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Compare 314 Vacation Homes in Holliston with updated reviews, rates, and availability.

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (52)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Clean, Contemporary Escape | Near T

Clean, Contemporary Escape | Near T

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

9.8 out of 10, Exceptional, (21)
"The apartment was very clean and cozy but if you are tall watch out for the low ceilings. Being in an old home it has some wonderful character! The bed was very comfortable as well and has a nice living room with TV. I would highly recommend this place to stay. The host is also very receptive and on top of everything, thank you Ebenezer."
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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

Incredible Boston Home | Near T

Incredible Boston Home | Near T

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (6)
"We were in town for a family gathering nearby, and Joanne’s home was the perfect resting spot for the four of us. The beds were very comfortable, the shower was great, and the kitchen was well stocked with cooking supplies. Joanne was an incredibly thoughtful, kind, and responsive host. We will definitely stay here next time we are in town. Thank you, Joanne!"
The price is SAR 506
SAR 1,003 total
includes taxes & fees
8 Apr - 9 Apr
Belmont Home < 3 Mi to Harvard Square!

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

10.0 out of 10, Exceptional, (1)
"My family and I were in town to tour Boston College because our son starts there in the fall and we wanted to stay near the school and get the feel of the neighborhood. The home was in a perfect location and great neighborhood. We were only a few minutes from the college and about 20 minutes from downtown Boston. The host was great with recommendations to stores and restaurants both near the home and downtown. I would definitely stay here again. Also, I drive a big truck so off street parking...
Charming home with deck- walkable to transit, shops & restaurants

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (14)
"Nice place. Comfortable beds. Very clean. A little musty smell but I think we may have been the first rental this spring "
Worcester Home on Indian Lake w/ Shared Boat Dock!

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (17)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
The price is SAR 540
SAR 1,531 total
includes taxes & fees
2 Apr - 3 Apr
Hidden Gem right in the city of Boston!

Bright Boston House | near T

Bright Boston House | near T

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

8.4 out of 10, Very Good, (7)
"Big house with a good living room kitchen space. Quite neighborhood. "
The price is SAR 1,013
SAR 1,889 total
includes taxes & fees
7 Apr - 8 Apr
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

10.0 out of 10, Exceptional, (10)
"We absolutely loved our stay at the lake house. We rented the house to visit with family in the area. The location is very close to Gillette Stadium and convenient to many restaurants. The home was beautifully decorated and very comfortable. I loved the thoughtfulness of the coffee bar and snacks! The home was well stocked with everything we needed, such as trash bags, paper towels, dish wash and those start up items. We would definitely stay here again. Thanks so much for sharing your beautiful...
Waterfront Lake house near Gillette Stadium and central to Boston and Providence

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (119)
"We had eight of us total staying at this house and there was plenty of room for everybody to sleep comfortably and to lounge around the house. There is great outdoor space ample parking and the location was excellent to walk to nearby restaurants and shops. We had a great time and if we were coming back to the area, we definitely stay here again."
Historic house renovated for modern convenience

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

8.8 out of 10, Excellent, (20)
"Excellent property; easy to work with owners."
The price is SAR 1,032
SAR 1,816 total
includes taxes & fees
2 Apr - 3 Apr
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony

Cozy Condo with Pet-Friendly Vibes, WiFi, Full Kitchen, and a Scenic Balcony

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (166)
"Comfortable, large living areas and bedrooms. Pool table provided hours of family fun!"
Beautiful Lakefront Home with Private Beach

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"I just wanna say that everything about the listing is on point. My cousins and I had a great snowboarding weekend at Mount Wachusett and this property was the perfect location for us. Both Spacious and Clean the property is near everything and just a 25 min drive to the slopes..Will definitely stay there 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

D79 Spacious 5-bedroom house with Roofdeck near Boston!

D79 Spacious 5-bedroom house with Roofdeck near Boston!

Spacious Oxford Home w/ Pool - 4 Mi to Lake!

10.0 out of 10, Exceptional, (3)
"A very nice, clean, spacious New England home. The owner of the property was very easy to communicate with. We live in Florida but my wife and I are originally from the area. We went to visit family but knew we needed to find accomodations for our family of 5. The house was perfect and if it is available the next time we visit we'll definitely be staying there. "
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
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, (446)
"You will have to park in a garage, which isn't ideal, but it was a really nice hotel room. "
The price is SAR 642
SAR 745 total
includes taxes & fees
6 Apr - 7 Apr
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (173)
"Very clean and quiet "
The price is SAR 383
SAR 806 total
includes taxes & fees
7 Apr - 8 Apr
Maverick Suites at 28 Fenway

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (880)
"Great location and the rooms are jice and big"
The price is SAR 709
SAR 837 total
includes taxes & fees
27 Apr - 28 Apr
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.