Holliston Holiday Rentals

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Our top choices for Holliston holiday rentals

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is HK$697
HK$1,870 total
includes taxes & fees
26 Apr - 27 Apr
Blissful South End Studio

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is HK$1,635
HK$3,276 total
includes taxes & fees
25 Apr - 26 Apr
The Chester Hotel

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is HK$744
HK$1,698 total
includes taxes & fees
26 Apr - 27 Apr
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Welcoming host, very responsive"
United States
Matthew G.
The price is HK$956
HK$2,521 total
includes taxes & fees
27 Apr - 28 Apr
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

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, (24 reviews)
"Everything was fine, place is clean and convenient"
United States
Tyson P.
The price is HK$768
HK$1,501 total
includes taxes & fees
17 May - 18 May
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is HK$1,057
HK$2,515 total
includes taxes & fees
27 Apr - 28 Apr
Charming 1 Bedroom | Newbury Street

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, (3 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is HK$992
HK$1,609 total
includes taxes & fees
29 Apr - 30 Apr
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Bold & Spacious Studio | Back Bay

Bold & Spacious Studio | Back Bay
Back Bay
Bold & Spacious Studio | Back Bay

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)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is HK$1,057
HK$2,091 total
includes taxes & fees
27 Apr - 28 Apr
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Serene South End Studio

Serene South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Nice and clean room, close walking distance to Ma General hospital and also BU Hospital, and nice friendly staff. Would rent again!"
United States
Dylan S.
The price is HK$916
HK$2,156 total
includes taxes & fees
26 Apr - 27 Apr
Serene South End Studio

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is HK$1,332
HK$2,430 total
includes taxes & fees
26 Apr - 27 Apr
On River/Harvard Sq. two blocks

The Chester: Modern Luxury, Historic Charm

The Chester: Modern Luxury, Historic Charm
South End
9.0 out of 10, Wonderful, (2 reviews)
"Easy check in. Clean space. Cute decor and comfortable. Husband and I enjoyed the location. "
United States
Morgan Z.
The price is HK$1,558
HK$3,218 total
includes taxes & fees
25 Apr - 26 Apr
The Chester: Modern Luxury, Historic Charm

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,018
HK$1,671 total
includes taxes & fees
28 Apr - 29 Apr
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.8 out of 10, Exceptional, (18 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.
The price is HK$1,262
HK$1,602 total
includes taxes & fees
29 Apr - 30 Apr
Charming 2-bedroom apartment with WiFi, AC in superb Canton

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1
Dorchester
8.6 out of 10, Excellent, (14 reviews)
"Had a great stay! The apartment was nice and the host was flexible and accommodating. I would recommend."
United States
Andrew M.
The price is HK$872
HK$2,362 total
includes taxes & fees
26 Apr - 27 Apr
Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT

Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,856
HK$3,942 total
includes taxes & fees
27 Apr - 28 Apr
Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT

80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Dorchester
9.4 out of 10, Exceptional, (21 reviews)
"The host was always prompt in answering my questions and was able to accommodate my special requests. I would come back and stay here anytime. "
United States
Kelly D.
The price is HK$1,198
HK$3,097 total
includes taxes & fees
26 Apr - 27 Apr
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

Newly renovated pet friendly apt by parks and train!

Newly renovated pet friendly apt by parks and train!
Roxbury
8.0 out of 10, Very good, (36 reviews)
"Great location and very accommodating host. House was clean, beds extremely comfortable. Best of urban location with lovely home feel! On street parking was a dream and easy to get into downtown Boston, 93 or 128. Many great restaurants to enjoy in JP. Would definitely stay again. "
United States
Lisa L.
The price is HK$1,018
HK$2,728 total
includes taxes & fees
30 Apr - 1 May
Newly renovated pet friendly apt by parks and train!

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (21 reviews)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
United States
Eric D.
The price is HK$1,221
HK$2,842 total
includes taxes & fees
27 Apr - 28 Apr
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

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, (165 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is HK$887
HK$1,740 total
includes taxes & fees
26 Apr - 27 Apr
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

Find out more about Holliston

Search for holiday rentals in Holliston on Expedia! You can easily find your home rentals, villas, holiday apartments in Holliston using one of the methods below:

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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.