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Winona Vacation Rentals

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Vacation Rentals in Winona

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (108)
"It was a peaceful place beautiful cabin I would definitely recommend "
Creekside Cabin Getaway

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

10.0 out of 10, Exceptional, (12)
"Clean property, affordable price, good experience all around!"
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

9.6 out of 10, Exceptional, (4)
"Unique location close to downtown Winona-perfect for our family gathering!"
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (129)
"It was very comfortable house to stay in snd share our time together. "
The price is CA $433
CA $702 total
includes taxes & fees
Aug 24 - Aug 25
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming Home: 3 Blocks to Winona State University

3.0 star property
Charming Home: 3 Blocks to Winona State University

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (33)
"Beautiful stay"
The price is CA $132
CA $140 total
includes taxes & fees
Aug 13 - Aug 14
Big River Escape Riverside Cabins

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (390)
"Very nice cabin, with fantastic views "
Heritage hideaway-Secluded Log Cabin

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

9.8 out of 10, Exceptional, (12)
"Great stay. Clean and comfortable. Would stay again."
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

The Hen House Retreat - A Comfortable Place to Roost

9.8 out of 10, Exceptional, (81)
"We enjoyed taking it easy watching some movies and crafting together for the weekend."
The price is CA $223
CA $273 total
includes taxes & fees
Aug 13 - Aug 14
The Hen House Retreat - A Comfortable Place to Roost

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (320)
"Spacious log cabin in a great location."
Root River Valley Cabin ~ Lanesboro, MN

b3 Couples Therapy Yacht

10.0 out of 10, Exceptional, (9)
"Such a fun way to spend time in the La Crosse area. Beds are comfortable and the place is clean and comfortable. I would stay again. "
b3 Couples Therapy Yacht

Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

10.0 out of 10, Exceptional, (42)
"We enjoyed our stay at the "
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

Beautiful Bay views at Bayfront Resort

7.8 out of 10, Good, (21)
"TY for your hospitality. "
Beautiful Bay views at Bayfront Resort

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (33)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is CA $241
CA $314 total
includes taxes & fees
Aug 24 - Aug 25
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (145)
"Enjoyed our stay. House worked out great- the number of beds/bedrooms and having 2 bathrooms was wonderful. Close to the downtown- easy 30 minute walk."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (30)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

7.8 out of 10, Good, (37)
"Came to town for fishing trip. Convenient location and great view out back yard!"
Bayfront Cottage is a 3 bedroom house on Richmond Bay.

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (78)
"Great place!!"
Cabin on the Mississippi River

The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

9.8 out of 10, Exceptional, (30)
"A perfect place to gather after a day of sight seeing. "
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

Toddy's Cabin

10.0 out of 10, Exceptional, (114)
"Loved the large screened porch and private yard! Inside the cabin was clean and comfortable. It is the only place on the last hundred yards or so of a dead end road. A short walk from the Mississippi River and a 5 minute drive or 25 minute walk to a beautiful State Park with great hiking. If you are a light sleeper the trains might be an issue but we thought it was cool to have those distant train whistles."
Toddy's Cabin
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 Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Winona?

Yes, there are vacation rentals near the most popular sights in Winona, or you can choose a more secluded option if you'd like a relaxing place to stay. The riverfront and museums are just a few reasons why tourists like Winona. Make sure you have time to check out the gardens and churches during your trip.

What are some of the best vacation rentals that Winona has to offer?

The Hen House Retreat - A Comfortable Place to Roost: This vacation home rental outside of Winona is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Winona?

Expedia has 14 vacation rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Sugar Loaf and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Winona County Courthouse are other places worth a visit.

What are vacation rentals like in Winona?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.