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Holliston Holiday Rentals

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Our top choices for Holliston holiday rentals

1. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is NZ$381
includes taxes & fees
16 Sept - 17 Sept
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

2. 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, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is NZ$353
includes taxes & fees
6 Sept - 7 Sept
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

3. 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, (28 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is NZ$518
includes taxes & fees
23 Aug - 24 Aug
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

4. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (250 reviews)
"Wonderful!!"
United States
Huynh
The price is NZ$204
includes taxes & fees
23 Aug - 24 Aug
Residences at Solomon Pond

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (14 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 NZ$586
includes taxes & fees
31 Aug - 1 Sept
totally remodeled house with fitness room, close to Boston and Worcester

6. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,255 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
The price is NZ$295
includes taxes & fees
24 Aug - 25 Aug
Crescent Suites Hotel

7. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
The price is NZ$428
includes taxes & fees
7 Sept - 8 Sept
Zen Inspired Retreat with Private Forest Trails

8. 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, (13 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
The price is NZ$437
includes taxes & fees
30 Aug - 31 Aug
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (37 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is NZ$549
includes taxes & fees
8 Sept - 9 Sept
The Chester Hotel

10. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (27 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is NZ$376
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bedroom apartment with WiFi, AC in superb Canton

11. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (67 reviews)
"Great stay! Highly recommend! "
United States
Valeria M.
The price is NZ$387
includes taxes & fees
7 Sept - 8 Sept
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

12. Bright & Cozy Woodland Home In Foxborough

Bright & Cozy Woodland Home In Foxborough
Foxborough
10.0 out of 10, Exceptional, (4 reviews)
"We loved the place, it’s clean and great location for going to concerts or Patriots games"
United States
Mark A.
The price is NZ$872
includes taxes & fees
24 Aug - 25 Aug
Bright & Cozy Woodland Home In Foxborough

13. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful and clean property, responsive and professional host. I could bring food and cook. I liked my stay. Be aware if you are older or out of shape (me!) be aware that this studio does have stairs. Recommended!"
United States
Paul
The price is NZ$376
includes taxes & fees
24 Aug - 25 Aug
Sleek Studio Apartment in the South End

14. 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, (200 reviews)
"Great location, really cool place!"
United States
lane
The price is NZ$441
includes taxes & fees
31 Aug - 1 Sept
Maverick Suites at 245 Newbury St

15. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (16 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is NZ$527
includes taxes & fees
8 Sept - 9 Sept
The Concord Hotel

16. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (19 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
The price is NZ$550
includes taxes & fees
26 Aug - 27 Aug
Symple Live

17. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (408 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is NZ$454
includes taxes & fees
25 Aug - 26 Aug
Maverick Suites at 28 Fenway

18. Wonderful Fenway 3br/2ba | Steps from Fenway Park!

Wonderful Fenway 3br/2ba | Steps from Fenway Park!
Fenway–Kenmore
10.0 out of 10, Exceptional, (4 reviews)
"Strong location and good spaces"
United States
Bryce G.
The price is NZ$676
includes taxes & fees
24 Aug - 25 Aug
Wonderful Fenway 3br/2ba | Steps from Fenway Park!

19. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (1 review)
The price is NZ$192
includes taxes & fees
25 Aug - 26 Aug
Clean & Cozy Private room - 3 floor_R 1

20. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (166 reviews)
"Well located"
United States
Evelyn
The price is NZ$438
includes taxes & fees
24 Aug - 25 Aug
Maverick Suites at 400 Columbus Ave
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

Find out more about Holliston

Everything you need to know about Holliston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Holliston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Holliston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Holliston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Holliston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Holliston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Holliston holiday rentals we have selected for you start as low as NZ$295 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Holliston rentals

At Expedia, we put the best Holliston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Holliston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Holliston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Holliston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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?

Home Away from Home!: This holiday home rental outside of Holliston offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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.