Winona holiday lettings

We found 769 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
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Scroll through and select from holiday rentals in Winona to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include parking and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Winona getaway

Learn about the unique charm of Winona with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Winona

Are you looking for attractions to see in the area? Venture out of your holiday home and experience everything that makes Winona a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Squam Lakes Natural Science Center (4.9 mi / 7.9 km)
  • Funspot Family Fun Center (5.4 mi / 8.8 km)
  • Winnipesaukee Scenic Railroad (6.4 mi / 10.3 km)
  • Ellacoya State Park (12.1 mi / 19.4 km)
  • Gunstock Mountain Resort (12.9 mi / 20.8 km)
  • Owl's Nest Resort & Golf Club (14.9 mi / 24 km)

Exploring the natural landscape of Winona

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Winona. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (12.4 mi / 20 km)
  • Lake Waukewan (1.8 mi / 2.9 km)
  • Squam Lake (5.7 mi / 9.2 km)
  • Weirs Beach (6.6 mi / 10.7 km)
  • Paugus Bay (8.3 mi / 13.3 km)
  • Lake Winnisquam (9.7 mi / 15.6 km)

Travelling to and around Winona

Fly into Laconia, NH (LCI-Laconia Municipal), the closest airport, located 9.2 mi (14.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Lebanon, NH (LEB-Lebanon Municipal), which is 37.6 mi (60.6 km) away.

Frequently asked questions

How much does it cost to rent a holiday rental in Winona?

A range of things affect how much you'll pay for a holiday rental in Winona, including the type of property, season and length of stay. Still, all of our holiday homes have one thing in common — exceptional value. Simply add your travel dates to find your perfect fit.

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

When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Winona travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you need.

What are the top attractions for families in Winona?

If you're searching for some fun for all ages close to the centre of Winona, make your way to Scribner-Fellows State Forest.

How old do you have to be to rent a holiday rental in Winona?

The minimum required age is normally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your chosen Winona stay before booking your trip.

How long can I rent a holiday rental in Winona for?

How long you can book a holiday rental in Winona depends on the property. Just enter your selected dates to display a list of options offering extended stays. With plenty of features like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get someplace just right to call your home away from home in Winona.

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