Holliston Vacation Rentals

Start date: Check-in selected.
End date: Check-out

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Holliston

Our top choices for Holliston vacation rentals

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (260)
"Great location "
$226 nightly
The price is $260
Sep 23 - Sep 24
Total with taxes and fees
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1071)
"Very pleased with hotel. "
$154 nightly
The price is $173
Sep 14 - Sep 15
Total with taxes and fees
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!"
$259 nightly
The price is $300
Sep 5 - Sep 6
Total with taxes and fees
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very Good, (250)
"Good nights sleep, cozy, nice amenities. "
$208 nightly
The price is $232
Sep 21 - Sep 22
Total with taxes and fees
Maverick Suites at 89 Marion

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"Great place to stay in Boston and near colleges."
$351 nightly
The price is $404
Sep 2 - Sep 3
Total with taxes and fees
The Chester Hotel

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very Good, (139)
"Clean. Great location. "
$283 nightly
The price is $325
Sep 2 - Sep 3
Total with taxes and fees
Maverick Suites at 245 Newbury St

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very Good, (195)
"The property is clean and spacious. Quiet place."
$115 nightly
The price is $129
Sep 4 - Sep 5
Total with taxes and fees
Residences at Solomon Pond

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (59)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
$203 nightly
The price is $233
Sep 10 - Sep 11
Total with taxes and fees
Maverick Suites at 402 Columbus Ave

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (185)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
$324 nightly
The price is $372
Sep 2 - Sep 3
Total with taxes and fees
Charlesgate Suites

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (933)
"Beautiful property "
$285 nightly
The price is $336
Sep 21 - Sep 22
Total with taxes and fees
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. "
$291 nightly
The price is $343
Sep 21 - Sep 22
Total with taxes and fees
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"
$354 nightly
The price is $418
Sep 5 - Sep 6
Total with taxes and fees
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 "
$194 nightly
The price is $223
Sep 15 - Sep 16
Total with taxes and fees
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. "
$442 nightly
The price is $508
Sep 2 - Sep 3
Total with taxes and fees
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."
$332 nightly
The price is $381
Sep 7 - Sep 8
Total with taxes and fees
30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo

85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

10.0 out of 10, Exceptional, (3)
"Everything was clean and pleasant "
$408 nightly
The price is $469
Sep 2 - Sep 3
Total with taxes and fees
85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

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

9.8 out of 10, Exceptional, (7)
"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."
$322 nightly
The price is $370
Sep 3 - Sep 4
Total with taxes and fees
60-2 3BR Boston - Modern Apt 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."
$763 nightly
The price is $877
Sep 2 - Sep 3
Total with taxes and fees
Lovely 3 bedroom 2 bath “6 miles from downtown”

Beautiful studio in historic neighborhood of Boston. Super close to downtown!

9.8 out of 10, Exceptional, (37)
"nice "
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

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!
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 $129 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 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.