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Winona Homes

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49 rentals in Winona.
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Charming Brick Farmhouse with a Touch of Elegance.  -Winona, vacation rental in Winona
Charming Brick Farmhouse with a Touch of Elegance.  -Winona, vacation rental in Winona
Charming Brick Farmhouse with a Touch of Elegance.  -Winona, vacation rental in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Family friendly in the peaceful heart of town, vacation rental in Winona
Family friendly in the peaceful heart of town, vacation rental in Winona
Family friendly in the peaceful heart of town, vacation rental in Winona

Family friendly in the peaceful heart of town

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Creekside Cabin Getaway, vacation rental in Winona
Creekside Cabin Getaway, vacation rental in Winona
Creekside Cabin Getaway, vacation rental in Winona

Creekside Cabin Getaway

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Briggs Farm, vacation rental in Winona
Briggs Farm, vacation rental in Winona
Briggs Farm, vacation rental in Winona

Briggs Farm

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life, vacation rental in Winona
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life, vacation rental in Winona
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life, vacation rental in Winona

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Entire house rental, vacation rental in Winona
Entire house rental, vacation rental in Winona
Entire house rental, vacation rental in Winona

Entire house rental

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Renovated Barn - Scrappin' on the Ranch , vacation rental in Winona
Renovated Barn - Scrappin' on the Ranch , vacation rental in Winona
Renovated Barn - Scrappin' on the Ranch , vacation rental in Winona

Renovated Barn - Scrappin' on the Ranch

Rental Home
1 bedroom
2 bathrooms
Sleeps 9
Match: Sleeps
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City of Winona - Near Winona State and Lake, vacation rental in Winona
City of Winona - Near Winona State and Lake, vacation rental in Winona
City of Winona - Near Winona State and Lake, vacation rental in Winona

City of Winona - Near Winona State and Lake

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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"Circa 1900 Home in Downtown Winona ", vacation rental in Winona
"Circa 1900 Home in Downtown Winona ", vacation rental in Winona
"Circa 1900 Home in Downtown Winona ", vacation rental in Winona

"Circa 1900 Home in Downtown Winona "

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cottage by Lake Winona, vacation rental in Winona
Cottage by Lake Winona, vacation rental in Winona
Cottage by Lake Winona, vacation rental in Winona

Cottage by Lake Winona

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Room in Dorm-Style Building, vacation rental in Winona
Private Room in Dorm-Style Building, vacation rental in Winona
Private Room in Dorm-Style Building, vacation rental in Winona

Private Room in Dorm-Style Building

Rental Home
1 bedroom
1 bathroom
Sleeps 1
More info
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Looking to get away from it all?, vacation rental in Winona
Looking to get away from it all?, vacation rental in Winona
Looking to get away from it all?, vacation rental in Winona

Looking to get away from it all?

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Newly Updated, Quiet, Rural Getaway, vacation rental in Winona
Newly Updated, Quiet, Rural Getaway, vacation rental in Winona
Newly Updated, Quiet, Rural Getaway, vacation rental in Winona

Newly Updated, Quiet, Rural Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Flyway Cottage - Farmhouse 130 North St Fountain City, WI, vacation rental in Winona
The Flyway Cottage - Farmhouse 130 North St Fountain City, WI, vacation rental in Winona
The Flyway Cottage - Farmhouse 130 North St Fountain City, WI, vacation rental in Winona

The Flyway Cottage - Farmhouse 130 North St Fountain City, WI

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Bungaleau 1 Bedroom House In Cute Rivertown, vacation rental in Winona
The Bungaleau 1 Bedroom House In Cute Rivertown, vacation rental in Winona
The Bungaleau 1 Bedroom House In Cute Rivertown, vacation rental in Winona

The Bungaleau 1 Bedroom House In Cute Rivertown

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Five Bedroom Home With Stunning Mississippi River View, vacation rental in Winona
Five Bedroom Home With Stunning Mississippi River View, vacation rental in Winona
Five Bedroom Home With Stunning Mississippi River View, vacation rental in Winona

Five Bedroom Home With Stunning Mississippi River View

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Flyway Lodge on the Mississippi - Fountain City, WI, vacation rental in Winona
The Flyway Lodge on the Mississippi - Fountain City, WI, vacation rental in Winona
The Flyway Lodge on the Mississippi - Fountain City, WI, vacation rental in Winona

The Flyway Lodge on the Mississippi - Fountain City, WI

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Renovated Winona Barn w/ 2 Decks on 80-Acre Lot!, vacation rental in Winona
Renovated Winona Barn w/ 2 Decks on 80-Acre Lot!, vacation rental in Winona
Renovated Winona Barn w/ 2 Decks on 80-Acre Lot!, vacation rental in Winona

Renovated Winona Barn w/ 2 Decks on 80-Acre Lot!

