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Winona Vacation Rentals

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Vacation Rentals in Winona

Family Cottage, Park View | Private kitchen
Big River Escape Parkside Bungalow
Big River Escape Parkside Bungalow
3.0 star property
$201 nightly
The price is $224
Nov 4 - Nov 5
Total with taxes and fees
Big River Escape Parkside Bungalow
Fridge, microwave, oven, stovetop
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
10.0 out of 10, Exceptional, (24)
"The home was perfect for 3 adults needing 3 bedrooms in a quiet location in a safe neighborhood! Very cute house, nicely appointed with everything we needed (and more)!"
United States
LeAnne L.
$297 nightly
The price is $320
Nov 4 - Nov 5
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Exterior
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Charming Brick Farmhouse with a Touch of Elegance. -Winona
10.0 out of 10, Exceptional, (134)
"It was very comfortable house to stay in snd share our time together. "
United States
Peggy M.
$364 nightly
The price is $392
Nov 4 - Nov 5
Total with taxes and fees
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
10.0 out of 10, Exceptional, (19)
"It was a wonderful stay with a nice and helpful host! Place was clean and well maintained. "
United States
enforcer1219
$171 nightly
The price is $184
Nov 4 - Nov 5
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Big River Escape Riverside Cabins
Big River Escape Riverside Cabins
3.0 star property
9.2 out of 10, Wonderful, (38)
"The staff went above and beyond my expectations!!!!!! The camper was clean and comfortable. Great location for a get away. Would HIGHLY recommend! "
United States
Kerri
$116 nightly
The price is $123
Nov 6 - Nov 7
Total with taxes and fees
Big River Escape Riverside Cabins
In-room dining
Big River Escape Grandview Manse
Big River Escape Grandview Manse
3.0 star property
10.0 out of 10, Exceptional, (3)
"First time renting a property. Enjoyed it tremendously. Enjoyed the beautiful scenery. Grandchildren enjoyed time together with cousins in the large room with multiple beds so they could spend quality time together, Papa, Granny, brother, sister & spouses enjoyed the wonderful deck area for relaxing and viewing the river. Great communication with property manager too! Highly recommend! "
United States
Kristine
$345 nightly
The price is $370
Nov 4 - Nov 5
Total with taxes and fees
Big River Escape Grandview Manse
Interior
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
2.0 star property
10.0 out of 10, Exceptional, (13)
"Beautiful property for a stay. This property was spacious, clean and so beautifully decorated. Our only regret is that we weren’t staying longer."
United States
Heidi
$285 nightly
The price is $305
Nov 5 - Nov 6
Total with taxes and fees
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Property grounds
Tamarack Point Homestead
Tamarack Point Homestead
10.0 out of 10, Exceptional, (30)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
United States
Luke H.
$111 nightly
The price is $117
Nov 4 - Nov 5
Total with taxes and fees
Tamarack Point Homestead
Dining
Warm and Cozy Upstairs Apartment
Warm and Cozy Upstairs Apartment
9.4 out of 10, Exceptional, (14)
"Very clean and quaint, along with the convenient location."
United States
Mark W.
$153 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
Warm and Cozy Upstairs Apartment
Exterior
Treehouse Cabin in the Bluff Woodlands South
Treehouse Cabin in the Bluff Woodlands South
10.0 out of 10, Exceptional, (12)
"The cabin was nice and homey! Bathrooms were clean. The location was perfect, not too far from the city and nearby a state park for outdoor activities. Recommend for small groups of 2-4. "
United States
Anny X.
$153 nightly
The price is $165
Nov 12 - Nov 13
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands South
Exterior detail
The Hen House Retreat - A Comfortable Place to Roost
The Hen House Retreat - A Comfortable Place to Roost
9.8 out of 10, Exceptional, (87)
"Our stay was fantastic, it was very clean with fun decor. We had a great time using the firepit."
United States
Trevor B.
$185 nightly
The price is $199
Nov 4 - Nov 5
Total with taxes and fees
The Hen House Retreat - A Comfortable Place to Roost
Fridge, microwave, oven, stovetop
Downtown La Crosse Modern Flat
