Windsor Hills holiday homes

We found 189 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Windsor Hills to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Windsor Hills

Showing deals for:25 Jul - 1 Aug
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Windsor Hills getaway

Learn about the unique charm of Windsor Hills with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Windsor Hills

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Windsor Hills has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mill Mountain Zoo (3.8 mi / 6.2 km)
  • River's Edge Sports Complex (3.3 mi / 5.4 km)
  • Splash Valley at Green Ridge Recreation Center (5.9 mi / 9.5 km)
  • Valhalla Vineyards (3.5 mi / 5.6 km)
  • Old Monterey Golf Club (5.9 mi / 9.4 km)
  • AmRhein's Wine Cellar (12.3 mi / 19.8 km)

Exploring the natural features in Windsor Hills

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

  • Smith Mountain Lake (24.6 mi / 39.6 km)
  • Mill Mountain Park (4.2 mi / 6.7 km)
  • Virginia's Explore Park (8.2 mi / 13.1 km)
  • Carvins Cove (9.2 mi / 14.8 km)
  • Dixie Caverns (9.3 mi / 14.9 km)
  • Dragons Tooth Trailhead (12 mi / 19.2 km)

Transport to and around Windsor Hills

Fly into Roanoke, VA (ROA-Roanoke Regional), the closest airport, located 5.3 mi (8.5 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Windsor Hills?
The most desirable types of holiday homes in Windsor Hills are farmhouses. Prefer something different? Bookabach offers a variety of options to match our guests’ diverse needs, so you’ll see holiday properties in loads of sizes and shapes. The ideal fit is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Windsor Hills?
A number of things can determine what you’ll pay for a holiday home in Windsor Hills, such as the time of year, property type and length of stay. But, all of our holiday homes have something in common — excellent value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Windsor Hills?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Click on your Windsor Hills travel dates to see your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to select the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in Windsor Hills?
With two holiday homes that host pets, your furry buddy can join you on your Windsor Hills break. Use our filter tool to search our pet-friendly holiday homes and find a pad that’ll set tails wagging on Bookabach.
What are popular home amenities in Windsor Hills?
When it comes to home amenities that people search for in Windsor Hills, mountain views, a fireplace and a garden rank the highest. With Bookabach holiday homes, you’ll find options to match your style and taste, whether you’re on a trip with your partner, your friends or even pets.
Are there holiday homes in Windsor Hills that welcome kids?
Windsor Hills has two family-friendly holiday homes. And tracking down a stay that welcomes children is a breeze with our “Properties good for families” filter. On top of having the entire place to yourselves, you’ll also enjoy access to perks and amenities such as bunk beds, kitchens and private pools.
What are the top attractions for families in Windsor Hills?
You’ll find lots of wonderful things to do and see with the family in Windsor Hills, including:

  • Virginia Museum of Transportation
  • Mill Mountain Zoo
  • Science Museum of Western Virginia

How can I find holiday homes with air conditioning in Windsor Hills?
Windsor Hills has two holiday homes where you can spend your days in air-conditioned comfort. To find a property on Bookabach offering this perk, enter your desired travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Windsor Hills?
It’s advisable to check with the Windsor Hills holiday property you want on Bookabach as age restrictions vary. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Windsor Hills for?
It really depends on the Windsor Hills property. To look over a list of options offering extended stays, just enter your dates and guest number into the Bookabach search page. You can enjoy having the place to yourself, along with the comforts of home like a full kitchen, air conditioning and an outdoor space to play in. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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