Holiday Rentals in Winona County

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Our top choices for Winona County holiday rentals

Family Cottage, Park View | Living area

Cottage in Winona

Big River Escape Parkside Bungalow
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
The price is €196
includes taxes & fees
3 Feb - 4 Feb
Big River Escape Parkside Bungalow
Terrace/patio

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands North
9.6 out of 10, Exceptional, (9 reviews)
"Great relaxing place! "
United States
James H.
The price is €150
includes taxes & fees
23 Jan - 24 Jan
Treehouse Cabin in the Bluff Woodlands North
Smart TV, books

Holiday Home in Minnesota City

Vintage Lustron Home Piece of History
10.0 out of 10, Exceptional, (29 reviews)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
The price is €185
includes taxes & fees
23 Jan - 24 Jan
Vintage Lustron Home Piece of History
Exterior detail

Holiday Home in Historic Downtown Winona

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
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 €160
includes taxes & fees
26 Jan - 27 Jan
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Terrace/patio

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands
9.8 out of 10, Exceptional, (15 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
The price is €124
includes taxes & fees
10 Feb - 11 Feb
Treehouse Cabin in the Bluff Woodlands
Outdoor dining

Holiday Home in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona
10.0 out of 10, Exceptional, (138 reviews)
"This is a lovely house with lots of character. The place in comfortable and has plenty of entertainment; games, movies and books."
United States
Shane H.
The price is €376
includes taxes & fees
25 Jan - 26 Jan
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Interior

Holiday Home in Winona

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
The price is €270
includes taxes & fees
23 Jan - 24 Jan
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Terrace/patio

Cabin in Elba

Three Treehouse Cabins in the Bluff Woodlands
The price is €405
includes taxes & fees
25 Jan - 26 Jan
Three Treehouse Cabins in the Bluff Woodlands
Property grounds

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands South
10.0 out of 10, Exceptional, (12 reviews)
"My family of 4 had a wonderful stay!"
United States
Josh S.
The price is €151
includes taxes & fees
23 Jan - 24 Jan
Treehouse Cabin in the Bluff Woodlands South
2 bedrooms, WiFi, bed sheets

Mobile Home in Bangor

Farm Stay, convenient yet quiet - complete with cows in the backyard!
2.0 star property
The price is €138
includes taxes & fees
26 Jan - 27 Jan
Farm Stay, convenient yet quiet - complete with cows in the backyard!
Cabin, 1 Bedroom | Living area

Cabin in Cochrane

Big River Escape Riverside Cabins
3.0 star property
9.2 out of 10, Wonderful, (42 reviews)
"Place was clean and comfortable. "
United States
Tristan
The price is €98
includes taxes & fees
10 Feb - 11 Feb
Big River Escape Riverside Cabins
Property grounds

Holiday Home in Arcadia

Tamarack Point Homestead
10.0 out of 10, Exceptional, (32 reviews)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
The price is €104
includes taxes & fees
23 Jan - 24 Jan
Tamarack Point Homestead
1 bedroom, WiFi, bed sheets

Apartment in Holy Trinity-Longfellow

Hidden Gem - 1BR/1Bath in Lax WI
9.6 out of 10, Exceptional, (15 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 €145
includes taxes & fees
23 Jan - 24 Jan
Hidden Gem - 1BR/1Bath in Lax WI
Smart TV

Apartment in Hokah

Hokah Ohana House: Historic charm, Modern updates
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place for 4 of us to stay while visiting for a wedding. "
United States
Jeff W.
The price is €162
includes taxes & fees
26 Jan - 27 Jan
Hokah Ohana House: Historic charm, Modern updates
Interior

Apartment in Ettrick

2-bedroom apartment over storefront in pleasant down town Ettrick
2.0 star property
The price is €90
includes taxes & fees
27 Jan - 28 Jan
2-bedroom apartment over storefront in pleasant down town Ettrick
Microwave, oven, stovetop, dishwasher

Condo in Wabasha

Stunning river view loft in Wabasha near Eagle Center
2.0 star property
9.8 out of 10, Exceptional, (58 reviews)
"It was just what we were looking for in our accommodations."
United States
Marsha M.
The price is €194
includes taxes & fees
23 Jan - 24 Jan
Stunning river view loft in Wabasha near Eagle Center
Outdoor dining

Holiday Home in La Crosse

Riverfront Twin Home
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay! Had everything we needed!"
United States
Angie C.
The price is €258
includes taxes & fees
25 Jan - 26 Jan
Riverfront Twin Home
Property grounds

Holiday Home in La Crosse

French Island w/Hot Tub, Kayak, Lake View, EV
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
The price is €276
includes taxes & fees
26 Jan - 27 Jan
French Island w/Hot Tub, Kayak, Lake View, EV
2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment in Houston

Spacious 2-bedroom loft above the International Owl Center in Houston, MN
2.0 star property
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful space, attention to detail, comfortable beds, gracious host, close to attractions…lovely stay."
United States
Lisa F.
The price is €256
includes taxes & fees
4 Feb - 5 Feb
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Outdoor dining

Apartment in pepin

Pepin Marina Retreat: Cottage Apartment with Deck
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"This is the best-equipped apartment I have ever stayed in. The kitchen has a well-stocked coffee bar with Kcups, teas, spices and sugar cubes. Freezer was filled with ice. Lots of dishes/cooking supplies/utensils. A cupboard in the bedroom has art supplies if you feel the urge to capture the view. They've lost one of the trees out front so the view is even better although the sun is more intense. There are lots of blankets and throws for sitting out on the deck stargazing. The apartment sits...
United States
Diane L.
The price is €276
includes taxes & fees
23 Jan - 24 Jan
Pepin Marina Retreat: Cottage Apartment with Deck
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

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

10/10 Excellent
"Staff were welcoming and helpful. The room was clean and modern. Enjoyed tthe breakfast, too."
Charlene 2-night trip
Posted 2 days ago
AmericInn by Wyndham Winona

Find out more about Winona County

Holiday Homes in Winona County

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