Rental Home
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Relaxing getaway secluded among the tall oaks., vacation rental in Winona
Relaxing getaway secluded among the tall oaks., vacation rental in Winona
Relaxing getaway secluded among the tall oaks., vacation rental in Winona

Relaxing getaway secluded among the tall oaks.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Private Farmhouse - Enjoy 36 Acres to Relax, Unwind & Enjoy the outdoors., vacation rental in Winona
Private Farmhouse - Enjoy 36 Acres to Relax, Unwind & Enjoy the outdoors., vacation rental in Winona
Private Farmhouse - Enjoy 36 Acres to Relax, Unwind & Enjoy the outdoors., vacation rental in Winona

Private Farmhouse - Enjoy 36 Acres to Relax, Unwind & Enjoy the outdoors.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Cozy Lake House on 2 & 1/2 acres!, vacation rental in Winona
Beautiful Cozy Lake House on 2 & 1/2 acres!, vacation rental in Winona
Beautiful Cozy Lake House on 2 & 1/2 acres!, vacation rental in Winona

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Waterfront Loft with panoramic river views!, vacation rental in Winona
Waterfront Loft with panoramic river views!, vacation rental in Winona
Waterfront Loft with panoramic river views!, vacation rental in Winona

Waterfront Loft with panoramic river views!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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A fully equipped home overlooking Mississippi River in a charming river town, vacation rental in Winona
A fully equipped home overlooking Mississippi River in a charming river town, vacation rental in Winona
A fully equipped home overlooking Mississippi River in a charming river town, vacation rental in Winona

A fully equipped home overlooking Mississippi River in a charming river town

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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The “Cozy” Flyway Cabin on the Great River Road!, vacation rental in Winona
The “Cozy” Flyway Cabin on the Great River Road!, vacation rental in Winona
The “Cozy” Flyway Cabin on the Great River Road!, vacation rental in Winona

The “Cozy” Flyway Cabin on the Great River Road!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxury Mississippi River Vacation Home w Private Dock-Great Fishing Getaway, vacation rental in Winona
Luxury Mississippi River Vacation Home w Private Dock-Great Fishing Getaway, vacation rental in Winona
Luxury Mississippi River Vacation Home w Private Dock-Great Fishing Getaway, vacation rental in Winona

Luxury Mississippi River Vacation Home w Private Dock-Great Fishing Getaway

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Buffalo City Cabin, vacation rental in Winona
Buffalo City Cabin, vacation rental in Winona
Buffalo City Cabin, vacation rental in Winona

Buffalo City Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Toddy's Cabin, vacation rental in Winona
Toddy's Cabin, vacation rental in Winona
Toddy's Cabin, vacation rental in Winona

Toddy's Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Great River Road Inns -Suite #3, vacation rental in Winona
Great River Road Inns -Suite #3, vacation rental in Winona
Great River Road Inns -Suite #3, vacation rental in Winona

Great River Road Inns -Suite #3

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Adorable Cottage on GREAT Fishing Lake, vacation rental in Winona
Adorable Cottage on GREAT Fishing Lake, vacation rental in Winona
Adorable Cottage on GREAT Fishing Lake, vacation rental in Winona

Adorable Cottage on GREAT Fishing Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Star Hawk Springs Chateaux - Large Rural Retreat with 6 Rooms & Wildflower Field, vacation rental in Winona
Star Hawk Springs Chateaux - Large Rural Retreat with 6 Rooms & Wildflower Field, vacation rental in Winona
Star Hawk Springs Chateaux - Large Rural Retreat with 6 Rooms & Wildflower Field, vacation rental in Winona

Star Hawk Springs Chateaux - Large Rural Retreat with 6 Rooms & Wildflower Field

Condo/Apartment
6 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area., vacation rental in Winona
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area., vacation rental in Winona
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area., vacation rental in Winona

Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
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The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs, vacation rental in Winona
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs, vacation rental in Winona
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs, vacation rental in Winona

The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Riverside Triplex - Bright & modern 2BR apt, vacation rental in Winona
Riverside Triplex - Bright & modern 2BR apt, vacation rental in Winona
Riverside Triplex - Bright & modern 2BR apt, vacation rental in Winona

