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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, (13)
"Clean property, affordable price, good experience all around!"
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

10.0 out of 10, Exceptional, (18)
"This house was perfect for our weekend stay. It is super clean & updated. The beds and living room sofa were very comfortable. Andrea has thought of everything in supplying the extras that you might need! Will definitely stay here again!"
The price is CA $361
CA $443 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Big River Escape Parkside Bungalow

3.0 star property
The price is CA $237
CA $265 total
includes taxes & fees
Aug 25 - Aug 26
Big River Escape Parkside Bungalow

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!

The Broadway Exchange

9.8 out of 10, Exceptional, (29)
"We had a great time staying here. Kitchen was perfect for meals with the family and so conveniently located—minutes from town and WSU! Beds were comfy and very cozy sheets and blankets. Will absolutely stay here again!"
The Broadway Exchange

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (130)
"It was very comfortable house to stay in snd share our time together. "
The price is CA $400
CA $663 total
includes taxes & fees
Sep 2 - Sep 3
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 $127
CA $134 total
includes taxes & fees
Aug 24 - Aug 25
Big River Escape Riverside Cabins

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (83)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is CA $174
CA $222 total
includes taxes & fees
Aug 29 - Aug 30
The Bungaleau 1 Bedroom House In Cute Rivertown

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (79)
"Great place!!"
Cabin on the Mississippi River

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"We enjoyed taking it easy watching some movies and crafting together for the weekend."
The price is CA $225
CA $276 total
includes taxes & fees
Aug 24 - Aug 25
The Hen House Retreat - A Comfortable Place to Roost

Blue Way Inn and Suites Lacrosse - 2 Queen Bed Non Smoking

8.0 out of 10, Very good, (1)
"The property is in the process of renovaton. The staff were helpful to deliver the needs of myself and my granddaughter and for that we are greatful."
The price is CA $92
CA $132 total
includes taxes & fees
Aug 24 - Aug 25
Blue Way Inn and Suites Lacrosse - 2 Queen Bed Non Smoking

Toddy's Cabin

10.0 out of 10, Exceptional, (116)
"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

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (391)
"Very nice cabin, with fantastic views "
Heritage hideaway-Secluded Log Cabin

Fountain City Loft, hot tub, river views

10.0 out of 10, Exceptional, (24)
"We enjoyed the accommodations. Would highly recommend."
Fountain City Loft, hot tub, river views

Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

10.0 out of 10, Exceptional, (160)
"Truly enjoyed our time here- perfect gathering spot for family and friends. Clean, comfortable, and great location for day trips. Loved the upper level kitchen, pool, darts, game room! "
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

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

10.0 out of 10, Exceptional, (148)
"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

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (39)
"Beautiful house and wonderful host. Close to downtown where all the fun is!"
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

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.
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?

Fountain City Loft, hot tub, river views: This vacation home rental outside of Winona is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Winona?

Expedia has 15 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.