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Compare 265 Vacation Homes in Holliston with updated reviews, rates, and availability.

Charming home with deck- walkable to transit, shops & restaurants

Charming home with deck- walkable to transit, shops & restaurants

Home Away from Home!

10.0 out of 10, Exceptional, (1)
"Thank you for our little stay-cation! The property was beautiful and was exactly as expected. Plenty of rooms and bathrooms. My only wish was for more mirrors for us all to do our make up. But we made it work. "
The price is SAR 698
SAR 1,481 total
includes taxes & fees
26 Jan - 27 Jan
Home Away from Home!

Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

10.0 out of 10, Exceptional, (1)
"We had an incredible experience staying at this property! The house was absolutely beautiful and exceeded our expectations. It was clean, well-maintained, and had everything we needed for a comfortable and relaxing stay. My family loved it so much, and we're already planning to come back in the future. Thank you to our wonderful host for making this stay so memorable!"
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (54)
"We took a family trip to Boston and this couldn’t have been a better setup for our family. The home is located close to a T Station for easy access to all Boston has to offer. It was clean and well stocked with everything we could have needed. It was a fun experience to stay in a historic home. There was plenty space for our whole family, and the bunk rooms were great for the kids. The beds and pillows were the most comfortable I’ve had at any VRBO I’ve ever rented. We also really appreciated...
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Remodeled Townhouse close to Boston

9.8 out of 10, Exceptional, (24)
"At this price point it was exactly as we expected, and we were very happy with the place and it met all our needs."
Remodeled Townhouse close to Boston

Norwood Luxe Suite- Pet friendly & Commuter friendly

10.0 out of 10, Exceptional, (8)
"Our crew have been up several times in the area for work and really enjoyed staying here. The house is lovely and is always clean and welcoming when they arrive for their stay. Susan is an excellent communicator and a wonderful host!"
Norwood Luxe Suite- Pet friendly & Commuter friendly

BRIGHT & SPACIOUS 5-bedroom house in peaceful Marlborough with AC, WiFi

6.0 out of 10, (1)
BRIGHT & SPACIOUS 5-bedroom house in peaceful Marlborough with AC, WiFi

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (5)
"I brought a group of teenagers for a robotics meet at WPI. The house was perfect for our group of teenage girls. The neighborhood was quiet and the house clean with new amenities. The hosts were very nice and super flexible to our needs, fantastic people to work with. Would highly recommend staying there and if we go back next year we will hopefully be able to stay again."
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Centrally located in the heart of Boston near T

8.8 out of 10, Excellent, (15)
"Enjoyed this little place so much. Very safe neighborhood! "
The price is SAR 656
SAR 1,669 total
includes taxes & fees
24 Jan - 25 Jan
Centrally located in the heart of Boston near T

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (44)
"We had a pleasant stay. The house is cozy, clean and comfortable. It is in a convenient location with several restaurants in walking distance as well as a supermarket. The neighborhood is quiet with little traffic coming through. Victor the host was responsive and answered any questions we had. Would recommend without hesitation."
Boston's Best Vacation Home

Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

8.0 out of 10, Very Good, (2)
"House was comfortable and cozy. Recommend this place for anyone looking to stay in the Marlborough area. "
The price is SAR 2,607
SAR 4,764 total
includes taxes & fees
24 Jan - 25 Jan
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

Rare Find in Boston's Hippest Neighborhood

10.0 out of 10, Exceptional, (89)
"Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family."
Rare Find in Boston's Hippest Neighborhood

Cozy Boston Escape | Near T

7.0 out of 10, Good, (4)
"Very nice. Very clean. Very neat. Very punctual. Very prompt. Highly recommended."
Cozy Boston Escape | Near T

Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities

9.2 out of 10, Wonderful, (26)
"As described. Nice place for a great price. "
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.6 out of 10, Exceptional, (10)
"The bedroom and bath on the living floor was great for my 88 year old mother. Beautiful lake view and walks. "
Worcester Home on Indian Lake w/ Shared Boat Dock!

Beautiful two-story home close to downtown worcester 5beds-4bedroom

9.0 out of 10, Wonderful, (4)
"Everything as advertised and very responsive to one question about the WiFi our first night. "
The price is SAR 1,013
SAR 1,885 total
includes taxes & fees
24 Jan - 25 Jan
Beautiful two-story home close to downtown worcester 5beds-4bedroom

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

9.8 out of 10, Exceptional, (6)
"This was a perfect apartment for a visit with family and friends in Boston. It's conveniently located near all kinds of great places to shop and eat. It's located on the second and third floors, with easy access from the backyard (which is where the very convenient parking was). Nice, spacious layout with a well equipped kitchen and big dining table (that was great for having people over for dinner!). Beds were comfy, and the second bedroom is up in the attic, which felt very private. We...
The price is SAR 658
SAR 823 total
includes taxes & fees
26 Jan - 27 Jan
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient

Enjoy Boston, Private Patio On Montgomery Park

2.0 star property
Enjoy Boston, Private Patio On Montgomery Park

Charming 3 bedroom home Centrally located in Worcester

9.4 out of 10, Exceptional, (3)
"This property worked out perfectly for our extended family trip to Worcester for Thanksgiving. It had everything we needed."
Charming 3 bedroom home Centrally located in Worcester
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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Other property types in Holliston

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (420)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is SAR 512
SAR 594 total
includes taxes & fees
12 Feb - 13 Feb
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (158)
"Great stay. "
The price is SAR 446
SAR 880 total
includes taxes & fees
26 Jan - 27 Jan
Maverick Suites at 28 Fenway

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (858)
"The property was easy to get in and out of and close to many shops and restaurants"
The price is SAR 520
SAR 613 total
includes taxes & fees
19 Feb - 20 Feb
No. 284 powered by Sonder
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.