Stairway and doorway of town hall

Holliston Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Holliston vacation 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 AED 588
AED 1,140 total
includes taxes & fees
30 Jun - 1 Jul
The Chester Hotel
Studio | Iron/ironing board, free WiFi

The Concord Hotel

The Concord Hotel
2.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Overall had a great experience here. Took just a couple minutes texting the host to get the check in information that was to be emailed- but they sent it pretty quickly when I said it wasn't sent yet. I didn't need anything else from the host. It was clean and overall pretty nice! The stairs you take to get up to the room are pretty loud, so I woke up one time when other people got home to other rooms during my stay, but that was it! Overall good. I was there for a holiday weekend so the price...
United States
Jessica
The price is AED 630
AED 1,188 total
includes taxes & fees
30 Jun - 1 Jul
The Concord Hotel
Exterior

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (3 reviews)
"It was a great stay!"
United States
Adina S.
The price is AED 294
AED 919 total
includes taxes & fees
6 Jul - 7 Jul
Light-filled Studio | Back Bay
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (82 reviews)
"Host was amazing and responded right away with any questions or concerns we had! Beautiful place to stay!"
United States
Amy I.
The price is AED 437
AED 1,360 total
includes taxes & fees
14 Jul - 15 Jul
🎖The Boiler Room - Close to Subway & Downtown🎖
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (4 reviews)
"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 AED 698
AED 1,161 total
includes taxes & fees
2 Jul - 3 Jul
Symple Live
Exterior

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very Good, (23 reviews)
"Friendly hosts"
United States
Jan
The price is AED 382
AED 839 total
includes taxes & fees
30 Jun - 1 Jul
Free Parking at 1 Bed Basement Apt, Near BU & MIT
TV

Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2

Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2
Dorchester
10.0 out of 10, Exceptional, (19 reviews)
"Very nice property, parking is safe, owner give clear checkin and checkout instructions. Very good."
United States
Kevin
The price is AED 1,093
AED 2,063 total
includes taxes & fees
30 Jun - 1 Jul
Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2
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, (175 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is AED 592
AED 680 total
includes taxes & fees
30 Jun - 1 Jul
Maverick Suites at 245 Newbury St
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (156 reviews)
"Great location!"
United States
Kevin
The price is AED 605
AED 695 total
includes taxes & fees
30 Jun - 1 Jul
Maverick Suites at 400 Columbus Ave
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 AED 547
AED 866 total
includes taxes & fees
23 Jul - 24 Jul
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Desk, iron/ironing board, WiFi, bed sheets

The Chester: Urban Chic Stay In South End

The Chester: Urban Chic Stay In South End
South End
10.0 out of 10, Exceptional, (1 review)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
The price is AED 606
AED 1,353 total
includes taxes & fees
1 Jul - 2 Jul
The Chester: Urban Chic Stay In South End
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, (377 reviews)
"Great stay. "
United States
Anna
The price is AED 344
AED 754 total
includes taxes & fees
1 Jul - 2 Jul
Maverick Suites at 28 Fenway
Exterior

Compact Back Bay Studio

Compact Back Bay Studio
Back Bay
The price is AED 624
AED 1,407 total
includes taxes & fees
30 Jun - 1 Jul
Compact Back Bay Studio
TV

Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
The price is AED 544
AED 1,369 total
includes taxes & fees
5 Jul - 6 Jul
Stunning 1BR | Steps to Fenway!
2 bedrooms, iron/ironing board, WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Great property, comfortable, accurate listing, and super attentiveness and support from Long, the host. Overall, a great stay while visiting family in the area! Thank you, Long!"
United States
John M.
The price is AED 496
AED 985 total
includes taxes & fees
29 Jun - 30 Jun
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
2 bedrooms, WiFi, bed sheets

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very Good, (37 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is AED 625
AED 1,165 total
includes taxes & fees
30 Jun - 1 Jul
Great Apartment on River/ Harvard Square two blocks
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (214 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is AED 632
AED 1,360 total
includes taxes & fees
5 Jul - 6 Jul
Charlesgate Suites
Smart TV, fireplace

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is AED 511
AED 812 total
includes taxes & fees
30 Jun - 1 Jul
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (45 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is AED 625
AED 1,140 total
includes taxes & fees
30 Jun - 1 Jul
On River/Harvard Sq. two blocks
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

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

8/10 Good
"An old very dated hotel that has been remodeled. Breakfast was less than mediocre but the location was easy to get to"
Melissa 1-night trip
Posted 2 hours ago
Garner Hotel Brockton - Boston by IHG

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?

Boston's Best Vacation Home : Visitors like this Holliston vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

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.