A white building with a sign reading "TOWN HALL" and a rainbow flag.

Holliston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Holliston vacation rentals

A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

1. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
$190 nightly
The price is $212
Oct 20 - Oct 21
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

2. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$211 nightly
The price is $236
Nov 3 - Nov 4
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern hotel lobby with a seating area, a bar, and a kitchen.

3. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (258 reviews)
"Wonderful!!"
United States
Huynh
$106 nightly
The price is $118
Oct 18 - Oct 19
Total with taxes and fees
Residences at Solomon Pond
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

4. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (33 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
$316 nightly
The price is $353
Oct 29 - Oct 30
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,314 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
$140 nightly
The price is $157
Nov 2 - Nov 3
Total with taxes and fees
Crescent Suites Hotel
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

6. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$312 nightly
The price is $349
Nov 8 - Nov 9
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

7. Modern Upper-Level Oasis, Minutes to Boston.

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
$388 nightly
The price is $433
Oct 19 - Oct 20
Total with taxes and fees
Modern Upper-Level Oasis, Minutes to Boston.
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

8. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
$243 nightly
The price is $258
Oct 19 - Oct 20
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

9. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (33 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
$192 nightly
The price is $219
Oct 25 - Oct 26
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A gazebo with a stone barbecue grill and a table with chairs.

10. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (71 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
$208 nightly
The price is $232
Oct 28 - Oct 29
Total with taxes and fees
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with two chairs.

11. Bright & Cozy Woodland Home Near Foxborough

Bright & Cozy Woodland Home Near Foxborough
Foxborough
9.2 out of 10, Wonderful, (9 reviews)
"Great host hospitality"
United States
Elijah S.
$549 nightly
The price is $613
Oct 19 - Oct 20
Total with taxes and fees
Bright & Cozy Woodland Home Near Foxborough
Room

12. Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (15 reviews)
"Great place for nearby Boston and driving around."
United States
Justin
$239 nightly
The price is $267
Oct 18 - Oct 19
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Private kitchen

13. Game Day Hub < 1 Mi to Stadium & Patriot Place!

Game Day Hub < 1 Mi to Stadium & Patriot Place!
Foxborough
10.0 out of 10, Exceptional, (6 reviews)
"Our host was amazing. We had an excellent time visitng family and part of this was due to our accommodations. The host made sure we had even had wood for the fireplace outside."
United States
mark
$1,198 nightly
The price is $1,338
Oct 19 - Oct 20
Total with taxes and fees
Game Day Hub < 1 Mi to Stadium & Patriot Place!
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

14. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (330 reviews)
"Absolutely gorgeous apartments! Concierge was very friendly!"
United States
Kelly
$270 nightly
The price is $297
Nov 9 - Nov 10
Total with taxes and fees
Kasa Boston at Fenway
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

15. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
$246 nightly
The price is $283
Nov 1 - Nov 2
Total with taxes and fees
The Chester Hotel
A wooden hallway with a patterned floor leading to a door.

16. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (337 reviews)
"The area was walkable and the room was great!"
United States
Edna
$206 nightly
The price is $230
Nov 15 - Nov 16
Total with taxes and fees
Maverick Suites at 89 Marion
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

17. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (34 reviews)
"Great location, great Apartment"
United States
Carla Patricia
$279 nightly
The price is $321
Nov 2 - Nov 3
Total with taxes and fees
The Concord Hotel
A two-story house with a gabled roof, multiple windows, and a front porch.

18. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (32 reviews)
"We were very pleased with the cleanliness, size of the 2 bedrooms, the kitchenette, bathroom and location! Our Host was very easily contacted and responded quickly always --- we would highly recommend this location as it was easy access to major highways. Will definitely stay again when another function happens! TY Delphine!"
United States
Patricia B.
$205 nightly
The price is $229
Oct 21 - Oct 22
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

19. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (180 reviews)
"Well located"
United States
Evelyn
$206 nightly
The price is $237
Nov 9 - Nov 10
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
A compact kitchen with a white stove, a refrigerator, and wooden flooring.

20. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$237 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
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

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"I enjoyed the convenience and accessibility of the location. It had a beautiful view of the Christian Science Plaza. However, the continental breakfast was beyond sad. It was apples, packaged pastries, and not-so-good coffee. The morning staff, name was Abby was extremely rude and with a poor attitude that made us feel uncomfortable. Since check-in, she didn’t greet us or welcome us. She hardly made eye contact. I always waited to see if another staff could help in order to avoid her. Overall, due to convenience, pricing and room cleanliness, I’d stay again."
Karla 4-night trip
Posted 6 hours ago
The Midtown Hotel MOD Collection by Sonesta

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 $118 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.

Explore a world of travel with Expedia

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?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: Visitors like this Holliston vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.