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Compare 256 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 1,494 total
includes taxes & fees
24 Feb - 25 Feb
Home Away from Home!

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

10.0 out of 10, Exceptional, (2)
"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, (56)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
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

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, (6)
"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

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

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

Centrally located in the heart of Boston near T

8.8 out of 10, Excellent, (16)
"The apartment was beautiful and super clean. My bed was comfortable. I thoroughly enjoyed my stay. The parking is a little nerve-racking but it all worked out. I would definitely recommend this for anyone who’s looking to stay in the Boston area."
The price is SAR 656
SAR 1,673 total
includes taxes & fees
24 Feb - 25 Feb
Centrally located in the heart of Boston near T

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

Peaceful 2Br House in Cambridge

2.0 star property
6.0 out of 10, (5)
"A marvelous place. Parking spot was appeciated!"
Peaceful 2Br House in Cambridge

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 1,481
SAR 3,326 total
includes taxes & fees
24 Feb - 25 Feb
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

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

10.0 out of 10, Exceptional, (2)
"I was in town with my husband, sister and in-laws. Close to Framingham state and perfect for hanging out with family. This house if full of extra little things that make the stay super enjoyable. I highly recommend and look forward to staying again in the future. "
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

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

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

9.8 out of 10, Exceptional, (6)
"fantastic stay … everything you need was provided… well done guys "
The price is SAR 589
SAR 1,194 total
includes taxes & fees
2 Mar - 3 Mar
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Just how we expected from the pictures. Plenty of space for 6 of us. Host was very helpful and accessible. Great location to drive any direction in Boston area. "
Belmont Home < 3 Mi to Harvard Square!

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

8.8 out of 10, Excellent, (5)
"Great for our group while in town for work. Quiet neighbourhood. Close to town. "
The price is SAR 671
SAR 1,459 total
includes taxes & fees
24 Feb - 25 Feb
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (13)
"We had a wonderful time. The home was perfect for our stay and we will stay again to enjoy the water."
Worcester Home on Indian Lake w/ Shared Boat Dock!

Enjoy Boston, Private Patio On Montgomery Park

2.0 star property
4.0 out of 10, (1)
"Big problem communicating with the host. I was told this was one of 160 properties run by this company, and the host was communicating from out of the country. Very difficult to run a business like this. We were without hot water for nine days.Walk two blocks to my daughters to take a shower. Maintenance man walked in the unit and unannounced. This is unacceptable.Would not recommend to stay here. "
Enjoy Boston, Private Patio On Montgomery Park
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, (433)
"Clean, spacious room/bathroom, convenient. "
The price is SAR 512
SAR 594 total
includes taxes & fees
2 Mar - 3 Mar
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (868)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is SAR 577
SAR 681 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder

Sonder at Pierce Boston

4.0 star property
8.8 out of 10, Excellent, (218)
"Very easy to check in and out. Has all the amenities of a studio. Very comfortable and great location "
The price is SAR 622
SAR 733 total
includes taxes & fees
24 Feb - 25 Feb
Sonder at Pierce Boston
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.