Downtown La Crosse Modern Flat
9.8 out of 10, Exceptional, (47)
"Great place, clean and well furnished. This was a great location for us! "
United States
Jeriamy J.
Downtown La Crosse Modern Flat
Smart TV
Hokah Ohana House: Historic charm, Modern updates
Hokah Ohana House: Historic charm, Modern updates
10.0 out of 10, Exceptional, (29)
"Nicely decorated, light and bright apartment in quiet town but close to La Crosse. We really enjoyed our getaway there"
United States
Anonymous traveler
$174 nightly
The price is $186
Nov 4 - Nov 5
Total with taxes and fees
Hokah Ohana House: Historic charm, Modern updates
Fridge, microwave, oven, stovetop
Mid-Century Cozy Home | UW Adjacent
Mid-Century Cozy Home | UW Adjacent
9.4 out of 10, Exceptional, (31)
"Lovely atmosphere- great location. It was perfect for our family getaway to visit our son in college."
United States
Lynn M.
$369 nightly
The price is $425
Nov 4 - Nov 5
Total with taxes and fees
Mid-Century Cozy Home | UW Adjacent
TV, fireplace
Riverfront Twin Home
Riverfront Twin Home
10.0 out of 10, Exceptional, (41)
"Great property with all needed amenities and right on the river! The property worked perfectly for our family get away"
United States
Amy K.
$265 nightly
The price is $305
Nov 9 - Nov 10
Total with taxes and fees
Riverfront Twin Home
Living area
Great River Road - Victorian Historic Home (1898)
Great River Road - Victorian Historic Home (1898)
9.2 out of 10, Wonderful, (5)
"Great house for our family group of 12. The kitchens were well stocked for cooking, which we did a lot of. The house was very comfortably furnished. It was easy to gather as a large group in the family room or dining room, but also lots of space to be by one's self. The last morning of our stay, we all ended up in the front room just talking before we left."
United States
Marlene S.
$796 nightly
The price is $840
Nov 9 - Nov 10
Total with taxes and fees
Great River Road - Victorian Historic Home (1898)
Private kitchen
Jake's Place
Jake's Place
9.8 out of 10, Exceptional, (7)
"Was so much better than the large groups of people at motels and quit"
United States
Jimmy S.
$246 nightly
The price is $283
Nov 9 - Nov 10
Total with taxes and fees
Jake's Place
Fridge, microwave, oven, stovetop
Spacious 4-bedroom home in Trempealeau, WI
Spacious 4-bedroom home in Trempealeau, WI
9.6 out of 10, Exceptional, (4)
"Perfect for our visit. The host is responsive and accommodating. House was clean and spacious, and had everything needed. The beds were comfortable. Steps away from Parrot State Park walking trail. A quick drive takes you to a cute little downtown area with plenty of options for a drink or lunch. We had a nice dinner at Sullivans Supper Club. Would stay again. Was so glad we could bring our pup! Thank you. "
United States
Sonia H.
$389 nightly
The price is $430
Nov 4 - Nov 5
Total with taxes and fees
Spacious 4-bedroom home in Trempealeau, WI
Property grounds
French Island w/Hot Tub, Kayak, Lake View, EV
French Island w/Hot Tub, Kayak, Lake View, EV
10.0 out of 10, Exceptional, (18)
"Everything was great and great location"
United States
Joe M.
$291 nightly
The price is $315
Nov 5 - Nov 6
Total with taxes and fees
French Island w/Hot Tub, Kayak, Lake View, EV
Terrace/patio
Treehouse Cabin in the Bluff Woodlands
Treehouse Cabin in the Bluff Woodlands
9.8 out of 10, Exceptional, (15)
"Great location with privacy. Hopefully it stays that way. Beautiful nature and whitewater state park 3 minutes away is spectacular!! Recommended!!"
United States
Karl Y.
$153 nightly
The price is $165
Nov 9 - Nov 10
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands
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

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

10/10 Excellent
"The breakfast was acceptable except it did not include scambled eggs or sausage."
Nelsen 5-night trip
Posted 3 days ago
Super 8 by Wyndham Winona MN

Find out more about Winona

Everything you need to know about Winona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : Visitors give good reviews to this Winona vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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 selection of games and a hot tub.

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 Aghaming Park And Preserve 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.