Discover a selection of 311 vacation rentals in Holliston that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $85 per night, and houses and condos are popular options for a stay in Holliston. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Holliston
Destination guide

The lakeside setting of Holliston is ready to explore

The lake and beaches create a pretty picture of Holliston. This city's hiking, boating and golfing draw many visitors. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in Holliston

Do you want to discover top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that Holliston has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Pinecrest Golf Club (2.4 mi / 3.9 km)
  • Fun and Games Family Entertainment Center (8 mi / 12.8 km)
  • Family Funway Foxboro (10 mi / 16 km)
  • Plainridge Race Course (11.8 mi / 19 km)
  • New England Country Club (11.9 mi / 19.1 km)
  • Southwick's Zoo (11.9 mi / 19.2 km)
Natural features

Exploring the natural landscape of Holliston

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Holliston is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Walden Pond (18.2 mi / 29.3 km)
  • Ashland State Park (5.2 mi / 8.4 km)
  • Waushakum Beach (5.7 mi / 9.2 km)
  • Broadmoor Wildlife Sanctuary (6.3 mi / 10.1 km)
  • Learned Beach (7.2 mi / 11.5 km)
  • Hopkinton State Park (7.2 mi / 11.7 km)
How to get there

Transportation options to and around Holliston

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 12.2 mi (19.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Pawtucket, RI (SFZ-North Central State), which is 18.7 mi (30.1 km) away.

How many vacation rentals are available around Holliston?

Our 2021 property listings offer a large selection of 311 vacation rentals around Holliston. From 110 house rentals to 142 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.