Holliston Holiday Rentals

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Our top choices for Holliston holiday rentals

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 AU$522
includes taxes & fees
3 June - 4 June
The Chester Hotel

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"It was a great stay!"
United States
Adina S.
The price is AU$392
includes taxes & fees
4 June - 5 June
Light-filled Studio | Back Bay

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 AU$466
includes taxes & fees
3 June - 4 June
Symple Live

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (370 reviews)
"Great stay. "
United States
Anna
The price is AU$330
includes taxes & fees
8 June - 9 June
Maverick Suites at 28 Fenway

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, (21 reviews)
"Friendly hosts"
United States
Jan
The price is AU$301
includes taxes & fees
4 June - 5 June
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is AU$446
includes taxes & fees
7 June - 8 June
Beautiful 1BR near Fenway Park + Kenmore!

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (152 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
The price is AU$331
includes taxes & fees
10 June - 11 June
Maverick Suites at 400 Columbus Ave

Tranquil South End Studio

Tranquil South End Studio
Back Bay
The price is AU$384
includes taxes & fees
8 June - 9 June
Tranquil South End Studio

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, (169 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
The price is AU$420
includes taxes & fees
7 June - 8 June
Maverick Suites at 245 Newbury St

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 AU$285
includes taxes & fees
9 June - 10 June
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (80 reviews)
"Beautiful property and rooms. "
Canada
Dawn W.
The price is AU$555
includes taxes & fees
21 June - 22 June
🎖The Boiler Room - Close to Subway & Downtown🎖

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.8 out of 10, Excellent, (11 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is AU$575
includes taxes & fees
1 July - 2 July
Stylish Back Bay Retreat, Steps from Prudential

Artisan Studio with Exposed Brick

Artisan Studio with Exposed Brick
Back Bay
The price is AU$361
includes taxes & fees
21 June - 22 June
Artisan Studio with Exposed Brick

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (213 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is AU$578
includes taxes & fees
21 June - 22 June
Charlesgate Suites

Cozy Studio in the South End

Cozy Studio in the South End
Back Bay
The price is AU$410
includes taxes & fees
8 June - 9 June
Cozy Studio in the South End

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, (36 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is AU$448
includes taxes & fees
3 June - 4 June
Great Apartment on River/ Harvard Square two blocks

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is AU$639
includes taxes & fees
6 June - 7 June
Charming 1 Bedroom | Newbury Street

Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
The price is AU$553
includes taxes & fees
9 June - 10 June
Stunning 1BR | Steps to Fenway!

Renovated 3-bedroom apartment in Dedham - Legacy Mall

Renovated 3-bedroom apartment in Dedham - Legacy Mall
Dedham
9.6 out of 10, Exceptional, (5 reviews)
"Super clean, comfortable beds, host responded quickly when needed, thanks!"
United States
Lynne M.
The price is AU$452
includes taxes & fees
3 June - 4 June
Renovated 3-bedroom apartment in Dedham - Legacy Mall

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

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.2 out of 10, Wonderful, (20 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 AU$288
includes taxes & fees
14 June - 15 June
Charming 2-bedroom apartment with WiFi, AC in superb Canton
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 favourite 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 depend 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 AU$223 per night. Entering your travel dates in the search wizard might find you 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?

Centrally located in the heart of Boston near T: This holiday home rental outside of Holliston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.