Holliston Vacation Rentals

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Vacation Rentals in Holliston

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (263)
"The location was ideal, close to Berklee."
The price is CA $142
CA $297 total
includes taxes & fees
Sep 23 - Sep 24
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1074)
"Very pleased with hotel. "
The price is CA $210
CA $234 total
includes taxes & fees
Sep 14 - Sep 15
Crescent Suites Hotel

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (518)
"Great hotel!"
The price is CA $345
CA $400 total
includes taxes & fees
Sep 21 - Sep 22
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"Great place to stay in Boston and near colleges."
The price is CA $247
CA $530 total
includes taxes & fees
Sep 5 - Sep 6
The Chester Hotel

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (251)
"I liked the location very much! "
The price is CA $134
CA $273 total
includes taxes & fees
Sep 21 - Sep 22
Maverick Suites at 89 Marion

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (139)
"Clean. Great location. "
The price is CA $207
CA $365 total
includes taxes & fees
Sep 22 - Sep 23
Maverick Suites at 245 Newbury St

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (198)
"The property is clean and spacious. Quiet place."
The price is CA $144
CA $161 total
includes taxes & fees
Sep 28 - Sep 29
Residences at Solomon Pond

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (60)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
The price is CA $154
CA $304 total
includes taxes & fees
Sep 21 - Sep 22
Maverick Suites at 402 Columbus Ave

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (186)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
The price is CA $363
CA $655 total
includes taxes & fees
Sep 5 - Sep 6
Charlesgate Suites

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (933)
"Beautiful property "
The price is CA $369
CA $436 total
includes taxes & fees
Sep 21 - Sep 22
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (262)
"Great location for a family close to Fenway. Beds were a little hard. "
The price is CA $412
CA $485 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (70)
"Great place , size of the apartment , very clean"
The price is CA $469
CA $553 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (120)
"Great place to stay with close proximity to the city "
The price is CA $134
CA $281 total
includes taxes & fees
Sep 30 - Oct 1
Maverick Suites at 400 Columbus Ave

14a-Cozy and well decorated apartment in awesome Boston

2.0 star property
10.0 out of 10, Exceptional, (18)
"Very clean, very nice accomodations, very comfortable. "
The price is CA $324
CA $688 total
includes taxes & fees
Sep 7 - Sep 8
14a-Cozy and well decorated apartment in awesome Boston

30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo

2.0 star property
9.6 out of 10, Exceptional, (8)
"This is a very convenient and comfortable place."
The price is CA $222
CA $556 total
includes taxes & fees
Sep 5 - Sep 6
30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo

60-2 3BR Boston - Modern Apt near Franklin Park

9.8 out of 10, Exceptional, (8)
"The space looks like it was just renovated. It was clean and had new appliances. The bed rooms all have one bed and a bunk bed. You could really cram a lot of guess in the house. The living space is large with a sectional sofa that can fit 6-8, a kitchen table with room for 6. The parking spots in back are pretty tight, but there was plenty of street parking out front. If you have a bigger vehicle, I'd park out front."
The price is CA $210
CA $541 total
includes taxes & fees
Sep 7 - Sep 8
60-2 3BR Boston - Modern Apt near Franklin Park

Hidden Gem right in the city of Boston!

9.6 out of 10, Exceptional, (22)
"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."
Hidden Gem right in the city of Boston!

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

10.0 out of 10, Exceptional, (4)
"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."
The price is CA $216
CA $555 total
includes taxes & fees
Sep 8 - Sep 9
558/2 - 3BR Boston - Modern Nest near Franklin Park

60-3 3BR Boston - Sleek Apartment near Franklin Park

9.6 out of 10, Exceptional, (14)
"Wonderful stay! I would happily return back to this apartment !! "
The price is CA $198
CA $526 total
includes taxes & fees
Sep 7 - Sep 8
60-3 3BR Boston - Sleek Apartment near Franklin Park

Lovely 3 bedroom 2 bath “6 miles from downtown”

9.4 out of 10, Exceptional, (8)
"The host was very responsive and the unit has everything you can think of to feel comfortable for your stay. Clean and very beautiful home. 10/10 experience I would highly recommend and book this unit again."
The price is CA $586
CA $1,222 total
includes taxes & fees
Sep 8 - Sep 9
Lovely 3 bedroom 2 bath “6 miles from downtown”
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

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Holliston vacation rentals we have selected for you start as low as CA $134 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 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 free 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.

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 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.