Holliston Vacation Rentals

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Vacation Rentals in Holliston

Deluxe Studio Suite (2nd Floor - Unit 202) | Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

3.0 star property
8.8 out of 10, Excellent, (321)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
$192 nightly
The price is $221
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 28 Fenway
Property grounds
Crescent Suites Hotel

Aparthotel in South Side

3.0 star property
9.6 out of 10, Exceptional, (1140)
"Lovely, quiet place."
United States
Fatu
$143 nightly
The price is $160
Dec 1 - Dec 2
Total with taxes and fees
Crescent Suites Hotel
Business center
Residences at Solomon Pond

Aparthotel in Marlborough

3.5 star property
8.2 out of 10, Very Good, (222)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
$125 nightly
The price is $140
Dec 1 - Dec 2
Total with taxes and fees
Residences at Solomon Pond
Interior entrance
Maverick Suites at 89 Marion

Aparthotel in Coolidge Corner South Side

2.0 star property
8.4 out of 10, Very Good, (269)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
$185 nightly
The price is $207
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 89 Marion
Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

2.0 star property
8.2 out of 10, Very Good, (152)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
$197 nightly
The price is $226
Dec 10 - Dec 11
Total with taxes and fees
Maverick Suites at 245 Newbury St
Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels
Maverick Suites at 402 Columbus Ave

Aparthotel in South End

2.5 star property
8.0 out of 10, Very Good, (67)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
$197 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

2.0 star property
7.2 out of 10, Good, (131)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
$193 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Aparthotel in Fenway–Kenmore

3.5 star property
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
$382 nightly
The price is $439
Dec 14 - Dec 15
Total with taxes and fees
Charlesgate Suites
City Studio | Egyptian cotton sheets, premium bedding, memory foam beds
The Chester Hotel

Aparthotel in South End

4.0 star property
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
$378 nightly
The price is $435
Dec 7 - Dec 8
Total with taxes and fees
The Chester Hotel
Dining
On River/Harvard Sq. two blocks

Apartment in West Cambridge

2.0 star property
8.2 out of 10, Very Good, (29)
"Great place to stay! We loved our time there!"
United States
Melody
$200 nightly
The price is $229
Dec 1 - Dec 2
Total with taxes and fees
On River/Harvard Sq. two blocks
TV, fireplace
Lovely 3 bedroom 2 bath “6 miles from downtown”

Apartment in Dorchester

8.2 out of 10, Very Good, (10)
"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."
United States
Vey B.
Lovely 3 bedroom 2 bath “6 miles from downtown”
Interior
Hidden Gem right in the city of Boston!

Vacation Home in Hyde Park

9.6 out of 10, Exceptional, (24)
"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."
United States
TIARA V.
$354 nightly
The price is $407
Dec 16 - Dec 17
Total with taxes and fees
Hidden Gem right in the city of Boston!
Property grounds
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

Apartment in West Cambridge

9.4 out of 10, Exceptional, (116)
"Very comfortable accommodation in a good area"
Canada
David E.
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
Outdoor dining
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Apartment in Hyde Park

10.0 out of 10, Exceptional, (16)
"Lots of thoughtful touches, enjoyable spot for us to land while visiting Boston."
United States
Wendy K.
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Apartment in West Cambridge

2.0 star property
8.8 out of 10, Excellent, (28)
"Everything was great! We had a really fun stay and the place was perfect for what we needed! "
United States
millie p.
$208 nightly
The price is $238
Dec 7 - Dec 8
Total with taxes and fees
Great Apartment on River/ Harvard Square two blocks
Fridge, cookware/dishes/utensils
14b-Charming, beautiful 3-bedroom apartment in Boston

Apartment in Dorchester

2.0 star property
10.0 out of 10, Exceptional, (15)
"Clean, cozy. 5star review from us. Very responsive when messaging. Would recommend and will come back if we’re in the area. "
United States
Vision T.
$433 nightly
The price is $498
Dec 1 - Dec 2
Total with taxes and fees
14b-Charming, beautiful 3-bedroom apartment in Boston
Property grounds
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Apartment in Roxbury

9.8 out of 10, Exceptional, (44)
"I loved the location. It was convenient to everything I wanted to do. Madhouse Cafe being in walking distance was a phenomenal find."
United States
Marsha G.
Beautiful studio in historic neighborhood of Boston. Super close to downtown!
TV, offices
Clean, Contemporary Escape | Near T

Vacation Home in Roxbury

9.4 out of 10, Exceptional, (19)
"Had a perfect stay! The place was wonderful and worked out for what we needed. Thank you!"
United States
Renee G.
Clean, Contemporary Escape | Near T
Fridge, microwave, oven, stovetop
30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo

Apartment in Dorchester

2.0 star property
9.4 out of 10, Exceptional, (12)
"This is a very convenient and comfortable place."
United States
Julie
$264 nightly
The price is $303
Dec 1 - Dec 2
Total with taxes and fees
30/3 - 3BR Boston - Cozy Apt near Franklin Park Zoo
Outdoor dining
Panoramic view, large deck, ground floor apartment, walk to subway and beach

Apartment in Dorchester

9.4 out of 10, Exceptional, (109)
"Great comms with the owner, great place to stay, we got the train into Boston"
United Kingdom
Andrew
Panoramic view, large deck, ground floor apartment, walk to subway and beach
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

Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

10/10 Excellent
"Clean room soft bedding "
Christopher 1-night trip
Posted 11 hours ago
Hampton Inn & Suites Watertown Boston

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 $140 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?

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.