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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Holliston vacation rentals

Dining

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.
$191 nightly
The price is $213
Aug 8 - Aug 9
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Smart TV, fireplace

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, (6 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
$191 nightly
The price is $213
Aug 11 - Aug 12
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Coffee/tea maker, fridge, microwave, oven

3. 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, (28 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
$301 nightly
The price is $337
Sep 2 - Sep 3
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Coffee/tea maker, fridge, microwave, stovetop

4. 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, (13 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.
$363 nightly
The price is $406
Aug 11 - Aug 12
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
Dining

5. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
$248 nightly
The price is $264
Aug 25 - Aug 26
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
2 bedrooms, iron/ironing board, WiFi

6. 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, (11 reviews)
"Great property, comfortable, accurate listing, and super attentiveness and support from Long, the host. Overall, a great stay while visiting family in the area! Thank you, Long!"
United States
John M.
$239 nightly
The price is $267
Aug 9 - Aug 10
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Private kitchen

7. Bright & Cozy Woodland Home In Foxborough

Bright & Cozy Woodland Home In Foxborough
Foxborough
10.0 out of 10, Exceptional, (3 reviews)
"We loved the place, it’s clean and great location for going to concerts or Patriots games"
United States
Mark A.
$589 nightly
The price is $657
Aug 18 - Aug 19
Total with taxes and fees
Bright & Cozy Woodland Home In Foxborough
Interior

8. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (250 reviews)
"Wonderful!!"
United States
Huynh
$129 nightly
The price is $144
Aug 13 - Aug 14
Total with taxes and fees
Residences at Solomon Pond
Terrace/patio

9. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,243 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
$177 nightly
The price is $198
Aug 18 - Aug 19
Total with taxes and fees
Crescent Suites Hotel
Premium Apartment | Living area | 24-inch Smart TV with digital channels

10. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$273 nightly
The price is $314
Aug 9 - Aug 10
Total with taxes and fees
The Chester Hotel
Property grounds

11. 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, (65 reviews)
"Great stay! Highly recommend! "
United States
Valeria M.
$233 nightly
The price is $260
Aug 11 - Aug 12
Total with taxes and fees
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Exterior

12. 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
Sep 2 - Sep 3
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in superb Canton
Exterior

13. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very Good, (29 reviews)
"Friendly hosts"
United States
Jan
$200 nightly
The price is $218
Aug 10 - Aug 11
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Exterior

14. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
$204 nightly
The price is $263
Aug 10 - Aug 11
Total with taxes and fees
Stellar South End Studio
Exterior

15. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (9 reviews)
$202 nightly
The price is $261
Aug 10 - Aug 11
Total with taxes and fees
Light-filled Studio | Back Bay
1 bedroom, internet, bed sheets

16. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
$100 nightly
The price is $115
Aug 9 - Aug 10
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
TV, DVD player, stereo

17. 3 Bedroom Condo - entire space

3 Bedroom Condo - entire space
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Owners responded quickly, check in was smooth, great location, close to downtown Boston. A lot of great options for food around the property. The property is very spacious, perfect for groups of friends or families."
United States
Jannifer
$455 nightly
The price is $464
Aug 11 - Aug 12
Total with taxes and fees
3 Bedroom Condo - entire space
Studio | Iron/ironing board, WiFi (free)

18. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (10 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
$294 nightly
The price is $338
Aug 11 - Aug 12
Total with taxes and fees
The Concord Hotel
Exterior

19. 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, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
$246 nightly
The price is $283
Aug 9 - Aug 10
Total with taxes and fees
Maverick Suites at 245 Newbury St
TV

20. Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
$239 nightly
The price is $308
Aug 9 - Aug 10
Total with taxes and fees
Stunning 1BR | Steps to Fenway!
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

Hotel Commonwealth

Hotel Commonwealth

10/10 Excellent
"Staff were all very friendly. The room was nice and clean."
eugenia 1-night trip
Posted less than an hour ago
Hotel Commonwealth

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 $198 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?

Lorenzo Inn: Visitors like this Holliston vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.