Holiday Rentals in Holliston

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Our top choices for Holliston holiday rentals

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, (155 reviews)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201 reviews)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is €283
includes taxes & fees
11 Jan - 12 Jan
Charlesgate Suites

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (68 reviews)
"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 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (335 reviews)
"Good place"
United States
Elijah
The price is €177
includes taxes & fees
19 Jan - 20 Jan
Maverick Suites at 28 Fenway

Stunning South End/Back Bay Penthouse!

Stunning South End/Back Bay Penthouse!
South End
10.0 out of 10, Exceptional, (97 reviews)
"It was an amazing property. Comfortable, beautiful and a great location. The property owner was a dream to work with!!! Highly recommend and would absolutely stay there again!!"
United States
Erin C.
Stunning South End/Back Bay Penthouse!

The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End
2.0 star property
South End
10.0 out of 10, Exceptional, (2 reviews)
"Nice room. Good location "
United States
Abenamar A.
The price is €253
includes taxes & fees
11 Jan - 12 Jan
The Chester: Hip, Renovated, South End

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is €269
includes taxes & fees
11 Jan - 12 Jan
The Chester Hotel

Cozy Boston Apartment

Cozy Boston Apartment
Hyde Park
8.8 out of 10, Excellent, (9 reviews)
"Very clean very nice we would definitely come and stay again "
United States
Chancy M.
The price is €364
includes taxes & fees
11 Jan - 12 Jan
Cozy Boston Apartment

🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (54 reviews)
"Great house, perfect for our family of 5. Pretty far from Boston and weekend train service was spotty so spent quite a bit on Uber but other than that, a fantastic stay!"
United States
Alex S.
The price is €458
includes taxes & fees
16 Jan - 17 Jan
🎖The Ashmont Suite - Close to Subway + Downtown🎖

Modern & Cozy 3-Bedroom Condo near Downtown

Modern & Cozy 3-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (8 reviews)
"One of the most cleanest places we’ve ever stayed!"
United States
Seetharaman S.
The price is €343
includes taxes & fees
11 Jan - 12 Jan
Modern & Cozy 3-Bedroom Condo near Downtown

90- SPRING GETAWAY EARLY BIRD 10% OFF! Boston spacious 4BR apartment with view

90- SPRING GETAWAY EARLY BIRD 10% OFF! Boston spacious 4BR apartment with view
Dorchester
9.4 out of 10, Exceptional, (6 reviews)
"Great for the cost!"
United States
Miesha A.
The price is €499
includes taxes & fees
1 Feb - 2 Feb
90- SPRING GETAWAY EARLY BIRD 10% OFF! Boston spacious 4BR apartment with view

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
Hyde Park
9.6 out of 10, Exceptional, (25 reviews)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is €344
includes taxes & fees
14 Jan - 15 Jan
Hidden Gem right in the city of Boston!

Relax with family or friends to this elegant apartment in the heart of Waltham

Relax with family or friends to this elegant apartment in the heart of Waltham
South Side
9.6 out of 10, Exceptional, (18 reviews)
"We had a wonderful time!"
United States
Paul H.
The price is €421
includes taxes & fees
11 Jan - 12 Jan
Relax with family or friends to this elegant apartment in the heart of Waltham

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very good, (270 reviews)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion

Heart Cambridge free parking 1 bedroom MIT/Harvard/ Boston/4#

Heart Cambridge free parking 1 bedroom MIT/Harvard/ Boston/4#
Cambridgeport
9.4 out of 10, Exceptional, (40 reviews)
"This is a great place to stay in the heart of Cambridge! Very clean, comfortable bed, full kitchen, parking availability, nice hosts - I would definitely stay here again!"
United States
Anonymous traveller
Heart Cambridge free parking 1 bedroom MIT/Harvard/ Boston/4#

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
2.0 star property
West Cambridge
8.4 out of 10, Very good, (30 reviews)
"Everything was great! We had a really fun stay and the place was perfect for what we needed! "
United States
millie p.
The price is €206
includes taxes & fees
11 Jan - 12 Jan
Great Apartment on River/ Harvard Square two blocks

The Chester: Penthouse One Bedroom

The Chester: Penthouse One Bedroom
2.0 star property
South End
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!"
United States
Linda C.
The Chester: Penthouse One Bedroom

10-Spacious 5BR apt with gym, games room in the attic

10-Spacious 5BR apt with gym, games room in the attic
Milton
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay and easy to get to lots of attractions. "
United States
Michael J.
The price is €452
includes taxes & fees
12 Jan - 13 Jan
10-Spacious 5BR apt with gym, games room in the attic

The Chester: Modern Luxury, Historic Charm

The Chester: Modern Luxury, Historic Charm
2.0 star property
South End
9.0 out of 10, Wonderful, (2 reviews)
"Easy check in. Clean space. Cute decor and comfortable. Husband and I enjoyed the location. "
United States
Morgan Z.
The price is €253
includes taxes & fees
11 Jan - 12 Jan
The Chester: Modern Luxury, Historic Charm

Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath
Wellesley
10.0 out of 10, Exceptional, (90 reviews)
"Great place to stay. "
United States
Alexa
The price is €138
includes taxes & fees
12 Jan - 13 Jan
Spacious Private Entrance Master Bedroom/Bath
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, apart-hotels, 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 €177 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?

Hidden Gem right in the city of Boston!: This holiday home rental outside of Holliston is located near skiing, and offers a selection of games, air conditioning and WiFi 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?

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.