
Posted less than an hour ago
Copley House

Find out more about Holliston

Holliston Vacation Homes information

Number of reviews
156
Accommodation
361 Vacation Homes
Lowest Price
￥32,233
Highest Price
￥161,188