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Vacation Homes in Winona County

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Top Cities in Winona County

Our top choices for Winona County vacation homes

1. Clean, fun, comfy ranch home near parks, 2.5 mi to Mayo w Pingpong and Playroom

Clean, fun, comfy ranch home near parks, 2.5 mi to Mayo w Pingpong and Playroom
Rochester
10.0 out of 10, Exceptional, (121 reviews)
"Everything was perfect! Great stay. Great location"
United States
Amalin P.
Clean, fun, comfy ranch home near parks, 2.5 mi to Mayo w Pingpong and Playroom

2. River Front Property

River Front Property
Northside
9.8 out of 10, Exceptional, (145 reviews)
"Excellent large place"
United States
Kent K.
River Front Property

3. Villa Serra - Lakehouse in Pepin

Villa Serra - Lakehouse in Pepin
Pepin
10.0 out of 10, Exceptional, (94 reviews)
"The location was wonderful, and the common spaces were ideal for family or friends gathering."
United States
Jennifer E.
Villa Serra - Lakehouse in Pepin

4. SUNNY 3BD, 2BA…ONLY BLOCKS FROM MAYO

SUNNY 3BD, 2BA…ONLY BLOCKS FROM MAYO
East Side Pioneers
8.6 out of 10, Excellent, (27 reviews)
"Great house, convenient, clean, plenty of space."
United States
Ashley A.
SUNNY 3BD, 2BA…ONLY BLOCKS FROM MAYO

5. EXQUISITE, DESIGNER HOME, 4BD/2.5BA, 4 miles from MAYO CLINIC

EXQUISITE, DESIGNER HOME, 4BD/2.5BA, 4 miles from MAYO CLINIC
Rochester
9.6 out of 10, Exceptional, (21 reviews)
"We really enjoyed our time here. Would definitely stay here again."
United States
Ricky G.
EXQUISITE, DESIGNER HOME, 4BD/2.5BA, 4 miles from MAYO CLINIC

6. Villa Del Lago - Lakehouse on Lake Pepin

Villa Del Lago - Lakehouse on Lake Pepin
Pepin
10.0 out of 10, Exceptional, (172 reviews)
"Love this space! It was so spacious and the morning views of the water were perfect. The kitchen is well stocked for making dinners too!"
United States
Clare K.
Villa Del Lago - Lakehouse on Lake Pepin

7. Luxury Stay/ Theater / No step entry/ Dogs Welcome

Luxury Stay/ Theater / No step entry/ Dogs Welcome
Rochester
10.0 out of 10, Exceptional, (33 reviews)
"The property was excellent and Pamela was very helpful and attentive e!"
United States
Russ S.
Luxury Stay/ Theater / No step entry/ Dogs Welcome

8. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (108 reviews)
"Perfect place for a relaxing visit "
United States
Lisa C.
The Bungaleau 1 Bedroom House In Cute Rivertown

9. The Hen House Retreat - A Comfortable Place to Roost

The Hen House Retreat - A Comfortable Place to Roost
Highland
9.6 out of 10, Exceptional, (110 reviews)
"We enjoyed our stay. Thank you for the clean property and well described property."
United States
Lydia F.
The price is AED 661
AED 773 total
includes taxes & fees
13 Dec - 14 Dec
The Hen House Retreat - A Comfortable Place to Roost

10. Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (66 reviews)
"Great place to stay for a weekend of fishing."
United States
Jason K.
The price is AED 496
AED 1,069 total
includes taxes & fees
15 Nov - 16 Nov
Riverfront Twin Home

11. Meet Don - A Modern, Zero-step, Pet-friendly home in Rochester

Meet Don - A Modern, Zero-step, Pet-friendly home in Rochester
Slatterly Park
10.0 out of 10, Exceptional, (47 reviews)
"A happy place to stay near Mayo"
United States
john k.
The price is AED 771
AED 922 total
includes taxes & fees
13 Dec - 14 Dec
Meet Don - A Modern, Zero-step, Pet-friendly home in Rochester

12. Mississippi River view. Duck Hunters Get away. 4 Bedroom, 5 bed - Sleeps 10.

Mississippi River view. Duck Hunters Get away. 4 Bedroom, 5 bed - Sleeps 10.
Brownsville
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely amazing and so welcoming. Extremely family friendly and even comes with card, games, and kids toys! The room were so comfortable and clean and it was a 10/10 experience!"
United States
Jamie W.
Mississippi River view. Duck Hunters Get away. 4 Bedroom, 5 bed - Sleeps 10.

13. Newly remodeled home in quiet neighborhood

Newly remodeled home in quiet neighborhood
Bluffside
9.8 out of 10, Exceptional, (39 reviews)
"Place was amazing!"
United States
Angie F.
Newly remodeled home in quiet neighborhood

14. 3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!

3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!
Holy Trinity-Longfellow
10.0 out of 10, Exceptional, (28 reviews)
"Great property and great location! We will definitely recommend it to others!"
United States
Tara F.
3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!

15. The Chateau on Butterfly Trail - 6 Bdrm Retreat

The Chateau on Butterfly Trail - 6 Bdrm Retreat
Fountain City
7.4 out of 10, Good, (3 reviews)
"Thankyou"
United States
Kathy P.
The price is AED 1,048
AED 1,804 total
includes taxes & fees
16 Nov - 17 Nov
The Chateau on Butterfly Trail - 6 Bdrm Retreat

16. Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.

Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.
Onalaska
9.8 out of 10, Exceptional, (152 reviews)
"Very nice. Well kept and amenities were adequate for a quick couple days stay."
United States
Beverly W.
Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.

17. Discounted Charming 2-bedroom main-level TRIPLEX in Rochester

Discounted Charming 2-bedroom main-level TRIPLEX in Rochester
East Side Pioneers
9.4 out of 10, Exceptional, (25 reviews)
"Very clean place with a very welcoming environment made us feel right at home!!"
United States
Nadaley W.
The price is AED 378
AED 833 total
includes taxes & fees
13 Dec - 14 Dec
Discounted Charming 2-bedroom main-level TRIPLEX in Rochester

18. Charming 2-Bedroom house along city trail 1 mile from Mayo Clinic and downtown.

Charming 2-Bedroom house along city trail 1 mile from Mayo Clinic and downtown.
Slatterly Park
9.8 out of 10, Exceptional, (69 reviews)
"Rooms were comfortable, property was clean and quiet. Close to downtown, close to bike trails and parks. Communication with host was easy."
United States
Geri H.
Charming 2-Bedroom house along city trail 1 mile from Mayo Clinic and downtown.

19. Mississippi River View with updated driveway

Mississippi River View with updated driveway
Altura
9.6 out of 10, Exceptional, (141 reviews)
"The property is great! However, you must be able to handle stairs and the driveway incline.Otherwise, it was a wonderful place to stay and the view is incredible!Thanks Scott!"
United States
Kathy C.
Mississippi River View with updated driveway

20. Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Winona
9.8 out of 10, Exceptional, (25 reviews)
"Nice location w/ the river and bluffs!"
United States
Jason H.
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
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

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