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Winona Holiday Rentals

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Holiday Rentals in Winona

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (108)
"It was a peaceful place beautiful cabin I would definitely recommend "
Creekside Cabin Getaway

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

10.0 out of 10, Exceptional, (10)
"Clean property, affordable price, good experience all around!"
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

9.6 out of 10, Exceptional, (4)
"Unique location close to downtown Winona-perfect for our family gathering!"
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (129)
"It was very comfortable house to stay in snd share our time together. "
The price is AU$709
includes taxes & fees
7 Aug - 8 Aug
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming Home: 3 Blocks to Winona State University

3.0 star property
Charming Home: 3 Blocks to Winona State University

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (32)
"Beautiful stay"
The price is AU$215
includes taxes & fees
27 Aug - 28 Aug
Big River Escape Riverside Cabins

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (387)
"Very nice cabin, with fantastic views "
Heritage hideaway-Secluded Log Cabin

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

9.8 out of 10, Exceptional, (12)
"Great stay. Clean and comfortable. Would stay again."
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (80)
"We enjoyed taking it easy watching some movies and crafting together for the weekend."
The price is AU$311
includes taxes & fees
7 Aug - 8 Aug
The Hen House Retreat - A Comfortable Place to Roost

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (320)
"Spacious log cabin in a great location."
Root River Valley Cabin ~ Lanesboro, MN

b3 Couples Therapy Yacht

10.0 out of 10, Exceptional, (9)
"Such a fun way to spend time in the La Crosse area. Beds are comfortable and the place is clean and comfortable. I would stay again. "
b3 Couples Therapy Yacht

Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

10.0 out of 10, Exceptional, (42)
"We enjoyed our stay at the "
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (32)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is AU$356
includes taxes & fees
13 Aug - 14 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (144)
"Enjoyed our stay. House worked out great- the number of beds/bedrooms and having 2 bathrooms was wonderful. Close to the downtown- easy 30 minute walk."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (29)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (78)
"Great place!!"
Cabin on the Mississippi River

The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

9.8 out of 10, Exceptional, (28)
"A perfect place to gather after a day of sight seeing. "
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

Toddy's Cabin

10.0 out of 10, Exceptional, (114)
"Loved the large screened porch and private yard! Inside the cabin was clean and comfortable. It is the only place on the last hundred yards or so of a dead end road. A short walk from the Mississippi River and a 5 minute drive or 25 minute walk to a beautiful State Park with great hiking. If you are a light sleeper the trains might be an issue but we thought it was cool to have those distant train whistles."
Toddy's Cabin

Treehouse Cabin in the Bluff Woodlands South

10.0 out of 10, Exceptional, (9)
"My family of 4 had a wonderful stay!"
The price is AU$269
includes taxes & fees
18 Aug - 19 Aug
Treehouse Cabin in the Bluff Woodlands South

'RiverSong' Waterfront La Crosse Home w/ Dock

10.0 out of 10, Exceptional, (78)
"An exceptional experience!"
'RiverSong' Waterfront La Crosse Home w/ Dock
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

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?

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!: This holiday home rental outside of Winona offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Sugar Loaf and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Winona County Courthouse 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.