A white building with a sign reading "TOWN HALL" and a rainbow flag.

Holliston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Holliston holiday rentals

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,334 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is HK$1,193
HK$1,332 total
includes taxes & fees
31 Oct - 1 Nov
Crescent Suites Hotel
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (265 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is HK$911
HK$1,017 total
includes taxes & fees
2 Nov - 3 Nov
Residences at Solomon Pond
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is HK$903
HK$2,030 total
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

4. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (338 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is HK$1,412
HK$2,329 total
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A conference room with a glass table, four chairs, a fireplace, and white paneled walls.

5. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (460 reviews)
"Great price for the place given the location."
United States
Beenish
The price is HK$896
HK$1,797 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

6. 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, (211 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is HK$1,016
HK$1,890 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

7. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (36 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is HK$1,256
HK$2,436 total
includes taxes & fees
22 Nov - 23 Nov
The Concord Hotel
A wooden hallway with a patterned floor leading to a door.

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (348 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is HK$718
HK$1,503 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A modern living room with a round dining table, grey sofas, and large windows offering city views.

9. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.6 out of 10, Excellent, (17 reviews)
"spacious, clean, central location"
United States
Gregory
Furnished Apts near Harvard Stadium
A modern hotel room with a bed, a desk, a sofa, and a dining area.

10. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is HK$1,349
HK$2,903 total
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

11. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (185 reviews)
"Rooms were clean. and effective for what we needed. only downfall is parking"
United States
Ashley
The price is HK$718
HK$1,546 total
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

12. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.0 out of 10, Very good, (13 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
The price is HK$1,083
HK$2,261 total
includes taxes & fees
27 Oct - 28 Oct
Furnished Apartment Near Longwood
Interior

13. Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is HK$5,976
HK$10,265 total
includes taxes & fees
6 Nov - 7 Nov
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A hotel room with a bed, a desk, a lamp, a potted plant, and large windows with blinds.

14. Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
5.6 out of 10, (4 reviews)
"I loved this apartment. It was perfect for what we needed. I only gave four stars because the apartment could use a little love and updating, and that may be important to some people. It was not for me. We were just over 2 miles away from Mass General where my husband was having an operation. It had a full kitchen, 1 1/2 baths, and was surprisingly quiet. The description of the apartment was clear there was no parking space associated with the apartment; however, I found that every night...
United States
Christine
The price is HK$1,214
HK$2,477 total
includes taxes & fees
28 Oct - 29 Oct
Furnished Apartment near BMC
Room

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (29 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is HK$1,874
HK$3,011 total
includes taxes & fees
23 Nov - 24 Nov
Symple Live
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

16. 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, (98 reviews)
"Enjoyed the stay"
United States
Frances
The price is HK$775
HK$1,612 total
includes taxes & fees
23 Nov - 24 Nov
Maverick Suites at 402 Columbus Ave
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

17. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
The price is HK$1,757
HK$3,548 total
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Holliston Hotel Reviews

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

8/10 Good
"I"
Patricia 3-night trip
Posted 6 hours ago
Four Points by Sheraton Boston Newton

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 holiday rental in Holliston?

Yes, there are holiday rentals close to the most popular sights in Holliston, or you can select a more secluded option if you're looking for a relaxing stay. Holliston is known for its lake views and golf courses.

What are some of the best holiday rentals that Holliston has to offer?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: This holiday home rental outside of Holliston has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Holliston?

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

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 wider area.

What’s a holiday rental in Holliston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Holliston. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.