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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Holliston holiday rentals

Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is 4.844.352 ₫
8.897.627 ₫ total
includes taxes & fees
31 May - 1 Jun
The Chester Hotel
Front of property

Symple Live

Symple Live
4.0 star property
Fenway–Kenmore
8.0 out of 10, Very good, (1 review)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is 5.449.896 ₫
8.837.098 ₫ total
includes taxes & fees
31 May - 1 Jun
Symple Live
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, (369 reviews)
"Great stay. "
United States
Anna
The price is 3.175.157 ₫
6.222.286 ₫ total
includes taxes & fees
31 May - 1 Jun
Maverick Suites at 28 Fenway
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

Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2/10 Terrible
"Not flexible with check in and check out times. There was a dog in the room next to me that starting barking at 7am until 9am! The food was terrible, the eggs tasted like powdered eggs. I will not be returning."
Nancy 4-night trip
Posted less than an hour ago
Hampton Inn & Suites Boston/Waltham

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.

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?

Pleasure Point and Stoddard Park 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.