Holliston Holiday Rentals

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Our top choices for Holliston holiday rentals

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (155)
"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
2.0 star property
7.2 out of 10, Good, (134)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (28)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is NZ$596
includes taxes & fees
5 Jan - 6 Jan
The Chester Hotel
2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is NZ$602
includes taxes & fees
5 Jan - 6 Jan
The Chester: Hip, Renovated, South End

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.6 out of 10, Excellent, (332)
"Good place"
United States
Elijah
The price is NZ$358
includes taxes & fees
4 Jan - 5 Jan
Maverick Suites at 28 Fenway
8.6 out of 10, Excellent, (7)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is NZ$510
includes taxes & fees
3 Jan - 4 Jan
Stylish Back Bay Retreat, Steps from Prudential

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very good, (270)
"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
9.6 out of 10, Exceptional, (25)
"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 NZ$575
includes taxes & fees
6 Jan - 7 Jan
Hidden Gem right in the city of Boston!

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (201)
"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 NZ$597
includes taxes & fees
3 Jan - 4 Jan
Charlesgate Suites

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1145)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
10.0 out of 10, Exceptional, (20)
"This is our second stay. We will definitely book again. Cleanliness is our priority. Location is great close to everything. The host makes sure everything you need is all here "
United States
Patty a.
The price is NZ$358
includes taxes & fees
10 Jan - 11 Jan
Charming single family Cottage, pet friendly w fenced in yard,
2.0 star property
9.0 out of 10, Wonderful, (2)
"Easy check in. Clean space. Cute decor and comfortable. Husband and I enjoyed the location. "
United States
Morgan Z.
The price is NZ$596
includes taxes & fees
3 Jan - 4 Jan
The Chester: Modern Luxury, Historic Charm
10.0 out of 10, Exceptional, (14)
"pretty and confy"
United States
Dila c.
The price is NZ$676
includes taxes & fees
7 Jan - 8 Jan
558/2 - 3BR Boston - Modern Nest near Franklin Park
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 NZ$686
includes taxes & fees
7 Jan - 8 Jan
The Chester: Urban Chic Retreat In South End
2.5 star property
7.8 out of 10, Good, (68)
"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
9.4 out of 10, Exceptional, (12)
"This is a very convenient and comfortable place."
United States
Julie
The price is NZ$620
includes taxes & fees
7 Jan - 8 Jan
30/3-SPRING GETAWAY 10% OFF! Newly renovated, cozy, airy apartment in Boston
2.0 star property
The price is NZ$602
includes taxes & fees
7 Jan - 8 Jan
The Chester: Vintage Elegance, Modern Comfort

Holiday Home in Worcester

Cozy Adventure filled Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is NZ$450
includes taxes & fees
5 Jan - 6 Jan
Cozy Adventure filled Escape
8.4 out of 10, Very good, (53)
"Great location, quiet neighborhood and plenty of space. Would absolutely stay again. "
United States
Dakota H.
The price is NZ$655
includes taxes & fees
3 Jan - 4 Jan
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
The price is NZ$455
includes taxes & fees
4 Jan - 5 Jan
Charming 2-bedroom apartment in Cambridge with AC near Harvard Tufts porter sq
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$358 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 a Smart TV 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.