Top Winona Vacation Rentals

Houses (10)
Farmhouses (2)
Cottages (2)
Golf rental (13)
Ski rental (7)
Beachfront (5)

Discover popular destinations in and around Winona

Garvin Heights City Park

21 vacation rentals

St. Stanislaus Kostka Basilica

21 vacation rentals

Sugar Loaf

21 vacation rentals

Minnesota Marine Art Museum

21 vacation rentals

Winona County Historical Society

22 vacation rentals

Aghaming Park And Preserve

22 vacation rentals

Lake Lodge Recreation Center

22 vacation rentals

St. Mary's University of Minnesota

21 vacation rentals

Garvin Heights City Park

21 vacation rentals

Sugar Loaf

21 vacation rentals

St. Stanislaus Kostka Basilica

21 vacation rentals

Minnesota Marine Art Museum

21 vacation rentals

Winona County Historical Society

22 vacation rentals

Aghaming Park And Preserve

22 vacation rentals

Lake Lodge Recreation Center

22 vacation rentals

St. Mary's University of Minnesota

21 vacation rentals

Explore a selection of Winona vacation rentals

Charming Brick Farmhouse With A Touch Of Elegance
Guests10
Bedrooms4
Bathrooms4
Wonderful 4.8 / 5
$300 avg/night
4 beds
4 Bathrooms
Guests 10
25 reviews
Bed & Breakfast: Alexander Mansion Historic Bed and Breakfast...
Guests2
Bedroom1
Bathroom1
Wonderful 0 / 5
$129 avg/night
1 bed
1 Bathroom
Guests 2
Bed & Breakfast: Carriage House Bed & Breakfast - Toy Room
Guests2
Bedroom1
Bathroom1
Wonderful 0 / 5
$119 avg/night
1 bed
1 Bathroom
Guests 2
Five Bedroom Home With Stunning Mississippi River View
Guests10
Bedrooms5
Bathrooms3
Wonderful 4.7 / 5
$218 avg/night
5 beds
3 Bathrooms
Guests 10
11 reviews
A Wildlife Haven Retreat
Guests10
Bedrooms3
Bathrooms3
Wonderful 4.6 / 5
$192 avg/night
3 beds
3 Bathrooms
Guests 10
21 reviews
Family-friendly cabin on the Mississippi River—Private Dock, Newly...
Guests8
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$143 avg/night
2 beds
1 Bathroom
Guests 8
16 reviews
Family -Friendly, Country Weddings, Reunions, Business Retreats...
Guests20
Bedrooms6
Bathrooms2
Wonderful 4.9 / 5
$488 avg/night
6 beds
2 Bathrooms
Guests 20
43 reviews
Renovated Barn - Scrappin' On The Ranch - A Home Away From Home
Guests9
Bedroom1
Bathrooms2
Wonderful 4.8 / 5
$110 avg/night
1 bed
2 Bathrooms
Guests 9
6 reviews
Relaxing Summer Cottage Along the Beautiful Mississippi River
Guests6
Bedrooms3
Bathroom1
Wonderful 4.7 / 5
$183 avg/night
3 beds
1 Bathroom
Guests 6
29 reviews
Cozy Cabin - Minutes From The Mississippi River
Guests4
Bedrooms2
Bathroom1
Wonderful 4.6 / 5
$175 avg/night
2 beds
1 Bathroom
Guests 4
8 reviews
Beautiful Cozy Lake House on 2 & 1/2 acres!
Guests4
Bedrooms2
Bathroom1
Wonderful 4.7 / 5
$148 avg/night
2 beds
1 Bathroom
Guests 4
3 reviews
Hidden Chalet, Panoramic Country Views, back door ski & walking...
Guests8
Bedrooms3
Bathroom1
Wonderful 5 / 5
$154 avg/night
3 beds
1 Bathroom
Guests 8
3 reviews
Lake View Vacation Rental - Equipped with BIKES, KAYAKS, GRILL...
Guests3
Bedroom1
Bathroom1
Wonderful 5 / 5
$133 avg/night
1 bed
1 Bathroom
Guests 3
5 reviews
HNL Farm in beautiful Buffalo County, Wisconsin and close to...
Guests10
Bedrooms5
Bathrooms2
Wonderful 5 / 5
$203 avg/night
5 beds
2 Bathrooms
Guests 10
3 reviews
MISSISSIPPI RIVER CABIN FOR RENT with private dock for your boat
Guests6
Bedrooms3
Bathroom1
Wonderful 4.7 / 5
$86 avg/night
3 beds
1 Bathroom
Guests 6
3 reviews
HNL Farm in beautiful Buffalo County, Wisconsin and close to...
Guests10
Bedrooms5
Bathrooms2
Wonderful 4 / 5
$208 avg/night
5 beds
2 Bathrooms
Guests 10
3 reviews
Peaceful 5BR Fountain City Farm House w/Deck!
Guests10
Bedrooms5
Bathrooms2
Wonderful 4.5 / 5
$190 avg/night
5 beds
2 Bathrooms
Guests 10
2 reviews
Rut'n Duck Lodge.....caters to hunters, fisherman,
Guests11
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$114 avg/night
3 beds
2 Bathrooms
Guests 11
Betty's House, a vacation home in the country on a farm. 2...
Guests4
Bedrooms2
Bathrooms2
Wonderful 0 / 5
$200 avg/night
2 beds
2 Bathrooms
Guests 4
The Bungaleau 1 Bedroom House In Cute Rivertown
Guests4
Bedroom1
Bathroom1
Wonderful 0 / 5
$139 avg/night
1 bed
1 Bathroom
Guests 4
Prairie School House- Frank Loyd Wright Inspired
Guests8
Bedrooms5
Bathroom1
Wonderful 5 / 5
$369 avg/night
5 beds
1 Bathroom
Guests 8
2 reviews
Great River Road Inns- "Joseph Fugina House"/Rent a Suite or Full...
Guests10
Bedroom1
Bathrooms4
Wonderful 5 / 5
$239 avg/night
1 bed
4 Bathrooms
Guests 10
1 reviews

