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Cottages in Winona County

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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

Exterior

1. 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, (45 reviews)
"Amazing little place. Very clean and organized."
United States
Chris K.
The price is AED 463
AED 713 total
includes taxes & fees
31 Aug - 1 Sep
The Alton House - Come experience tiny house living in beautiful Pepin!
Property grounds

2. Quaint cottage steps from Marina

Quaint cottage steps from Marina
Wabasha
10.0 out of 10, Exceptional, (56 reviews)
"We have stayed with this host before and always have a wonderful time. The cottage is so cozy and just makes for the perfect couples get away."
United States
Stephanie S.
Quaint cottage steps from Marina
Terrace/patio

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, (251 reviews)
"Nice, clean, awesome view and quiet."
United States
Charles C.
Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops
Exterior

4. Stylish 1 bedroom cottage along the Mississippi River

Stylish 1 bedroom cottage along the Mississippi River
Stoddard
9.6 out of 10, Exceptional, (32 reviews)
"Perfect for a weekend getaway! Super clean and had everything we needed. "
United States
Dean H.
The price is AED 496
AED 601 total
includes taxes & fees
1 Sep - 2 Sep
Stylish 1 bedroom cottage along the Mississippi River
Property grounds

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, (59 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
Property grounds

6. Pool 8 River House , A Couples' Retreat!

Pool 8 River House , A Couples' Retreat!
Brownsville
10.0 out of 10, Exceptional, (65 reviews)
"Excellent retreat. Our only suggestion is to add a dishwasher in the kitchen."
United States
Tim S.
Pool 8 River House , A Couples' Retreat!
Exterior

7. 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, (8 reviews)
Stone's Throw Cottage - Centrally located 2-bedroom with newly remodeled kitchen
Terrace/patio

8. 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
Exterior

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

Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.
Trempealeau
8.6 out of 10, Excellent, (7 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.
Exterior

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)
"Very clean and cute small cottage for 2"
United States
Lin N.
Studio cottage at Lake Road Campground, on the Majestic Mississippi River.
Exterior

11. Your Home Away From Home

Your Home Away From Home
Coon Valley
9.6 out of 10, Exceptional, (164 reviews)
"Everything was very nice. "
United States
Aaron B.
Your Home Away From Home
Exterior

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

La Crescent Cottage on Minnesota Bluffs w/ View!
La Crescent
9.8 out of 10, Exceptional, (72 reviews)
"Great spot to stay while exploring the Driftless region! Loved the location on top of the hill, with an easy drive down into La Crosse. The place was comfortable and the newer enclosed porch area was a particularly nice place to hang out. Thanks for a great stay."
United States
Jeff O.
La Crescent Cottage on Minnesota Bluffs w/ View!
Front of property

13. 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
House (2 Bedrooms) | Interior

14. 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!
House (1 Bedroom) | Interior

15. 'fins & Flowers' Lewiston Cabin w/ Trout Fishing!

'fins & Flowers' Lewiston 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' Lewiston Cabin w/ Trout Fishing!
Property grounds

16. 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
Exterior

17. Urban Cottage

Urban Cottage
Buffalo City
9.8 out of 10, Exceptional, (31 reviews)
"Property was so nice , just what we needed to unwind and relax ."
United States
stephanie
Urban Cottage
House (3 Bedrooms) | Interior

18. 'riversong' Waterfront La Crosse Home w/ Dock

'riversong' Waterfront La Crosse Home w/ Dock
3.0 star property
La Crosse
10.0 out of 10, Exceptional, (1 review)
"House was prestine. Stocked beyond belief! Beautiful backyard. Great location!"
United States
Bonnie
'riversong' Waterfront La Crosse Home w/ Dock
House (2 Bedrooms) | Interior

19. 14 Mi to Mississippi River: Rural Cochrane Retreat

14 Mi to Mississippi River: Rural Cochrane Retreat
3.0 star property
Cochrane
14 Mi to Mississippi River: Rural Cochrane Retreat
Cottage (2 Bedrooms) | Front of property

20. 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!
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

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

10/10 Excellent
"My mother and I had the best stay here. We were so worried about the check-in time, as our train was over an hour and a half late, so we were stressed about the time. I phoned ahead, and Richard was so sweet and let me know not to worry and just to let him know when I had an update on our arrival. My brother picked us up and dropped us off, and as we waited on the porch, it was such a beautiful evening. Richard greeted us at the door and welcomed us in. I was not expecting a warm toast on the first night, and that was so wonderful! My mom and I had a glass of wine while we learned some amazing history about the house, and my brother hung out for a bit with our new baby niece! The home is just stunning- so well maintained and curated with such beautiful artwork, and it just feels so cozy, and you just want to sit and curl up with a good book (which I did!). He showed us to our room. I can't recall the name of the room we stayed in, but it was so beautiful. Each morning we had the grandest breakfast I have ever had the pleasure of enjoying. I cannot stress how hospitable and warm, and how loving it was to be in the presence of Richard, and the folks who stayed over the weekend were just beautiful. These are the types of gems that make taking time away from home so enjoyable, and I wish everyone had the chance to experience this for themselves. A thousand thanks to Richard and his partner for all they do."
Crystal 3-night trip
Posted 2 hours ago
Alexander Mansion Bed and Breakfast

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