Vacation Rentals in Winona County

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Top Cities in Winona County

Our top choices for Winona County vacation rentals

3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$185 nightly
The price is $207
Mar 31 - Apr 1
Total with taxes and fees
Big River Escape Parkside Bungalow
9.8 out of 10, Exceptional, (15 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
$153 nightly
The price is $165
Mar 23 - Mar 24
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
$297 nightly
The price is $320
Mar 23 - Mar 24
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
9.8 out of 10, Exceptional, (8 reviews)
"The owners were very friendly and helpful. The property is safe and quiet. "
United States
BRIAN
$140 nightly
The price is $151
Apr 13 - Apr 14
Total with taxes and fees
Ridgetop Retreat Tiny Home, Dakota MN
10.0 out of 10, Exceptional, (138 reviews)
"Excellent home and area!"
United States
Tracy W.
$402 nightly
The price is $433
Mar 23 - Mar 24
Total with taxes and fees
Charming Brick Farmhouse with a Touch of Elegance. -Winona
10.0 out of 10, Exceptional, (20 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
$170 nightly
The price is $189
Mar 23 - Mar 24
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
9.6 out of 10, Exceptional, (9 reviews)
"Great relaxing place! "
United States
James H.
$160 nightly
The price is $172
Mar 23 - Mar 24
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands North

Vacation Home in Minnesota City

Vintage Lustron Home Piece of History
10.0 out of 10, Exceptional, (30 reviews)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
$199 nightly
The price is $214
Mar 23 - Mar 24
Total with taxes and fees
Vintage Lustron Home Piece of History
$450 nightly
The price is $484
Mar 23 - Mar 24
Total with taxes and fees
Three Treehouse Cabins in the Bluff Woodlands
10.0 out of 10, Exceptional, (12 reviews)
"My family of 4 had a wonderful stay!"
United States
Josh S.
$160 nightly
The price is $172
Mar 23 - Mar 24
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands South
10.0 out of 10, Exceptional, (1 review)
"Awesome as usual "
United States
Matthew B.
$149 nightly
The price is $157
Apr 6 - Apr 7
Total with taxes and fees
Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters
3.0 star property
9.2 out of 10, Wonderful, (44 reviews)
"Place was clean and comfortable. "
United States
Tristan
$95 nightly
The price is $100
Mar 25 - Mar 26
Total with taxes and fees
Big River Escape Riverside Cabins

Vacation Home in Arcadia

Tamarack Point Homestead
10.0 out of 10, Exceptional, (34 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
$111 nightly
The price is $117
Mar 25 - Mar 26
Total with taxes and fees
Tamarack Point Homestead
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.
$173 nightly
The price is $185
Mar 23 - Mar 24
Total with taxes and fees
Hokah Ohana House: Historic charm, Modern updates

Vacation Home in Altura

Big River Escape Grandview Manse
3.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
United States
Greg
$356 nightly
The price is $383
Mar 23 - Mar 24
Total with taxes and fees
Big River Escape Grandview Manse

Apartment in Pepin

Driftwood Condos
3.5 star property
$1,245 nightly
The price is $1,413
Mar 30 - Mar 31
Total with taxes and fees
Driftwood Condos
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful stay, super cozy, perfect for a getaway "
United States
Katie C.
$138 nightly
The price is $159
Mar 24 - Mar 25
Total with taxes and fees
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Apartment in Historic Downtown La Crosse

Downtown La Crosse Modern Flat
9.4 out of 10, Exceptional, (65 reviews)
"Parking was easy to find and whole room was very clean! "
United States
Katherine W.
$262 nightly
The price is $301
Mar 23 - Mar 24
Total with taxes and fees
Downtown La Crosse Modern Flat

Vacation Home in La Crosse

Riverfront Twin Home
10.0 out of 10, Exceptional, (45 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
$265 nightly
The price is $305
Mar 23 - Mar 24
Total with taxes and fees
Riverfront Twin Home

Apartment in Holy Trinity-Longfellow

Hidden Gem - 1BR/1Bath in Lax WI
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
$144 nightly
The price is $166
Mar 26 - Mar 27
Total with taxes and fees
Hidden Gem - 1BR/1Bath in Lax WI
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 County Hotel Reviews

Find out more about Winona County

Discover your perfect Winona County vacation rental with Expedia

How many vacation rentals are available in Winona County?


Expedia has plenty of vacation rentals to choose from in and around  Winona County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Winona County?


The selection of Winona County vacation rentals we have selected for you start as low as $100 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Winona County?


Vacation rentals in Winona County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Winona County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Winona County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Winona County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Winona County?


Find vacation rentals in Winona County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Winona County.  


What amenities are available in a vacation rental in Winona County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Winona County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Winona County?   


Everytime is a great time to head to Winona County! Staying in a Winona County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Winona County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Winona County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Winona County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Winona County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.