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Winona Holiday Rentals

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Holiday Rentals in Winona

Big River Escape Parkside Bungalow

3.0 star property
Winona
The price is NZ$429
includes taxes & fees
20 Nov - 21 Nov
Big River Escape Parkside Bungalow

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Winona
10.0 out of 10, Exceptional, (19)
"It was a wonderful stay with a nice and helpful host! Place was clean and well maintained. "
United States
enforcer1219
The price is NZ$323
includes taxes & fees
17 Nov - 18 Nov
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Winona
10.0 out of 10, Exceptional, (24)
"The home was perfect for 3 adults needing 3 bedrooms in a quiet location in a safe neighborhood! Very cute house, nicely appointed with everything we needed (and more)!"
United States
LeAnne L.
The price is NZ$549
includes taxes & fees
16 Nov - 17 Nov
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona

Winona
10.0 out of 10, Exceptional, (134)
"It was very comfortable house to stay in snd share our time together. "
United States
Peggy M.
The price is NZ$693
includes taxes & fees
23 Nov - 24 Nov
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Cozy Up in this Cute Cabin Treehouse with Views of the Bluff Woodlands, Minnesota

Elba
The price is NZ$276
includes taxes & fees
15 Nov - 16 Nov
Cozy Up in this Cute Cabin Treehouse with Views of the Bluff Woodlands, Minnesota

Big River Escape Riverside Cabins

3.0 star property
Cochrane
9.2 out of 10, Wonderful, (38)
"The staff went above and beyond my expectations!!!!!! The camper was clean and comfortable. Great location for a get away. Would HIGHLY recommend! "
United States
Kerri
The price is NZ$233
includes taxes & fees
16 Nov - 17 Nov
Big River Escape Riverside Cabins

Hokah Ohana House: Historic charm, Modern updates

Hokah
10.0 out of 10, Exceptional, (30)
"Nicely decorated, light and bright apartment in quiet town but close to La Crosse. We really enjoyed our getaway there"
United States
Anonymous traveller
The price is NZ$327
includes taxes & fees
9 Dec - 10 Dec
Hokah Ohana House: Historic charm, Modern updates

Tamarack Point Homestead

Arcadia
10.0 out of 10, Exceptional, (30)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
United States
Luke H.
The price is NZ$216
includes taxes & fees
12 Dec - 13 Dec
Tamarack Point Homestead

Treehouse Cabin in the Bluff Woodlands

Elba
9.8 out of 10, Exceptional, (15)
"Great location with privacy. Hopefully it stays that way. Beautiful nature and whitewater state park 3 minutes away is spectacular!! Recommended!!"
United States
Karl Y.
The price is NZ$292
includes taxes & fees
17 Nov - 18 Nov
Treehouse Cabin in the Bluff Woodlands

Warm and Cozy Upstairs Apartment

Caledonia
9.4 out of 10, Exceptional, (14)
"Very clean and quaint, along with the convenient location."
United States
Mark W.
The price is NZ$289
includes taxes & fees
16 Nov - 17 Nov
Warm and Cozy Upstairs Apartment

Treehouse Cabin in the Bluff Woodlands North

Elba
9.6 out of 10, Exceptional, (9)
"Great area a place to stay. "
United States
Paul T.
The price is NZ$292
includes taxes & fees
17 Nov - 18 Nov
Treehouse Cabin in the Bluff Woodlands North

Riverfront Twin Home

La Crosse
10.0 out of 10, Exceptional, (42)
"Great property with all needed amenities and right on the river! The property worked perfectly for our family get away"
United States
Amy K.
The price is NZ$538
includes taxes & fees
15 Nov - 16 Nov
Riverfront Twin Home

French Island w/Hot Tub, Kayak, Lake View, EV

La Crosse
10.0 out of 10, Exceptional, (18)
"Everything was great and great location"
United States
Joe M.
The price is NZ$559
includes taxes & fees
17 Nov - 18 Nov
French Island w/Hot Tub, Kayak, Lake View, EV

Jake's Place

Powell-Poage-Hamilton
9.8 out of 10, Exceptional, (8)
"Was so much better than the large groups of people at motels and quit"
United States
Jimmy S.
The price is NZ$516
includes taxes & fees
16 Nov - 17 Nov
Jake's Place

Large home space minutes from La Crosse

2.0 star property
Onalaska
The price is NZ$277
includes taxes & fees
9 Dec - 10 Dec
Large home space minutes from La Crosse

Suite #3 - Spacious King Suite -Mississippi River

Fountain City
8.8 out of 10, Excellent, (5)
"This is a historic home that is beautifully restored to its glory, and tastefully outfitted with the modern conveniences one hopes for. very comfortable. Plus it is right there along the Mississippi, with the barges and ships moving up and down. Logan's communications were excellent--clear and straightforward."
United States
Robert
The price is NZ$196
includes taxes & fees
17 Nov - 18 Nov
Suite #3 - Spacious King Suite -Mississippi River

The Hen House Retreat - A Comfortable Place to Roost

Highland
9.8 out of 10, Exceptional, (87)
"Our stay was fantastic, it was very clean with fun decor. We had a great time using the firepit."
United States
Trevor B.
The price is NZ$353
includes taxes & fees
16 Nov - 17 Nov
The Hen House Retreat - A Comfortable Place to Roost

Vintage Lustron Home Piece of History

Minnesota City
10.0 out of 10, Exceptional, (27)
"Our second time staying here. This time brought friends and we had a great time. Had everything we needed and were very comfortable."
United States
steve f.
The price is NZ$376
includes taxes & fees
18 Nov - 19 Nov
Vintage Lustron Home Piece of History

Great 1 Bedroom unit with easy access to everything

Lower Northside
9.6 out of 10, Exceptional, (53)
"We stayed one night at this property. Lots of space and very clean. Location is ideal; breakfast at The Damn Tasty is a must and right around the corner! "
United States
Holly K.
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
Great 1 Bedroom unit with easy access to everything
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

Find out more about Winona

Everything you need to know about Winona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find 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. The riverfront and museums are just a few reasons why tourists like Winona. Make sure you have time to check out the gardens and churches during your trip.

What are some of the best holiday rentals that Winona has to offer?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : This highly rated holiday home rental in Winona offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Winona?

Expedia has 14 holiday rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Lake Park and Sugar Loaf, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Mississippi River are other places worth a visit.

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 amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.