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Holliston Holiday Rentals

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Our top choices for Holliston holiday rentals

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is NZ$576
includes taxes & fees
12 July - 13 July
The Chester Hotel

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
The price is NZ$674
includes taxes & fees
13 July - 14 July
The Concord Hotel

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.0 out of 10, Very good, (5 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is NZ$563
includes taxes & fees
12 July - 13 July
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (157 reviews)
"Great location!"
United States
Kevin
The price is NZ$610
includes taxes & fees
26 July - 27 July
Maverick Suites at 400 Columbus Ave

Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.4 out of 10, Exceptional, (3 reviews)
"A little issue getting in with the door code operation but otherwise great"
United States
Unspecified U.
The price is NZ$568
includes taxes & fees
10 July - 11 July
Sleek Studio Apartment in the South End

The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End
South End
10.0 out of 10, Exceptional, (2 reviews)
"Nice room. Good location "
United States
Abenamar A.
The price is NZ$995
includes taxes & fees
22 July - 23 July
The Chester: Hip, Renovated, South End

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (5 reviews)
"Great place for our overnight stay. Red line was close by to get us in and out of Boston. Host was incredibly responsive. She suggested a restaurant close by, via Cannuccia.. stunning pastries on the weekend. "
United States
Ingrid
The price is NZ$358
includes taxes & fees
14 July - 15 July
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (24 reviews)
"Friendly hosts"
United States
Jan
The price is NZ$378
includes taxes & fees
12 July - 13 July
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is NZ$670
includes taxes & fees
10 July - 11 July
Charming 1 Bedroom | Newbury Street

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, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is NZ$399
includes taxes & fees
20 July - 21 July
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (6 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is NZ$642
includes taxes & fees
3 Aug - 4 Aug
Symple Live

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
7.8 out of 10, Good, (48 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is NZ$597
includes taxes & fees
4 Aug - 5 Aug
On River/Harvard Sq. two blocks

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (383 reviews)
"Great stay. "
United States
Anna
The price is NZ$652
includes taxes & fees
13 July - 14 July
Maverick Suites at 28 Fenway

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.6 out of 10, Excellent, (38 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is NZ$554
includes taxes & fees
16 July - 17 July
Great Apartment on River/ Harvard Square two blocks

Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (8 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is NZ$680
includes taxes & fees
15 July - 16 July
Cottage Suite "A" - Walk to Shops, Train, History

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
8.0 out of 10, Very good, (1 review)
"Although we enjoyed the property, the pics were deceiving."
United States
Barry G.
The price is NZ$695
includes taxes & fees
12 July - 13 July
Beautiful 1BR near Fenway Park + Kenmore!

Blissful South End Studio

Blissful South End Studio
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is NZ$621
includes taxes & fees
21 July - 22 July
Blissful South End Studio

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

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
10.0 out of 10, Exceptional, (3 reviews)
"Great location with comfortable accommodations!! Easy access to great restaurants, Fenway, and the T. Host provided excellent communication and was extremely responsive. Highly recommend!"
United States
Andrea G.
The price is NZ$670
includes taxes & fees
9 July - 10 July
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
9.0 out of 10, Wonderful, (12 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is NZ$523
includes taxes & fees
14 July - 15 July
Stylish Back Bay Retreat, Steps from Prudential

Sunny 3BR Boston 1st-floor Apt • Pet-Friendly • Franklin Park & Red Line 558-1

Sunny 3BR Boston 1st-floor Apt • Pet-Friendly • Franklin Park & Red Line 558-1
Dorchester
8.4 out of 10, Very good, (16 reviews)
"Had a great stay! The apartment was nice and the host was flexible and accommodating. I would recommend."
United States
Andrew M.
Sunny 3BR Boston 1st-floor Apt • Pet-Friendly • Franklin Park & Red Line 558-1
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

Find out more about Holliston

Everything you need to know about Holliston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Holliston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Holliston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Holliston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Holliston holiday rentals we have selected for you start as low as NZ$309 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Holliston rentals

At Expedia, we put the best Holliston holiday 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 holiday.

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 holiday rental in Holliston?

Yes, there are holiday rentals close to the most popular sights in Holliston, or you can select a more secluded option if you're looking for a relaxing stay. Holliston is known for its lake views and golf courses.

What are some of the best holiday rentals that Holliston has to offer?

Centrally located in the heart of Boston near T: This holiday home rental outside of Holliston has air conditioning and laundry facilities 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 that you can cook with friends or family.

How many holiday rentals will I find in Holliston?

Choose from 3 Expedia holiday rentals in Holliston for a memorable holiday.

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 wider area.

What’s a holiday rental in Holliston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Holliston. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.