Winona, MN, USA Vacation Rentals

Discover popular destinations in and around Winona

Explore a selection of Winona vacation rentals

Charming Brick Farmhouse With A Touch Of Elegance

Bed & Breakfast: Alexander Mansion Historic Bed and Breakfast...

Bed & Breakfast: Carriage House Bed & Breakfast - Toy Room

Five Bedroom Home With Stunning Mississippi River View

A Wildlife Haven Retreat

Family-friendly cabin on the Mississippi River—Private Dock, Newly...

Family -Friendly, Country Weddings, Reunions, Business Retreats...

Renovated Barn - Scrappin' On The Ranch - A Home Away From Home

Relaxing Summer Cottage Along the Beautiful Mississippi River

Cozy Cabin - Minutes From The Mississippi River

Beautiful Cozy Lake House on 2 & 1/2 acres!

Hidden Chalet, Panoramic Country Views, back door ski & walking...

Lake View Vacation Rental - Equipped with BIKES, KAYAKS, GRILL...

HNL Farm in beautiful Buffalo County, Wisconsin and close to...

MISSISSIPPI RIVER CABIN FOR RENT with private dock for your boat

HNL Farm in beautiful Buffalo County, Wisconsin and close to...

Peaceful 5BR Fountain City Farm House w/Deck!

Rut'n Duck Lodge.....caters to hunters, fisherman,

Betty's House, a vacation home in the country on a farm. 2...

The Bungaleau 1 Bedroom House In Cute Rivertown

Prairie School House- Frank Loyd Wright Inspired

Great River Road Inns- "Joseph Fugina House"/Rent a Suite or Full...

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Winona, MN, USA Vacation Rentals

Discover popular destinations in and around Winona

Charming Brick Farmhouse With A Touch Of Elegance

Bed & Breakfast: Alexander Mansion Historic Bed and Breakfast...

Bed & Breakfast: Carriage House Bed &amp; Breakfast - Toy Room

Five Bedroom Home With Stunning Mississippi River View

A Wildlife Haven Retreat

Family-friendly cabin on the Mississippi River—Private Dock, Newly...

Family -Friendly, Country Weddings, Reunions, Business Retreats...

Renovated Barn - Scrappin' On The Ranch - A Home Away From Home

Relaxing Summer Cottage Along the Beautiful Mississippi River

Cozy Cabin - Minutes From The Mississippi River

Beautiful Cozy Lake House on 2 & 1/2 acres!

Hidden Chalet, Panoramic Country Views, back door ski & walking...

Lake View Vacation Rental - Equipped with BIKES, KAYAKS, GRILL...

HNL Farm in beautiful Buffalo County, Wisconsin and close to...

MISSISSIPPI RIVER CABIN FOR RENT with private dock for your boat

HNL Farm in beautiful Buffalo County, Wisconsin and close to...

Peaceful 5BR Fountain City Farm House w/Deck!

Rut'n Duck Lodge.....caters to hunters, fisherman,

Betty's House, a vacation home in the country on a farm. 2...

The Bungaleau 1 Bedroom House In Cute Rivertown

Prairie School House- Frank Loyd Wright Inspired

Great River Road Inns- "Joseph Fugina House"/Rent a Suite or Full...

Bed & Breakfast: Carriage House Bed & Breakfast - Toy Room