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Vacation Homes in Holliston

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

10.0 out of 10, Exceptional, (68)
"The property is exceptional. Great location, clean, lots of space for our large group. It had everything we needed including ample parking in the back of the building. Maya is a wonderful host and was very accommodating with our requests. I would stay here again in a heartbeat."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Apartment | Near T

9.0 out of 10, Wonderful, (21)
"Great home. Close to almost everything "
Cozy Apartment | Near T

Essential Boston Home | Near South End

10.0 out of 10, Exceptional, (4)
"It was great!"
Essential Boston Home | Near South End

Charming house with WiFi and AC in superb Randolph

9.8 out of 10, Exceptional, (14)
"My son and I traveled to Boston for a hockey camp and stayed here for a long weekend. The neighborhood is super quiet and the place is really cute! We were recommended a great little pizza place too :) "
Charming house with WiFi and AC in superb Randolph

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

10.0 out of 10, Exceptional, (11)
"Responsive owner, noce clean quiet property. "
The price is AED 658
AED 960 total
includes taxes & fees
2 Oct - 3 Oct
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

Hidden Gem right in the city of Boston!

9.6 out of 10, Exceptional, (24)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
Hidden Gem right in the city of Boston!

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (48)
"Had everything as listed and was a good location."
The price is AED 1,488
AED 2,918 total
includes taxes & fees
12 Oct - 13 Oct
Terrific vacation house only 4.5 miles away from downtown Boston

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (13)
"It was a great experience for all of our students who used this as a 'home base' for the 3 packed days in Boston. Great property, and very attentive hosts. "
Spacious, New Renovation | Near T

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

2.0 star property
10.0 out of 10, Exceptional, (20)
"Great space to hang out with family while in town. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (62)
"We had a wonderful time! The house was great!"
Boston's Best Vacation Home

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.6 out of 10, Exceptional, (25)
"I stayed at this property for almost a month and thoroughly enjoyed it. It had everything I needed and is conveniently located to Route 9 and I-435. The host was very responsive, which I greatly appreciated. It's nice to know such a comfortable place is available in Shrewsbury."
The price is AED 511
AED 993 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Charming Boston Home | Near T

9.4 out of 10, Exceptional, (3)
"Great experience. Communicable host, great property "
Charming Boston Home | Near T

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

10.0 out of 10, Exceptional, (134)
"It was our 4 lake vacation there. We absolutely love it and our dog Charlie enjoys the beautiful yard and and a swim in a little bay at this property."
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Home Away from Home!

9.2 out of 10, Wonderful, (12)
"The property was nice and accommodating for my family! "
The price is AED 683
AED 1,463 total
includes taxes & fees
1 Oct - 2 Oct
Home Away from Home!

Cozy 3 BDR House in Lexington, MA

7.4 out of 10, Good, (3)
"Great location, pet friendly, comfy beds and pleasant hosts. The house is a great size and ready for a family with a dog. This was a good fit for us moving our daughter into college from out of state with our dog. The house is definitely older and has character, it just needs a lot of TLC. Older furniture, paint chipping, things missing, bathroom needs updating, and some older home quirks, especially with electric. If these things get updated, it would've been a 5 star review. We'd...
Cozy 3 BDR House in Lexington, MA

Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking

10.0 out of 10, Exceptional, (42)
"A group of co-workers opted to stay here as opposed to booking a hotel during a conference taking place on BU campus. This worked perfect for our needs! Everyone had their own space, location was ideal, 6 minute drive to our conference, check-in and check-out process was smooth, and extra points for off-street parking!"
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking

17 - 4BR Randolph - Cozy Single House

10.0 out of 10, Exceptional, (1)
"The pictures on the website were accurate. The host was easy to reach for questions and the check in and check out instructions were prompt and clear. We did not have any issues."
The price is AED 871
AED 2,023 total
includes taxes & fees
3 Oct - 4 Oct
17 - 4BR Randolph - Cozy Single House

Norwood Luxe Suite- Pet friendly & Commuter friendly

9.8 out of 10, Exceptional, (23)
"Nice property, great location. Stayed for a week for work, quiet neighborhood. Owner very committed to a welcoming stay"
Norwood Luxe Suite- Pet friendly & Commuter friendly

Stylish Boston Getaway Near Arboretum & T Station!

6.0 out of 10, (1)
"Great area to stay in and several walkable places. The general areas were clean and the apartment has a nice layout. The bathroom was a bit dingy and we had an issue the first 24 hours where we could not shower. We did reach out to management and they were able to get the issue figured out. One of the bedrooms (with 2 twin beds) did not have a door and had a curtain instead. Having kids, it was not the best scenario but we made it work. I do wish they would have had a few more items in their...
Stylish Boston Getaway Near Arboretum & T Station!
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