Riverside Triplex - Bright & modern 2BR apt

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The Perfect All Seasons Getaway, vacation rental in Winona
The Perfect All Seasons Getaway, vacation rental in Winona
The Perfect All Seasons Getaway, vacation rental in Winona

The Perfect All Seasons Getaway

Rental Home
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Cottage 2 on Lake Road, vacation rental in Winona
Cozy Cottage 2 on Lake Road, vacation rental in Winona
Cozy Cottage 2 on Lake Road, vacation rental in Winona

Cozy Cottage 2 on Lake Road

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Great River Road Inns- 'Fugina House'- Full house rental, vacation rental in Winona
Great River Road Inns- 'Fugina House'- Full house rental, vacation rental in Winona
Great River Road Inns- 'Fugina House'- Full house rental, vacation rental in Winona

Great River Road Inns- 'Fugina House'- Full house rental

Rental Home
1 bedroom
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lower Level Amelia’s Place, vacation rental in Winona
Lower Level Amelia’s Place, vacation rental in Winona
Lower Level Amelia’s Place, vacation rental in Winona

Lower Level Amelia’s Place

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Country farm house located on 60 acres in  peaceful valley  by Fountain City WI, vacation rental in Winona
Country farm house located on 60 acres in  peaceful valley  by Fountain City WI, vacation rental in Winona
Country farm house located on 60 acres in  peaceful valley  by Fountain City WI, vacation rental in Winona

Country farm house located on 60 acres in peaceful valley by Fountain City WI

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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HNL Farms in Buffalo County, vacation rental in Winona
HNL Farms in Buffalo County, vacation rental in Winona
HNL Farms in Buffalo County, vacation rental in Winona

HNL Farms in Buffalo County

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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 Updated, Quiet, Rural Getaway, vacation rental in Winona
 Updated, Quiet, Rural Getaway, vacation rental in Winona
 Updated, Quiet, Rural Getaway, vacation rental in Winona

Updated, Quiet, Rural Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Renovated Barn Sure To Impress with Loft & Game Room!, vacation rental in Winona
Renovated Barn Sure To Impress with Loft & Game Room!, vacation rental in Winona
Renovated Barn Sure To Impress with Loft & Game Room!, vacation rental in Winona

Renovated Barn Sure To Impress with Loft & Game Room!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
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Grand home with views of the Mississippi!, vacation rental in Winona
Grand home with views of the Mississippi!, vacation rental in Winona
Grand home with views of the Mississippi!, vacation rental in Winona

Grand home with views of the Mississippi!

Rental Home
8 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
More info
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Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Great RIver Road Class A RV with campsite and full hookup on Mississippi, vacation rental in Winona
Great RIver Road Class A RV with campsite and full hookup on Mississippi, vacation rental in Winona
Great RIver Road Class A RV with campsite and full hookup on Mississippi, vacation rental in Winona

Great RIver Road Class A RV with campsite and full hookup on Mississippi

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin, vacation rental in Winona

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Riverview Apartment - Great River Road Historic Home (1898), vacation rental in Winona
Riverview Apartment - Great River Road Historic Home (1898), vacation rental in Winona
Riverview Apartment - Great River Road Historic Home (1898), vacation rental in Winona

Riverview Apartment - Great River Road Historic Home (1898)

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Relax at Amelia's Place, vacation rental in Winona
Relax at Amelia's Place, vacation rental in Winona
Relax at Amelia's Place, vacation rental in Winona

Relax at Amelia's Place

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Great RIver Road 5th Wheel RV with campsite and full hookup on Mississippi, vacation rental in Winona
Great RIver Road 5th Wheel RV with campsite and full hookup on Mississippi, vacation rental in Winona
Great RIver Road 5th Wheel RV with campsite and full hookup on Mississippi, vacation rental in Winona

Great RIver Road 5th Wheel RV with campsite and full hookup on Mississippi

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Farmhouse Apartment - Great River Road Historic Home (1898), vacation rental in Winona
Farmhouse Apartment - Great River Road Historic Home (1898), vacation rental in Winona
Farmhouse Apartment - Great River Road Historic Home (1898), vacation rental in Winona

Farmhouse Apartment - Great River Road Historic Home (1898)

Rental Home
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Riverview., vacation rental in Winona
Riverview., vacation rental in Winona
Riverview., vacation rental in Winona

Riverview.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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