Winona Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Winona vacation rentals

Family Cottage, Park View | Living area | 42-inch Smart TV with digital channels, streaming services, printers

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is ￥32,703
￥36,505 total
includes taxes & fees
Mar 29 - Mar 30
Big River Escape Parkside Bungalow
Exterior detail

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

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Historic Downtown Winona
10.0 out of 10, Exceptional, (20 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
The price is ￥23,745
￥29,914 total
includes taxes & fees
Apr 13 - Apr 14
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Interior

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

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Winona
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
The price is ￥41,158
￥50,601 total
includes taxes & fees
Mar 26 - Mar 27
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Outdoor dining

Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona
Winona
10.0 out of 10, Exceptional, (138 reviews)
"Excellent home and area!"
United States
Tracy W.
The price is ￥39,892
￥68,490 total
includes taxes & fees
Mar 26 - Mar 27
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Interior

Ridgetop Retreat Tiny Home, Dakota MN

Ridgetop Retreat Tiny Home, Dakota MN
Dakota
9.8 out of 10, Exceptional, (8 reviews)
"The owners were very friendly and helpful. The property is safe and quiet. "
United States
BRIAN
The price is ￥18,996
￥23,853 total
includes taxes & fees
Apr 13 - Apr 14
Ridgetop Retreat Tiny Home, Dakota MN
Exterior

Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters

Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"Awesome as usual "
United States
Matthew B.
The price is ￥20,439
￥24,911 total
includes taxes & fees
Apr 6 - Apr 7
Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters
Property grounds

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
The price is ￥14,473
￥18,618 total
includes taxes & fees
Mar 26 - Mar 27
Tamarack Point Homestead
Terrace/patio

Treehouse Cabin in the Bluff Woodlands North

Treehouse Cabin in the Bluff Woodlands North
Elba
9.6 out of 10, Exceptional, (9 reviews)
"Great relaxing place! "
United States
James H.
The price is ￥15,790
￥27,202 total
includes taxes & fees
Mar 31 - Apr 1
Treehouse Cabin in the Bluff Woodlands North
1 bedroom, WiFi, bed sheets

Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (16 reviews)
"A lovely, spacious, clean apartment above a yummy restaurant in a quiet residential neighborhood. We stayed there when we were in town for a 6-hour race in Goose Island State Park, and it was perfect! "
United States
Amy
The price is ￥17,297
￥26,279 total
includes taxes & fees
Mar 26 - Mar 27
Hidden Gem - 1BR/1Bath in Lax WI
Dining

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay. The cabin was beautiful and the property charming and a great view of the river. Really great location to run along the river if you are a runner!"
United States
Tracy R.
The price is ￥23,302
￥28,092 total
includes taxes & fees
Mar 26 - Mar 27
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin
Terrace/patio

Treehouse Cabin in the Bluff Woodlands

Treehouse Cabin in the Bluff Woodlands
Elba
9.8 out of 10, Exceptional, (15 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
The price is ￥14,793
￥26,127 total
includes taxes & fees
Mar 27 - Mar 28
Treehouse Cabin in the Bluff Woodlands
Cabin, 1 Bedroom | Living area | 32-inch Smart TV with digital channels, TV, Netflix

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (44 reviews)
"Place was clean and comfortable. "
United States
Tristan
The price is ￥19,614
￥20,693 total
includes taxes & fees
Apr 9 - Apr 10
Big River Escape Riverside Cabins
Smart TV

Hokah Ohana House: Historic charm, Modern updates

Hokah Ohana House: Historic charm, Modern updates
Hokah
10.0 out of 10, Exceptional, (33 reviews)
"Perfect place for 4 of us to stay while visiting for a wedding. "
United States
Jeff W.
The price is ￥13,930
￥29,437 total
includes taxes & fees
Apr 13 - Apr 14
Hokah Ohana House: Historic charm, Modern updates
Fridge, microwave, oven, stovetop

Great 1 Bedroom unit with easy access to everything

Great 1 Bedroom unit with easy access to everything
Lower Northside
9.6 out of 10, Exceptional, (53 reviews)
"We had a great time! The house was clean and comfortable, and the dining options nearby were fantastic. The house was centrally located to what we wanted to do around town, so it made a great place to stay! Thank you for the wonderful time. "
United States
Dylan R.
The price is ￥13,535
￥30,130 total
includes taxes & fees
Mar 26 - Mar 27
Great 1 Bedroom unit with easy access to everything
Outdoor dining

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (45 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
The price is ￥21,371
￥48,244 total
includes taxes & fees
Mar 29 - Mar 30
Riverfront Twin Home
Property grounds

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

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Northside
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful stay, super cozy, perfect for a getaway "
United States
Katie C.
The price is ￥13,996
￥25,220 total
includes taxes & fees
Mar 26 - Mar 27
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

The Hen House Retreat - A Comfortable Place to Roost

The Hen House Retreat - A Comfortable Place to Roost
Highland
9.8 out of 10, Exceptional, (87 reviews)
"Very nice perfect for us, would rent again!"
United States
Mitchell G.
The price is ￥25,645
￥31,447 total
includes taxes & fees
Apr 6 - Apr 7
The Hen House Retreat - A Comfortable Place to Roost
1 bedroom, free WiFi

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.0 out of 10, Very Good, (5 reviews)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
United States
Tracey H.
The price is ￥20,721
￥27,085 total
includes taxes & fees
Apr 15 - Apr 16
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Smart TV, books

Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (30 reviews)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
The price is ￥21,423
￥33,647 total
includes taxes & fees
Apr 4 - Apr 5
Vintage Lustron Home Piece of History
Fridge, microwave, oven, stovetop

Downtown La Crosse Modern Flat

Downtown La Crosse Modern Flat
Historic Downtown La Crosse
9.4 out of 10, Exceptional, (65 reviews)
"Parking was easy to find and whole room was very clean! "
United States
Katherine W.
The price is ￥9,815
￥47,516 total
includes taxes & fees
Mar 26 - Mar 27
Downtown La Crosse Modern Flat
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

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

6/10 Okay
"This hotel is fine for sleeping, the bed was very comfortable, the room was clean. So many stains on the walls is strange. Just painting the room would freshen things up. This hotel has great potential if someone would invest accordingly. Also, there is no gym."
Nathan 2-night trip
Posted 11 hours ago
Super 8 by Wyndham Winona MN

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

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Frequently asked questions

Can I find vacation rentals in Winona?

Yes, there are vacation rentals in Winona near Valencia Arts Center, or you can choose a secluded option if you want 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 vacation rentals that Winona has to offer?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : Visitors give good reviews to this Winona vacation home rental, which offers a fireplace, a patio, 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 can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Winona?

Expedia has 14 vacation rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Lake Park and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Remlinger Muscle Cars. While here, Great River Bluffs State Park and Winona Mall 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.