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Compare 232 Vacation Homes in Holliston with updated reviews, rates, and availability.

Peaceful 2Br House in Cambridge

2.0 star property
10.0 out of 10, Exceptional, (1)
"The location was great for us to visit our college student in Boston. Peaceful & quiet neighborhood. Our host was great in responding to any questions/issues we had."
Peaceful 2Br House in Cambridge

New 5B3B Single Family with Central AC

9.8 out of 10, Exceptional, (20)
"My parents live in town so it was lovely to have all my family to stay at this Vrbo and be able to celebrate with my Dad! The house was perfect..the rooms were spacious and the kitchen bathroom areas were so clean! The host was very accommodating and communicated with me very quickly!"
New 5B3B Single Family with Central AC

Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

7.0 out of 10, Good, (21)
"It's in a basement and there was a door to another part of the basement that was locked and we could see a light that was on all night on the other side. It was very quiet though, great if you just need somewhere to sleep."
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

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

9.6 out of 10, Exceptional, (19)
"Great "
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Bright & Pet-Friendly Home: 2 Mi to Harvard Square

10.0 out of 10, Exceptional, (10)
"The property was clean and well cared for - enjoyed our stay. Lots of room."
Bright & Pet-Friendly Home: 2 Mi to Harvard Square

Wonderful Renovated Family Friendly Home Close to Boston and Lexington

10.0 out of 10, Exceptional, (60)
"We enjoyed our stay and Janel was very responsive which we appreciated. The house was well appointed and our son especially enjoyed the children’s room with a “secret”closet full of books and toys. "
Wonderful Renovated Family Friendly Home Close to Boston and Lexington

Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.

9.0 out of 10, Wonderful, (11)
"Loved staying here. The place is just as described. Lots of room, each bedroom has its own bathroom. Will be staying here next time we're in town!"
Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.

Spacious vacation townhome unit with a pool

10.0 out of 10, Exceptional, (10)
"Great owners. Great neighborhood, great property. The fresh eggs were awesome!"
Spacious vacation townhome unit with a pool

Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms

10.0 out of 10, Exceptional, (1)
"Everything was spotlessly clean. The beds were comfortable, and every convenience was considered. Excellent place for a larger group—we needed 4 bedrooms—coming to town to move my son in to WPI for college. Would strongly recommend!!!"
Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms

6 bedroom house in a quiet and convenient neighborhood

6.8 out of 10, (3)
"The good, Large House, lots of bedrooms. Felt very safe, nice Alarm system. And the Piano was very fun for a singing and having fun. Reconstruction in process. The bad, the beds, not good, the house is falling apart, scary stairs, the bath rooms are tiny and do not offer shampoo, conditioner, and conditioner. Could not find bath towels. The ugly - mouse droppings all over the kitchen. Mouse found in one bedroom, captured mouse and took outside. Let host know that there was a mouse and mice...
6 bedroom house in a quiet and convenient neighborhood

Spacious 4BR with Modern Amenities – Family-Friendly

7.6 out of 10, Good, (4)
"The location is just right. You’re away from the city and only about 20-45 minutes from main attractions. A lot of people complain about the traffic. I’m from Chicago. Traffic in Boston is a walk in the park. The home is beautiful. Well equipped with amenities, toiletries, plates, etc. there’s really nothing you would need to make your stay enjoyable, that this home does not provide. We were a party of 6. And ALL had ample room and space. The only reason why I’m not giving it a 5 star rating...
Spacious 4BR with Modern Amenities – Family-Friendly

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (43)
"I stayed here with family members. We thought the property was very lovely and in a pleasant neighborhood. Everything we could need was in the house. We especially appreciated the toiletries and the Nespresso provided. Kitchen was fully functional. The property was very clean and the bedrooms and living spaces were nicely decorated. It felt more personable and comfortable than staying in a hotel. It was truly a nice getaway for us who were in the area to explore Boston!"
Boston's Best Vacation Home

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (29)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Brand-new spacious 4 bedroom home, minutes from train station, free st parking

8.4 out of 10, Very Good, (15)
"I stayed here with my fiancé and some friends for a quick weekend trip to Boston and we were thrilled! The hosts were very communicative and the house was great. Rooms were clean and spacious and the location was just a quick uber to downtown. Would absolutely recommend.. would come here again if we are in the area."
Brand-new spacious 4 bedroom home, minutes from train station, free st parking

1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston

6.8 out of 10, (3)
"So convenient, a great central location for our day trips Unit had everything we needed, the staff was helpful, the pool was clean and refreshing. the grounds were well maintained, "
The price is AED 516
AED 621 total
includes taxes & fees
21 Dec - 22 Dec
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston

Amazing family and group-friendly accommodation #TheBackDorch

8.6 out of 10, Excellent, (11)
"We were a group of 9 60+ women coming together after 40 years to race at the Head of the Charles rowing regatta. Our priorities for accommodation were enough beds that we didn't have to share, parking and a decent kitchen and the property met these requirements. Ulrich was very responsive to any minor problems that arose. "
The price is AED 698
AED 1,627 total
includes taxes & fees
9 Dec - 10 Dec
Amazing family and group-friendly accommodation #TheBackDorch

Luxury Retreat mins 2 Downtown Fenway 8mn Beach Free Prking Grill

9.0 out of 10, Wonderful, (20)
"Property was clean as advertised and all was provided as stated."
Luxury Retreat mins 2 Downtown Fenway 8mn Beach Free Prking Grill

Norwood Luxe Suite- Pet friendly & Commuter friendly

10.0 out of 10, Exceptional, (5)
"The home was perfect for a weekend get away to come visit family. While we didn’t get to explore the town much it was so quaint and peaceful. The neighborhood was nice and friendly. The home offered what we needed and fun games to enjoy. Close to grocery shopping and restaurants. Only 30 minutes from the city and close to a fun Pumpkin Farm in Rhode Island. Thanks for a nice stay!!!"
Norwood Luxe Suite- Pet friendly & Commuter friendly

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient

Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

10.0 out of 10, Exceptional, (5)
"Very comfortable 3 bedroom house. Great location."
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly
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

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is AED 388
AED 805 total
includes taxes & fees
24 Nov - 25 Nov
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (951)
"Well managed and maintained. Clean and convenient. Breakfast of some sort would have been nice."
The price is AED 621
AED 693 total
includes taxes & fees
2 Dec - 3 Dec
Crescent Suites Hotel

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (403)
"Check in and out were both fast and easy thanks to the app. My only gripe is if you happen to be staying on the 4th floor like I did, be warned that there is a rooftop bar on the 5th floor so you’ll hear chairs pulling in and out until they close at midnight, followed by what I’m assuming is a garbage or mop bucket rolling around for a few hours after that. The patio from the adjoined restaurant Althea can get a little noisy as well, but it does die down around 10pm. "
The price is AED 485
AED 563 total
includes taxes & fees
21 Dec - 22 Dec
Sonder 907 Main
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.