Holliston Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Holliston vacation rentals

Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (159 reviews)
"Great location, clean and great 😌 "
United States
Catherine
Maverick Suites at 245 Newbury St
Iron/ironing board, WiFi, bed sheets

Bright Modern Studio in South End

Bright Modern Studio in South End
Back Bay
The price is ￥11,704
￥34,678 total
includes taxes & fees
Mar 1 - Mar 2
Bright Modern Studio in South End
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.2 out of 10, Good, (135 reviews)
"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"
United States
Maelynn
Maverick Suites at 400 Columbus Ave
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (337 reviews)
"Good place"
United States
Elijah
The price is ￥14,729
￥32,161 total
includes taxes & fees
Mar 1 - Mar 2
Maverick Suites at 28 Fenway
TV

Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities

Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities
Fenway–Kenmore
The price is ￥14,380
￥40,952 total
includes taxes & fees
Mar 1 - Mar 2
Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities
Oven, stovetop, dishwasher, coffee/tea maker

South End Serene Studio

South End Serene Studio
Back Bay
The price is ￥12,016
￥38,705 total
includes taxes & fees
Mar 1 - Mar 2
South End Serene Studio
Desk, iron/ironing board, WiFi, bed sheets

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
Fenway–Kenmore
The price is ￥17,769
￥76,239 total
includes taxes & fees
Mar 3 - Mar 4
The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
Interior entrance

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very Good, (272 reviews)
"The room was very clean and perfectly sized for a solo traveler for several nights."
United States
Valeri
Maverick Suites at 89 Marion
Exterior

Spacious and Bright Studio

Spacious and Bright Studio
Back Bay
The price is ￥12,016
￥35,046 total
includes taxes & fees
Mar 3 - Mar 4
Spacious and Bright Studio
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
7.8 out of 10, Good, (8 reviews)
"This location is so convenient to BU! Loved how easy check-in was!"
United States
Laura B.
The price is ￥14,808
￥33,980 total
includes taxes & fees
Mar 5 - Mar 6
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Iron/ironing board, WiFi, bed sheets

Vibrant Studio | Prudential Area

Vibrant Studio | Prudential Area
Back Bay
Vibrant Studio | Prudential Area
Exterior

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very Good, (69 reviews)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
Interior

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
Hyde Park
9.6 out of 10, Exceptional, (25 reviews)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is ￥12,485
￥51,262 total
includes taxes & fees
Mar 2 - Mar 3
Hidden Gem right in the city of Boston!
Iron/ironing board, WiFi, bed sheets

Stylish Studio in South End

Stylish Studio in South End
Back Bay
Stylish Studio in South End
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (7 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is ￥19,038
￥46,498 total
includes taxes & fees
Mar 2 - Mar 3
Stylish Back Bay Retreat, Steps from Prudential
Iron/ironing board, WiFi, bed sheets

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
The price is ￥18,416
￥30,307 total
includes taxes & fees
Mar 2 - Mar 3
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Exterior detail

Save 30%, Pet-Friendly Boston Apartment, Free Parking, Near Red Line - 82

Save 30%, Pet-Friendly Boston Apartment, Free Parking, Near Red Line - 82
Dorchester
9.4 out of 10, Exceptional, (32 reviews)
"Very comfortable, lots of room, clean, well appointed.Great location. Appreciated off street parking."
United States
Sandra M.
The price is ￥18,284
￥52,733 total
includes taxes & fees
Mar 5 - Mar 6
Save 30%, Pet-Friendly Boston Apartment, Free Parking, Near Red Line - 82
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201 reviews)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is ￥22,783
￥53,097 total
includes taxes & fees
Mar 1 - Mar 2
Charlesgate Suites
TV

Cozy Fenway 1Br/1Ba | Close to Fenway Park!

Cozy Fenway 1Br/1Ba | Close to Fenway Park!
Fenway–Kenmore
Cozy Fenway 1Br/1Ba | Close to Fenway Park!
Dining

Up to 30% OFF – Spacious 4BR Boston Home, Free Parking, Pet friendly - 30/1

Up to 30% OFF – Spacious 4BR Boston Home, Free Parking, Pet friendly - 30/1
Dorchester
9.2 out of 10, Wonderful, (13 reviews)
"Nice and clean apartment, had great stay for a friend and family get together. Host very responsive with anything you need. "
United States
D M.
The price is ￥15,501
￥48,994 total
includes taxes & fees
Mar 2 - Mar 3
Up to 30% OFF – Spacious 4BR Boston Home, Free Parking, Pet friendly - 30/1
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

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

10/10 Excellent
"Room was really big and staff was great. "
Frank 2-night trip
Posted 2 days ago
Fairmont Copley Plaza, Boston

Find out more about Holliston

Search for holiday rentals in Holliston on Expedia! You can easily find your home rentals, villas, holiday apartments in Holliston using one of the methods below:

  • View our selection of featured holiday rentals in Holliston
  • Use the map to find apartments and other holiday homes in the Holliston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Holliston while they last

Look no further and take a look at our great range of rental properties in Holliston!

Frequently asked questions

Can I find a vacation rental in Holliston?

Yes, we offer vacation rentals near well known attractions in Holliston, or you can choose a more remote option if you want a relaxing place to stay. Holliston is known for its lake views and golf courses.

What are some of the best vacation home rentals in Holliston?

Spacious, New Renovation | Near T: Visitors like this Holliston vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Holliston?

Choose from 3 Expedia vacation rentals in Holliston for a memorable vacation.

What’s there to see and do in Holliston?

Stoddard Park and Pleasure Point are a couple of lovely local spots to get outside and enjoy nature. Pinecrest Golf Club and Gillette Stadium are a couple of places you'll find in the larger area.

What’s a vacation rental in Holliston like?

A vacation rental is a private property you can book for several days or longer in Holliston. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.