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Winona Vacation Rentals

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Sep 24 - Sep 25
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Oct 3 - Oct 5

Vacation Rentals in Winona

Creekside Cabin Getaway
Property grounds

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (110)
"The property was beautiful and relaxing!"
Creekside Cabin Getaway
Big River Escape Parkside Bungalow
Family Cottage, Park View | Private kitchen

Big River Escape Parkside Bungalow

3.0 star property
The price is ￥25,256
￥28,193 total
includes taxes & fees
Oct 9 - Oct 10
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!
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, (22)
"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 ￥38,379
￥47,184 total
includes taxes & fees
Sep 25 - Sep 26
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (132)
"It was very comfortable house to stay in snd share our time together. "
The price is ￥46,497
￥75,305 total
includes taxes & fees
Oct 8 - Oct 9
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
Property grounds

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

10.0 out of 10, Exceptional, (43)
"Very nice house and very nice host! The cat, dogs, and goats were so great too. We had a wonderful time!"
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
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
1 Mi to Downtown: Welcoming Winona Duplex
Apartment (3 Bedrooms) | Interior

1 Mi to Downtown: Welcoming Winona Duplex

3.5 star property
1 Mi to Downtown: Welcoming Winona Duplex
Big River Escape Riverside Cabins
Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (36)
"Beautiful stay"
The price is ￥17,548
￥18,513 total
includes taxes & fees
Oct 2 - Oct 3
Big River Escape Riverside Cabins
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)
"Very relaxing and chris was very accommodating to our needs. "
The price is ￥23,913
￥29,323 total
includes taxes & fees
Sep 25 - Sep 26
The Hen House Retreat - A Comfortable Place to Roost
Root River Valley Cabin ~ Lanesboro, MN
Exterior detail

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (324)
"Spacious log cabin in a great location."
Root River Valley Cabin ~ Lanesboro, MN
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Interior

Spacious 2-bedroom loft above the International Owl Center in Houston, MN

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property for a stay. This property was spacious, clean and so beautifully decorated. Our only regret is that we weren’t staying longer."
The price is ￥36,755
￥44,962 total
includes taxes & fees
Sep 28 - Sep 29
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
River Front Property
Smart TV, video games, books, stereo

River Front Property

10.0 out of 10, Exceptional, (100)
"Location was perfect! Patio was exceptional and had all the amenities we could ever need. Host had info for activities to do in the area. Location was close to the boat ramps. Would love to stay again! "
River Front Property
Cabin on the Mississippi River
Exterior

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (83)
"Great place!!"
Cabin on the Mississippi River
Eclectic Unique Cozy 1-bedroom apartment with WiFi, AC in charming La Crosse
Fridge, microwave, oven, stovetop

Eclectic Unique Cozy 1-bedroom apartment with WiFi, AC in charming La Crosse

2.0 star property
10.0 out of 10, Exceptional, (2)
"The Hidden Gem was perfect for our stay. The apartment was clean, quiet and comfortable. Perfectly situated to may downtown attractions. Would stay here again."
The price is ￥13,418
￥28,163 total
includes taxes & fees
Oct 1 - Oct 2
Eclectic Unique Cozy 1-bedroom apartment with WiFi, AC in charming La Crosse
Heritage hideaway-Secluded Log Cabin
2 bedrooms, travel crib, free WiFi, bed sheets

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (397)
"Beautiful Cabin Beautiful Property Everything We needed for our short geteway"
Heritage hideaway-Secluded Log Cabin
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (87)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is ￥18,466
￥23,669 total
includes taxes & fees
Oct 1 - Oct 2
The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown La Crosse Modern Flat
Fridge, microwave, oven, stovetop

Downtown La Crosse Modern Flat

9.4 out of 10, Exceptional, (59)
"Great location to see around downtown LaCrosse. Bar next door kinda noisy til 2am but quiet otherwise. Love the industrial vibe with the decor. Would probably stay again! "
The price is ￥14,476
￥50,113 total
includes taxes & fees
Sep 29 - Sep 30
Downtown La Crosse Modern Flat
Great 1 Bedroom unit with easy access to everything
Fridge, microwave, oven, stovetop

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (52)
"Great location, close to downtown, mall, river etc. very clean. Close to good coffee and restaurants. Great place"
The price is ￥16,975
￥33,614 total
includes taxes & fees
Sep 29 - Sep 30
Great 1 Bedroom unit with easy access to everything
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

9.6 out of 10, Exceptional, (38)
"Great place to stay when visiting LaCrossee"
The price is ￥13,019
￥18,367 total
includes taxes & fees
Sep 29 - Sep 30
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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

Radisson Hotel La Crosse

Radisson Hotel La Crosse

10/10 Excellent
"Beautiful setting right on the river and easy access to the park."
MICHAEL 1-night trip
Posted 6 days ago
Radisson Hotel La Crosse

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 vacation rentals in Winona?

Yes, there are vacation rentals near the most popular sights in Winona, or you can choose a more secluded option if you'd like a relaxing place to 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 vacation rentals that Winona has to offer?

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona: Visitors give good reviews to this Winona vacation home rental, which offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Winona?

Expedia has 15 vacation 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 vacation rentals like in Winona?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.