Winona Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Winona

Interior
Greenwood Studio Cottage < 1 Mi to Downtown!

Greenwood Studio Cottage < 1 Mi to Downtown!

3.5 star property
Greenwood
6.8 out of 10, (3)
"Everything about this place was adorable and comfortable. The only drawback was the spotty Wi-Fi. Even after troubleshooting with the hosts it was still touchy. But overall it was an excellent stay! "
United States
Amber
Greenwood Studio Cottage < 1 Mi to Downtown!
Interior
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!

Updated Greenwood Cottage Apt < 1 Mi to Dtwn!

3.0 star property
Greenwood
10.0 out of 10, Exceptional, (2)
"We can't say enough positive about the property and especially the manager/owner. The property is an updated apartment for sure. Clean, well equipped, and spacious. She texted us twice in our four night stay to make sure everything was going well. We highly recommend this property!!! Thank you!!"
United States
Marlynn
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
Interior
Homey Greenwood Getaway w/ Patio & Backyard

Homey Greenwood Getaway w/ Patio & Backyard

3.0 star property
Greenwood
Homey Greenwood Getaway w/ Patio & Backyard
Interior
Modern Greenwood Studio < 1 Mi to Downtown!

Modern Greenwood Studio < 1 Mi to Downtown!

3.0 star property
Greenwood
Modern Greenwood Studio < 1 Mi to Downtown!
Interior
< 1 Mi to Dtwn: Updated Studio in North Greenwood!

< 1 Mi to Dtwn: Updated Studio in North Greenwood!

3.0 star property
Greenwood
< 1 Mi to Dtwn: Updated Studio in North Greenwood!
Interior
Updated North Greenwood Cottage < 1 Mi to Dtwn!

Updated North Greenwood Cottage < 1 Mi to Dtwn!

3.0 star property
Greenwood
Updated North Greenwood Cottage < 1 Mi to Dtwn!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winona Hotel Reviews

Americas Best Value Inn Winona

Americas Best Value Inn Winona

10/10 Excellent
"The woman at check-in was very friendly and kind. The room was dated but decent, clean towels and bedding were fresh and clean. Small but nice free breakfast area. The only drawback in the room was the lighting was really dim and curtains could not be open because of privacy. A good value for what you pay. I stayed the first night at the Holiday Inn express but they didn't have any rooms the following days and didn't seem very eager to accommodate me if there were cancellations. I'm glad I moved to this motel. The front desk clerk was much more friendly!"
Eva J 3-night trip
Posted 5 days ago
Americas Best Value Inn Winona

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, or you can select a more secluded option if you're looking for a relaxing stay. Winona is known for its coffee shops and baseball games. Make sure you have time to check out the restaurants while you're in the area.

What can I see and do in Winona?

Take time out to visit local sights such as Montgomery County Performing Arts Center, Middleton Cemetery, and Winona - Montgomery County Library. Winona City Hall and Winona Country Club are other places to visit while you're in town.

What are holiday rentals like in Winona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winona. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip.