Holliston vacation rentals

We found 109 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Holliston to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you need and want for your stay, including WiFi and parking. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Delight in the lakeside landscape of Holliston

The lake and beaches create a pretty picture of Holliston. Renowned for its hiking, boating and golfing, this city welcomes all visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Holliston

Do you want to discover attractions to visit in the city? Venture out of your vacation home and experience everything that makes Holliston a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Fun and Games Family Entertainment Center (8 mi / 12.8 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (8.4 mi / 13.5 km)
  • Fore Kicks Sports Complex and Golf Course (8.9 mi / 14.3 km)
  • Supercharged Entertainment (11.3 mi / 18.1 km)
  • Plainridge Race Course (11.8 mi / 19 km)
  • Westborough Country Club (12 mi / 19.3 km)

Exploring the natural features in Holliston

Whether you're looking for adventure or just want to take in the scenery, Holliston is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Ashland State Park (4.9 mi / 7.9 km)
  • Hopkinton State Park (7.3 mi / 11.7 km)
  • Cochituate State Park (8.8 mi / 14.2 km)
  • Garden in the Woods (10.7 mi / 17.3 km)
  • New England Wild Flower Society Garden in the Woods (10.9 mi / 17.6 km)
  • New England Baseball Complex (14.7 mi / 23.6 km)

How to get 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 can't find a flight that works for your travel itinerary, you can also fly into Pawtucket, RI (SFZ-North Central State), which is 18.7 mi (30.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Holliston?

Based on our data, houses are the most popular type of property in Holliston. But as you'd expect, everyone's idea of an awesome stay can vary. Vrbo has vacation rentals with every size, shape and budget in mind, so you're sure to discover your perfect match.

How much does it cost to rent a vacation rental in Holliston?

Several things can determine what you'll pay for your vacation rental in Holliston, like the season, length of stay and type of property. But, all our vacation homes have one thing in common — unbeatable value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Holliston?

When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Holliston travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use our filters to select the amenities and features you want in your beach house.

What are popular rental amenities in Holliston?

When it comes to rental amenities that guests search for in Holliston, a garden, a barbecue grill and a nearby river are the most popular. With Vrbo vacation homes, you'll enjoy choices to match your taste and style, whether you're going on a vacation with friends, family or even pets.

What are the top attractions for families in Holliston?

Keep the kids entertained at these fantastic family-friendly attractions in Holliston:

  • Stoddard Park
  • Pleasure Point
  • Hopkinton State Park

How old do you have to be to rent a vacation rental in Holliston?

The minimum age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your chosen Holliston vacation home before you book.

How long can I rent a vacation rental in Holliston for?

It's up to the Holliston property. To see all available options offering extended stays, simply enter your travel dates and number of guests into Vrbo. You can look forward to having the place to yourself, along with home comforts like a kitchen, air conditioning and a backyard where the little ones can play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.