Vacation Rentals in Winona County

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Top Cities in Winona County

Top Vacation Rentals in Winona County

Vacation Home in Winona

2.0 star property
10.0 out of 10, Exceptional, (10)
"Wonderful property- there were so many fun things to do and loved the location."
United States
Sean J.
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

Cabin in Winona

9.4 out of 10, Exceptional, (114)
"The property was beautiful and relaxing!"
United States
melanie
Creekside Cabin Getaway

Cottage in Winona

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$218 nightly
The price is $243
Dec 7 - Dec 8
Total with taxes and fees
Big River Escape Parkside Bungalow

Cabin in Elba

9.8 out of 10, Exceptional, (15)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
$153 nightly
The price is $165
Dec 7 - Dec 8
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands

Vacation Home in Winona

9.4 out of 10, Exceptional, (3)
"We had a great family weekend! Location was perfect, right between UWLax and Winona State"
United States
Jodi N.
Spacious house w/hot tub & river view

Vacation Home in East Side Pioneers

9.4 out of 10, Exceptional, (3)
"The house was stocked with everything we needed for a girls weekend! Close to downtown too. The owner was also quick to respond to the couple questions we had. Cute house and would recommend!"
United States
Caitlin F.
SUNNY 3BD, 2BA…ONLY BLOCKS FROM MAYO

Cabin in Cochrane

3.0 star property
9.2 out of 10, Wonderful, (38)
"Beautiful stay"
United States
IVETTE
$103 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Big River Escape Riverside Cabins

Cabin in Trempealeau

10.0 out of 10, Exceptional, (127)
"Great little cabin with everything we needed. Very clean and accommodating. "
United States
Rachel K.
Toddy's Cabin

Vacation Home in Northside

9.8 out of 10, Exceptional, (106)
"Great stay "
United States
Koby K.
River Front Property

Cabin in Trempealeau

10.0 out of 10, Exceptional, (92)
"Long weekend to celebrate Anniversary! Just enojoyed the river views!"
United States
Kendra H.
Cabin on the Mississippi River

Vacation Home in Grandview-Emerson

10.0 out of 10, Exceptional, (51)
"Quiet and great location."
United States
Jeremy S.
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Vacation Home in Pepin

9.8 out of 10, Exceptional, (151)
"Clean and great location & view!"
United States
Lillian K.
Villa Del Lago - Lakehouse on Lake Pepin

Vacation Home in Stoddard

10.0 out of 10, Exceptional, (410)
"Beautiful and peaceful location. The house was a great spot for our family spend a weekend at. "
United States
Laura H.
Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

Cabin in Spring Valley

9.2 out of 10, Wonderful, (7)
"Great property with plenty of outdoor activities. Had fun fishing the stream and exploring the area. Dan is a great host and I will be visiting again."
United States
JAKE I.
$118 nightly
The price is $127
Dec 7 - Dec 8
Total with taxes and fees
Valley Cabin

Cabin in Lanesboro

10.0 out of 10, Exceptional, (335)
"beautiful place! highly recommend for your quiet and relaxing vacation"
United States
Tia N.
Root River Valley Cabin ~ Lanesboro, MN

Vacation Home in East Side Pioneers

8.6 out of 10, Excellent, (11)
"Great stay for a quick stop in Rochester. Clean, quiet neighborhood."
United States
Jill S.
$160 nightly
The price is $184
Dec 7 - Dec 8
Total with taxes and fees
Discounted Charming 2-bedroom house in Rochester

Vacation Home in Wabasha

10.0 out of 10, Exceptional, (5)
"We had a great stay and experience! The property offered fun and relaxation for all ages in our group. We would highly recommend staying here!"
United States
Matt R.
$485 nightly
The price is $500
Dec 7 - Dec 8
Total with taxes and fees
NEW Build Home with Indoor Oasis | Game Room | Bunkroom

Vacation Home in La Crosse

10.0 out of 10, Exceptional, (42)
"House was well appointed with everything you need, the pool was great and the hosts even better!"
United States
Adam S.
Premium 3BR 3BA with Hot Tub & Pool, near all of LaCrosse's Top Rated Activities

Vacation Home in Onalaska

10.0 out of 10, Exceptional, (133)
"Cabin was perfect for our family vacation. Had everything we needed and the hosts were helpful and promptly answers all our questions. "
United States
Liz F.
Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.

Vacation Home in Powell-Poage-Hamilton

10.0 out of 10, Exceptional, (157)
"Really enjoyed our stay here. Stayed just a couple nights and everything was clean, comfortable and cozy. Location was perfect for our needs. Would highly recommend.."
United States
Mary B.
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
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 $109 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.