Discover a selection of 107 vacation rentals in Holliston, MA 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 kitchens. Prices start at $94 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.
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, HomeAway 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, MA?

Our 2020 property listings offer a large selection of 107 vacation rentals around Holliston. From 23 house rentals to 72 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Holliston?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Holliston:

  • Brighton: 82 vacation rentals
  • Longwood: 124 vacation rentals
  • Jamaica Plain: 29 vacation rentals
  • Cambridgeport: 89 vacation rentals
  • Hyde Square: 43 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Holliston?

Vrbo offers a large selection of vacation rentals near lovely places in Holliston. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Blackstone River Theatre: 202 vacation rentals
  • Gillette Stadium: 351 vacation rentals
  • Boston University: 772 vacation rentals
  • Xfinity Center: 150 vacation rentals
  • Walden Pond: 963 vacation rentals

But there are many other points of interest around Holliston listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Holliston?

Yes, of course. Vrbo has 23 Houses in Holliston. Our other popular types of vacation rentals in Holliston include:

  • Condos/Apartments: 72 rentals available
  • Cabins: 2 rentals available
  • Cottages: 2 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Holliston?

Yes, you can select your preferred vacation rental with pool among our 3 vacation rentals with pool available in Holliston. Please use our search bar to access the selection of vacation rentals available.

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