Holiday Homes in Holliston

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

Our top choices for Holliston holiday homes

TV

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (12 reviews)
"Nice visit"
United States
Nate P.
The price is AU$501
includes taxes & fees
18 Mar - 19 Mar
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Iron/ironing board, WiFi, bed sheets

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.0 out of 10, Very good, (1 review)
"The host was attentive"
United States
Ebony G.
The price is AU$274
includes taxes & fees
19 Mar - 20 Mar
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Smart TV, fireplace

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
9.8 out of 10, Exceptional, (18 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveller
The price is AU$383
includes taxes & fees
15 Mar - 16 Mar
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Property grounds

Garden Flat Near Boston and Gillette Stadium

Garden Flat Near Boston and Gillette Stadium
Stoughton
The price is AU$532
includes taxes & fees
16 Mar - 17 Mar
Garden Flat Near Boston and Gillette Stadium
Smart TV, fireplace

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (16 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is AU$545
includes taxes & fees
15 Mar - 16 Mar
Home Away from Home!
Smart TV

Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.0 out of 10, Wonderful, (22 reviews)
"Excellent stay! "
United States
Melissa R.
The price is AU$652
includes taxes & fees
16 Mar - 17 Mar
Centrally located in the heart of Boston near T
1 bedroom, WiFi

Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village

Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village
Roslindale
10.0 out of 10, Exceptional, (1 review)
"Property was nicely situated for our needs between Boston and the suburbs where we were traveling. It’s a quick less than 15 minute drive into downtown Boston. Property was clean. Access was easy and check in and out process was smooth. It is a third floor walk up with dormers so if you are taller, you do have to watch your head a bit. Was a great stay! Thanks. "
United States
Jesse B.
The price is AU$522
includes taxes & fees
17 Mar - 18 Mar
Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village
Dining

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17
Randolph
10.0 out of 10, Exceptional, (4 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is AU$656
includes taxes & fees
16 Mar - 17 Mar
4BR Pet-Friendly Home w/ 4 Parking Randolph - 17
Interior

Lorenzo Inn

Lorenzo Inn
Dorchester
The price is AU$569
includes taxes & fees
15 Mar - 16 Mar
Lorenzo Inn
2 bedrooms, iron/ironing board, Internet, bed sheets

Beautiful 2-story Downtown Worcester king bed with Office

Beautiful 2-story Downtown Worcester king bed with Office
Worcester
The price is AU$432
includes taxes & fees
15 Mar - 16 Mar
Beautiful 2-story Downtown Worcester king bed with Office
Interior

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Stoughton
10.0 out of 10, Exceptional, (12 reviews)
"Had an amazing stay with family for a wedding locally. House is very clean, well equipped, easy check in details and Dang was quick to respond to any queries before or after check in. Would definitely recommend or stay again."
United States
Bernice C.
The price is AU$1,360
includes taxes & fees
16 Mar - 17 Mar
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (9 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is AU$703
includes taxes & fees
15 Mar - 16 Mar
Spacious 4-bedroom with four and half bathrooms
Interior

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Dorchester
10.0 out of 10, Exceptional, (12 reviews)
"We loved this home. It was clean, well equipped and very well located for our family of 8 to visit Boston. Had a great time and loved the house. "
United States
Arlene P.
The price is AU$1,261
includes taxes & fees
7 Apr - 8 Apr
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Fridge, microwave, oven, stovetop

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
8.0 out of 10, Very good, (1 review)
"We booked this property because it was advertised as an “entire house,” but when we arrived we found that wasn’t the case—there are people living downstairs. We could clearly hear them talking through the door that separates the first and second floors, which took away from the privacy we expected. It looks like the listing has been updated since we booked, but just be aware that this rental is only the top floor of an occupied home. Nice house overall, but not the private stay we anticipated"
United States
Matthew M.
The price is AU$554
includes taxes & fees
23 Mar - 24 Mar
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Smart TV, books

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Dorchester
9.6 out of 10, Exceptional, (14 reviews)
"Amazing location close to everything you are going to want to see in Boston, and great communication with the host."
United States
Shane M.
The price is AU$900
includes taxes & fees
18 Mar - 19 Mar
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Smart TV, fireplace, table football, ping pong

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is AU$882
includes taxes & fees
15 Mar - 16 Mar
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
TV, fireplace

Peaceful Milton Getaway- Trails & City Nearby

Peaceful Milton Getaway- Trails & City Nearby
Milton
10.0 out of 10, Exceptional, (3 reviews)
"Very beautiful place and clean. The hosts were very nice and gave speedy responses. "
United States
The P.
Peaceful Milton Getaway- Trails & City Nearby
Exterior detail

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
The Port
8.6 out of 10, Excellent, (37 reviews)
"Clean, comfortable, as advertised. Would stay here again. "
United States
Charles F M.
The price is AU$805
includes taxes & fees
13 Mar - 14 Mar
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Microwave, oven, stovetop, dishwasher

D79 Spacious 5-bedroom house with Roofdeck near Boston!

D79 Spacious 5-bedroom house with Roofdeck near Boston!
Dorchester
9.6 out of 10, Exceptional, (4 reviews)
"Great space and location. Lots of parking. Enjoyed our stay."
Canada
Shane F.
The price is AU$2,034
includes taxes & fees
15 Mar - 16 Mar
D79 Spacious 5-bedroom house with Roofdeck near Boston!
Interior

Classic NewEngland Large House 4Bed 2 Bath Near Moody st Amazing Restaurants

Classic NewEngland Large House 4Bed 2 Bath Near Moody st Amazing Restaurants
South Side
The price is AU$1,030
includes taxes & fees
15 Mar - 16 Mar
Classic NewEngland Large House 4Bed 2 Bath Near Moody st Amazing Restaurants
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

4/10 Poor
"Bad breakfast. This place is more like college dorm."
Balaji 4-night trip
Posted 11 hours ago
Arcadian Hotel

Find out more about Holliston

Holliston Holiday Homes information

Number of reviews
160
Accommodation
288 Holiday Homes
Lowest Price
AU$274
Highest Price
AU$2,034