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Winona Holiday Rentals

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Check prices for these dates

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept

Holiday Rentals in Winona

Creekside Cabin Getaway
Property grounds

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (108)
"Everything is as promised and we enjoyed the house. Enjoyed talking with Tanya and Jasper and one of the chickens visited us on the balcony. We also enjoyed walking by the creek.It is on the list of properties we want to come back to next year. "
Creekside Cabin Getaway
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Exterior

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

10.0 out of 10, Exceptional, (13)
"Clean property, affordable price, good experience all around!"
The price is HK$1,169
HK$1,435 total
includes taxes & fees
9 Sept - 10 Sept
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Family friendly in the peaceful heart of town
Interior

Family friendly in the peaceful heart of town

10.0 out of 10, Exceptional, (100)
"Stayed for a short weekend in Winona and was perfect. Great location and exactly as advertised."
Family friendly in the peaceful heart of town
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (19)
"This house was perfect for our weekend stay. It is super clean & updated. The beds and living room sofa were very comfortable. Andrea has thought of everything in supplying the extras that you might need! Will definitely stay here again!"
The price is HK$2,027
HK$2,483 total
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Big River Escape Parkside Bungalow
Private kitchen

Big River Escape Parkside Bungalow

3.0 star property
The price is HK$1,334
HK$1,489 total
includes taxes & fees
10 Sept - 11 Sept
Big River Escape Parkside Bungalow
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Fridge, microwave, oven, stovetop

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!
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Outdoor spa tub

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had a wonderful stay here. The house was extremely clean and updated and had everything we would need. We enjoyed the use of the hot tub and the view of the river. We had a very nice stay with plenty to do and see in La Crosse. We would definitely stay here again. "
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
The Broadway Exchange
Exterior

The Broadway Exchange

9.8 out of 10, Exceptional, (29)
"We had a great time staying here. Kitchen was perfect for meals with the family and so conveniently located—minutes from town and WSU! Beds were comfy and very cozy sheets and blankets. Will absolutely stay here again!"
The Broadway Exchange
Big River Escape Riverside Cabins
Private kitchen

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (33)
"Beautiful stay"
The price is HK$954
HK$1,007 total
includes taxes & fees
14 Sept - 15 Sept
Big River Escape Riverside Cabins
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (85)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is HK$975
HK$1,250 total
includes taxes & fees
9 Sept - 10 Sept
The Bungaleau 1 Bedroom House In Cute Rivertown
The Hen House Retreat - A Comfortable Place to Roost
Exterior detail

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"We enjoyed taking it easy watching some movies and crafting together for the weekend."
The price is HK$1,263
HK$1,548 total
includes taxes & fees
31 Aug - 1 Sept
The Hen House Retreat - A Comfortable Place to Roost
Cabin on the Mississippi River
Exterior

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (80)
"Great place!!"
Cabin on the Mississippi River
Toddy's Cabin
TV, fireplace

Toddy's Cabin

10.0 out of 10, Exceptional, (117)
"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
Heritage hideaway-Secluded Log Cabin
2 bedrooms, travel cot, free WiFi, bed sheets

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (394)
"The property is beautiful and very well maintained. It has everything you could want to enjoy your stay. The views and outdoor fire pit are fabulous. I highly recommend staying here"
Heritage hideaway-Secluded Log Cabin
Fountain City Loft, hot tub, river views
Fridge, microwave, oven, stovetop

Fountain City Loft, hot tub, river views

10.0 out of 10, Exceptional, (25)
"We enjoyed the accommodations. Would highly recommend."
Fountain City Loft, hot tub, river views
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
Beach towels

Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

10.0 out of 10, Exceptional, (160)
"Truly enjoyed our time here- perfect gathering spot for family and friends. Clean, comfortable, and great location for day trips. Loved the upper level kitchen, pool, darts, game room! "
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Exterior

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

10.0 out of 10, Exceptional, (149)
"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
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Lobby

Star Hawk Springs Chateaux - Large 6 Bdrm Retreat

8.2 out of 10, Very good, (12)
"Great place to stay, worked out perfect for our family."
The price is HK$1,395
HK$3,802 total
includes taxes & fees
2 Sept - 3 Sept
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Fridge, microwave, oven, stovetop

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (39)
"House was perfect, clean and cozy! Will definitely book again!"
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Victorian era Mississippi riverview retreat.
Property grounds

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (30)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.
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

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
  • Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

The Hen House Retreat - A Comfortable Place to Roost: This holiday home rental outside of Winona is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease 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 garden and a selection of games.

How many holiday rentals are there in Winona?

Expedia has 15 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.