Holliston Holiday Rentals

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Holiday Rentals in Holliston

Symple Live

3.5 star property
Fenway–Kenmore
The price is NZ$587
includes taxes & fees
18 Nov - 19 Nov
Symple Live

Maverick Suites at 400 Columbus Ave

2.0 star property
South End
7.2 out of 10, Good, (130)
"Good location -comfortable "
United Kingdom
David
Maverick Suites at 400 Columbus Ave

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (314)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is NZ$363
includes taxes & fees
9 Dec - 10 Dec
Maverick Suites at 28 Fenway

Maverick Suites at 245 Newbury St

2.0 star property
Back Bay
8.2 out of 10, Very good, (151)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
Maverick Suites at 245 Newbury St

Charlesgate Suites

3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (199)
"Excellent location near Boston University, bars, restaurants, etc and just a few minute walk to Fenway. We had the downstairs suite which was extremely roomy and had a full kitchen. While there was no front desk, the reservation team was responsive, polite and helpful."
United States
Wendy
The price is NZ$655
includes taxes & fees
14 Dec - 15 Dec
Charlesgate Suites

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is NZ$642
includes taxes & fees
18 Nov - 19 Nov
The Chester Hotel

Maverick Suites at 402 Columbus Ave

2.5 star property
South End
7.8 out of 10, Good, (66)
"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

Maverick Suites at 89 Marion

2.0 star property
Coolidge Corner South Side
8.4 out of 10, Very good, (269)
"The kitchen isn't fully equipped for cooking. I found some culinary utensils incl. a pan and a pot. But there wasn't any stove to cook. The shops nearby are great incl. Trader Joe's and Maruichi. "
United States
Clare
Maverick Suites at 89 Marion

The Chester: Hip, Renovated, South End

2.0 star property
South End
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is NZ$673
includes taxes & fees
18 Nov - 19 Nov
The Chester: Hip, Renovated, South End

Great Apartment on River/ Harvard Square two blocks

2.0 star property
West Cambridge
9.0 out of 10, Wonderful, (25)
"Great location, everything we needed for Boston Calling!"
United States
Kathleen
The price is NZ$439
includes taxes & fees
18 Nov - 19 Nov
Great Apartment on River/ Harvard Square two blocks

Spacious Private Entrance Master Bedroom/Bath

Wellesley
10.0 out of 10, Exceptional, (88)
"Lovely location with lots of space - a perfect spot for a quiet weekend getaway. Super friendly hosts. I’ll definitely be staying again. "
United States
Kimberly
The price is NZ$268
includes taxes & fees
19 Nov - 20 Nov
Spacious Private Entrance Master Bedroom/Bath

558/2 - 3BR Boston - Modern Nest near Franklin Park

Dorchester
10.0 out of 10, Exceptional, (14)
"Very nice apartment property with plenty of sleeping for a large party. Great facility and accommodations, with a full, though small kitchen, and living room. Not a great area, but felt generally safe. About an 8 block to the closest subway station. Highly recommended for day trips into Downtown Boston without breaking your budget."
United States
Keith G.
The price is NZ$600
includes taxes & fees
18 Nov - 19 Nov
558/2 - 3BR Boston - Modern Nest near Franklin Park

SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

Dorchester
9.4 out of 10, Exceptional, (29)
"Super convenient location!"
United States
Martin C.
The price is NZ$660
includes taxes & fees
18 Nov - 19 Nov
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

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

Dedham
9.2 out of 10, Wonderful, (52)
"Very clean property. Excellent location. The owners were super informational and easy to speak with, as well. "
United States
Ashley D.
The price is NZ$411
includes taxes & fees
18 Nov - 19 Nov
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem right in the city of Boston!

Hyde Park
9.6 out of 10, Exceptional, (24)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
Canada
Penelope M.
The price is NZ$693
includes taxes & fees
18 Nov - 19 Nov
Hidden Gem right in the city of Boston!

80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

2.0 star property
Dorchester
9.6 out of 10, Exceptional, (19)
"Everything was excellent! "
United States
cody m.
The price is NZ$641
includes taxes & fees
18 Nov - 19 Nov
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

Hyde Park
8.4 out of 10, Very good, (51)
"Host Jason is very attentive. Property is super clean, cozy and convenient. "
United States
Kathy T.
The price is NZ$609
includes taxes & fees
30 Nov - 1 Dec
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

233/1 - 4BR Comfortable Apt near Franklin Park Zoo

Roxbury
9.0 out of 10, Wonderful, (2)
"The inside is nice and has modern amenities. The apartment is close to a train station but it has infrequent service. You can take a bus to a more frequent station. There are lots of sirens at night. The host messages didn’t make sense most of the time, everything they said was extremely confusing. They claimed the garbage that was left by previous guest was left there on purpose for our benefit. They also advertised the apartment as 4 bedrooms, but locked the 4th door, and once we arrived we...
United States
Sean P.
The price is NZ$892
includes taxes & fees
30 Nov - 1 Dec
233/1 - 4BR Comfortable Apt near Franklin Park Zoo

Lg Suite for up to 8 ppl/1 floor

Dorchester
9.0 out of 10, Wonderful, (14)
"Is adequate and appropriate for the price"
United States
Steve S.
The price is NZ$811
includes taxes & fees
2 Dec - 3 Dec
Lg Suite for up to 8 ppl/1 floor

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

Fenway–Kenmore
7.8 out of 10, Good, (8)
"Great location for a long weekend in Boston! "
United States
David R.
The price is NZ$975
includes taxes & fees
13 Dec - 14 Dec
Free Parking at 1 Bed Basement Apt, Near BU & MIT
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$363 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. 

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?

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston: This holiday home rental outside of Holliston is located in the city centre, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.