Holliston Vacation Rentals

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Our top choices for Holliston vacation rentals

Apartment in South End

Furnished Apartment near BMC
3.0 star property
$292 nightly
The price is $336
Jan 16 - Jan 17
Total with taxes and fees
Furnished Apartment near BMC
2.0 star property
7.2 out of 10, Good, (135 reviews)
"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"
United States
Maelynn
$172 nightly
The price is $198
Feb 15 - Feb 16
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (156 reviews)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$181 nightly
The price is $209
Feb 4 - Feb 5
Total with taxes and fees
Maverick Suites at 245 Newbury St
2.0 star property
$263 nightly
The price is $302
Jan 16 - Jan 17
Total with taxes and fees
The Chester: Vintage Elegance, Modern Comfort

Aparthotel in South End

The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
$285 nightly
The price is $328
Jan 16 - Jan 17
Total with taxes and fees
The Chester Hotel

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (335 reviews)
"Good place"
United States
Elijah
$190 nightly
The price is $218
Jan 18 - Jan 19
Total with taxes and fees
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

Cozy Fenway 1Br/1Ba | Close to Fenway Park!
2.0 star property
$269 nightly
The price is $316
Jan 16 - Jan 17
Total with taxes and fees
Cozy Fenway 1Br/1Ba | Close to Fenway Park!
10.0 out of 10, Exceptional, (22 reviews)
"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.
$169 nightly
The price is $193
Jan 16 - Jan 17
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
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
$302 nightly
The price is $347
Jan 18 - Jan 19
Total with taxes and fees
Charlesgate Suites

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very Good, (271 reviews)
"Great location for getting off and on the train and clean. We were on the first floor and it was very loud. You would hear people up and down the stairs. And if you have people staying in the room above you, you can hear everything. "
United States
samantha
$182 nightly
The price is $203
Jan 16 - Jan 17
Total with taxes and fees
Maverick Suites at 89 Marion
2.5 star property
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
$176 nightly
The price is $203
Jan 21 - Jan 22
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
9.0 out of 10, Wonderful, (9 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
$218 nightly
The price is $244
Jan 16 - Jan 17
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1,149 reviews)
"Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. "
Canada
Susan
$142 nightly
The price is $159
Jan 24 - Jan 25
Total with taxes and fees
Crescent Suites Hotel

Vacation Home in Hyde Park

Hidden Gem right in the city of Boston!
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.
$339 nightly
The price is $389
Jan 16 - Jan 17
Total with taxes and fees
Hidden Gem right in the city of Boston!
2.0 star property
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.
$308 nightly
The price is $353
Jan 16 - Jan 17
Total with taxes and fees
The Chester: Modern Luxury, Historic Charm
2.0 star property
9.0 out of 10, Wonderful, (13 reviews)
"This is a very convenient and comfortable place."
United States
Julie
$327 nightly
The price is $376
Jan 18 - Jan 19
Total with taxes and fees
30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo
10.0 out of 10, Exceptional, (90 reviews)
"Great place to stay. "
United States
Alexa
$142 nightly
The price is $156
Jan 27 - Jan 28
Total with taxes and fees
Spacious Private Entrance Master Bedroom/Bath
10.0 out of 10, Exceptional, (8 reviews)
"One of the most cleanest places we’ve ever stayed!"
United States
Seetharaman S.
$340 nightly
The price is $391
Jan 18 - Jan 19
Total with taxes and fees
Modern & Cozy 3-Bedroom Condo near Downtown
9.0 out of 10, Wonderful, (36 reviews)
"Wonderful home to stay in, even if it was for just one night ! Very clean and organized. Host(s) was very attentive to us and answered any questions we had. "
United States
Kam
$349 nightly
The price is $401
Jan 18 - Jan 19
Total with taxes and fees
233-3 - 4BR Boston - Peaceful Escape near Park Zoo
2.0 star property
10.0 out of 10, Exceptional, (27 reviews)
"Very nice home and convenient to local restaurants and bakery. Also easy to get to downtown Boston. "
United States
Frank M.
$334 nightly
The price is $384
Jan 18 - Jan 19
Total with taxes and fees
14a-Cozy and well decorated apartment in awesome Boston
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Holliston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Holliston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Holliston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Holliston rentals

At Expedia, we put the best Holliston vacation 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 vacation.

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 vacation rental in Holliston?

Yes, we offer vacation rentals near well known attractions in Holliston, or you can choose a more remote option if you want a relaxing place to stay. Holliston is known for its lake views and golf courses.

What are some of the best vacation home rentals in Holliston?

Hidden Gem right in the city of Boston!: Visitors like this Holliston vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals will I find in Holliston?

Choose from 3 Expedia vacation rentals in Holliston for a memorable vacation.

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 larger area.

What’s a vacation rental in Holliston like?

A vacation rental is a private property you can book for several days or longer in Holliston. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.