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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Holliston vacation rentals

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

1. 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, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$208 nightly
The price is $232
Sep 15 - Sep 16
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

2. 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, (29 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
Sep 1 - Sep 2
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (14 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.
$296 nightly
The price is $331
Aug 31 - Sep 1
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A modern hotel lobby with a seating area, a bar, and a kitchen.

4. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (251 reviews)
"Wonderful!!"
United States
Huynh
$124 nightly
The price is $138
Sep 28 - Sep 29
Total with taxes and fees
Residences at Solomon Pond
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, (1,259 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
$145 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
Crescent Suites Hotel
A room with a large window, a heater, and a trash can.

6. Easy access! 1br, 5 min walk to T train, easy access to Highway

Easy access! 1br, 5 min walk to T train, easy access to Highway
Westwood
9.2 out of 10, Wonderful, (17 reviews)
"Great location. Clean and private."
United States
Eric B.
$252 nightly
The price is $282
Aug 30 - Aug 31
Total with taxes and fees
Easy access! 1br, 5 min walk to T train, easy access to Highway
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

7. 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.
$246 nightly
The price is $261
Sep 7 - Sep 8
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails

8. 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, (13 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
$240 nightly
The price is $268
Sep 7 - Sep 8
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
A gazebo with a stone barbecue grill and a table with chairs.

9. 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, (67 reviews)
"Great stay! Highly recommend! "
United States
Valeria M.
$209 nightly
The price is $233
Sep 7 - Sep 8
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.

10. The Foxboro Game Day House — 7 Min to Gillette

The Foxboro Game Day House — 7 Min to Gillette
Foxborough
8.4 out of 10, Very Good, (5 reviews)
$397 nightly
The price is $444
Sep 2 - Sep 3
Total with taxes and fees
The Foxboro Game Day House — 7 Min to Gillette
A two-story house with a gabled roof, multiple windows, and a front porch.

11. 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, (27 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
$184 nightly
The price is $206
Aug 31 - Sep 1
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

12. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (309 reviews)
"Amazing location we loved it"
United States
MARLYN
$234 nightly
The price is $269
Aug 30 - Aug 31
Total with taxes and fees
Kasa Boston at Fenway
A bedroom with a bed, bedside tables, a window with blinds, a wall-mounted mirror, and a framed picture.

13. Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
9.8 out of 10, Exceptional, (9 reviews)
$285 nightly
The price is $335
Sep 9 - Sep 10
Total with taxes and fees
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
A living room with a sofa, a clock, a floor lamp, and a rug.

14. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (52 reviews)
"Convenient location for our stay. Great communication by host. Bedrooms were spacious and clean. Large driveway for plenty of parking. Convenient to many shopping options and beautiful park close by. "
United States
Theresa L.
$280 nightly
The price is $313
Aug 31 - Sep 1
Total with taxes and fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
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, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$301 nightly
The price is $346
Aug 30 - Aug 31
Total with taxes and fees
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

16. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.8 out of 10, Good, (19 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
$297 nightly
The price is $342
Aug 30 - Aug 31
Total with taxes and fees
The Concord Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

17. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.4 out of 10, Exceptional, (10 reviews)
"It was a great stay!"
United States
Adina S.
$201 nightly
The price is $236
Aug 30 - Aug 31
Total with taxes and fees
Light-filled Studio | Back Bay
A living room with a sofa, a coffee table, a fireplace, and a TV mounted above it.

18. Wonderful Fenway 3br/2ba | Steps from Fenway Park!

Wonderful Fenway 3br/2ba | Steps from Fenway Park!
Fenway–Kenmore
10.0 out of 10, Exceptional, (4 reviews)
"Strong location and good spaces"
United States
Bryce G.
$498 nightly
The price is $585
Sep 7 - Sep 8
Total with taxes and fees
Wonderful Fenway 3br/2ba | Steps from Fenway Park!
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

19. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (410 reviews)
"Good clear communication. Great location! Walked to Fenway for a game. All kinds of restaurants close. Nice clean, comfortable room in a beautifully maintained building!"
United States
James
$236 nightly
The price is $271
Aug 31 - Sep 1
Total with taxes and fees
Maverick Suites at 28 Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

20. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (201 reviews)
"Great location, really cool place!"
United States
lane
$246 nightly
The price is $283
Aug 31 - Sep 1
Total with taxes and fees
Maverick Suites at 245 Newbury St
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

Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Would be nice if they can make the bathtub less slippery"
Kochi 1-night trip
Posted 1 hour ago
Arcadian Hotel

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 $162 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?

Home Away from Home!: Visitors like this Holliston vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

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.