A river flowing through a forest with autumn-colored trees.

Cottages in Winona County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Winona County

A stone wall with a hole, overlooking a river and a town.
CottagesCottages

Winona

Winona

Our top choices for Winona County cottages

A small, dark blue cabin with a wooden deck and a window, surrounded by dense greenery and a small stream.

1. Stylish 1 bedroom cottage along the Mississippi River

Stylish 1 bedroom cottage along the Mississippi River
Stoddard
9.6 out of 10, Exceptional, (38 reviews)
"Very nice and clean property. Private location."
United States
Kevin
Stylish 1 bedroom cottage along the Mississippi River
A small blue shed with a wooden fence, surrounded by various plants and a gravel path.

2. The Alton House - Come experience tiny house living in beautiful Pepin!

The Alton House - Come experience tiny house living in beautiful Pepin!
Pepin
9.8 out of 10, Exceptional, (51 reviews)
"The tiny home was perfect for our 4-day stay in Pepin. Very cozy and quaint. It had everything we needed. We definitely will stay here again if we're ever find ourselves back in Pepin."
United States
Ranell
The price is HK$989
HK$1,523 total
includes taxes & fees
26 Oct - 27 Oct
The Alton House - Come experience tiny house living in beautiful Pepin!
A covered patio area with outdoor furniture, a barbecue grill, and a view of a grassy field and distant mountains.

3. Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops

Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops
Stoddard
10.0 out of 10, Exceptional, (256 reviews)
"Have stayed multiple times and will return again."
United States
emily e.
Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops
A wooden deck with two chairs and a table, overlooking a body of water with trees in the background.

4. Adorable Cottage on GREAT Fishing Lake

Adorable Cottage on GREAT Fishing Lake
Trempealeau
8.8 out of 10, Excellent, (18 reviews)
"The house was beautiful and very clean. Plenty of space for a family to spend time together. We really enjoyed all the colorful birds in the feeders and saw a lot of other lake wildlife.....frogs and turtles."
United States
Megan E.
Adorable Cottage on GREAT Fishing Lake
A house with a wooden deck, a staircase, and a tree.

5. Quaint Cottage Nestled in Driftless Region: Bike, Hike, Bird & Boat

Quaint Cottage Nestled in Driftless Region: Bike, Hike, Bird & Boat
Trempealeau
10.0 out of 10, Exceptional, (61 reviews)
"This property is in a quiet, wooded water adjacent area with amazing views and excellant opportunities to nature watch, walk, bike and boat. It is perfect for a couple and great access to all area points of interest."
United States
Karen s
Quaint Cottage Nestled in Driftless Region: Bike, Hike, Bird & Boat
A two-story house with a garage, a covered porch, and a front yard with flowers and a bench.

6. Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen

Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Bluffside
9.8 out of 10, Exceptional, (10 reviews)
"This was a very cute cottage. The owners were excellent to communicate with and we would definitely stay there again in the future!!!!"
United States
Arlene M.
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
A single-story house with a covered porch, a grill, and a small window.

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

Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.
Trempealeau
8.8 out of 10, Excellent, (8 reviews)
"Very comfortable bed in clean cozy cabin— we enjoyed our stay!"
United States
Pamela G.
Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.
A garden pathway leading to a building with a blue door, surrounded by trees and shrubs.

8. Quaint cottage steps from Marina

Quaint cottage steps from Marina
Wabasha
10.0 out of 10, Exceptional, (60 reviews)
Quaint cottage steps from Marina
A two-story house with a porch, a small deck, and a front yard with a garden.

9. Your Home Away From Home

Your Home Away From Home
Coon Valley
9.6 out of 10, Exceptional, (165 reviews)
"Thanks for a great stay!"
United States
Jack P.
Your Home Away From Home
A two-story yellow house with a front porch, a mailbox, and a small window.

10. Studio cottage at Lake Road Campground, on the Majestic Mississippi River.

Studio cottage at Lake Road Campground, on the Majestic Mississippi River.
Trempealeau
9.8 out of 10, Exceptional, (7 reviews)
"Super helpful communication, we were close to bike trails and had a wonderful time"
United States
Jacqueline C.
Studio cottage at Lake Road Campground, on the Majestic Mississippi River.
A two-story house with a front porch, a garage, and a small garden area.

11. Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
Big River Escape Parkside Bungalow
A two-story white house with a front porch, a garage, and a snow-covered driveway.

12. Steps to Root River: Home w/ Large Yard!

Steps to Root River: Home w/ Large Yard!
3.0 star property
Preston
6.0 out of 10, (1 review)
"Dirty dishes, dirty pots and pans, dirty utensils, dusty and unswept floors"
United States
Ronald
Steps to Root River: Home w/ Large Yard!
A two-story wooden house with a deck and outdoor seating area.

13. Urban Cottage

Urban Cottage
Buffalo City
9.8 out of 10, Exceptional, (33 reviews)
"Property was so nice , just what we needed to unwind and relax ."
United States
stephanie
Urban Cottage
A wooden deck with a view of a lake and trees.

14. 3-bedroom Cottage in La Crosse w/ River Access

3-bedroom Cottage in La Crosse w/ River Access
West La Crosse
3-bedroom Cottage in La Crosse w/ River Access
A wooden deck with outdoor seating and a view of a green landscape.

15. 'fins & Flowers' Off-grid Cabin w/ Trout Fishing!

'fins & Flowers' Off-grid Cabin w/ Trout Fishing!
2.0 star property
Lewiston
6.0 out of 10, (1 review)
"We booked this cabin while in the area for a wedding. We were most looking forward to the trout stream fishing as advertised in the name. Unfortunately there was significant foliage overgrowth to the point we couldn’t access the stream due to poisonous flowers surrounding all the trails. We were unaware of the flowers until reading about it in a welcome book on the property. There was also a significant carpenter ant infestation in the bathroom and loft sleeping area. The beds had a significant...
United States
Jenna
'fins & Flowers' Off-grid Cabin w/ Trout Fishing!
A covered patio with a glass table and chairs, surrounded by wooden deck and a wooden fence.

16. Lake Pepin Cottage w/ Patio - Walk to the Marina!

Lake Pepin Cottage w/ Patio - Walk to the Marina!
Pepin
8.4 out of 10, Very good, (91 reviews)
"The place was welcoming to pets. "
United States
Lisa G.
Lake Pepin Cottage w/ Patio - Walk to the Marina!
A wooden building with a covered patio area, outdoor seating, and a barbecue grill.

17. La Crescent Cottage on Minnesota Bluffs w/ View!

La Crescent Cottage on Minnesota Bluffs w/ View!
La Crescent
9.8 out of 10, Exceptional, (73 reviews)
"Clean very nice rooms, and accommodating host"
United States
Josh M.
La Crescent Cottage on Minnesota Bluffs w/ View!
A wooden building with a covered patio area, outdoor seating, and a barbecue grill.

18. La Crescent Cottage on Minnesota Bluffs w/ View!

La Crescent Cottage on Minnesota Bluffs w/ View!
3.0 star property
Dakota
10.0 out of 10, Exceptional, (1 review)
"Best home rental ever! "
United States
Cheryl
La Crescent Cottage on Minnesota Bluffs w/ View!
A large, two-story house with a gravel driveway leading to a front porch.

19. Pet-friendly Spring Grove Home w/ Serene Yard!

Pet-friendly Spring Grove Home w/ Serene Yard!
3.0 star property
Spring Grove
Pet-friendly Spring Grove Home w/ Serene Yard!
A deck with a table and chairs, a grill, and a view of a lake.

20. Dock & Views: Waterfront Home in Wabasha!

Dock & Views: Waterfront Home in Wabasha!
3.0 star property
Wabasha
Dock & Views: Waterfront Home in Wabasha!
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

The Charmant Hotel

The Charmant Hotel

10/10 Excellent
"Beautiful hotel! Great location, excellent accommodations! Highly recommend!!"
Stacey 1-night trip
Posted 11 hours ago
The Charmant Hotel

Find out more about Winona County

Winona County Cottages information

Number of reviews
767
Accommodation
39 Cottages
Lowest Price
HK$1,523
Highest Price
HK$1,523

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