Photo by Kirsten

Winona Vacation Rentals

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Vacation Rentals in Winona

Property grounds
Creekside Cabin Getaway
9.4 out of 10, Exceptional, (94)
"We enjoyed our time here. Close to main roads and close to the State Parks for great sight seeing."
Creekside Cabin Getaway
Exterior
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
9.8 out of 10, Exceptional, (69)
"Loved the original furniture and decor. Signe was very available if I needed anything. We had a rehearsal dinner and everyone loved the home."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
Interior
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, (64)
"This place is amazing, if you’re looking for a getaway in the middle of no where this is the place to go. The owners had some great recommendations and they even have a book with all the nearby places to checkout. I’ll be staying here again in the future!"
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, (326)
"We love our little “home away from home” you have provided. Thanks so much. We will be back."
Heritage hideaway-Secluded Log Cabin
Exterior
Walking distance of all amenities of Lanesboro! Bike the trail~ float the river
Walking distance of all amenities of Lanesboro! Bike the trail~ float the river
Private kitchen
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8.4 out of 10, Very Good, (9)
"Average place. Fairly clean, ok beds, tiny, cheap living room furniture. I see reviews from 6 months ago about the broken railing, still not fixed. Even worse is the wood railing behind the house. Someone is going to get hurt. Reasonable price, got what we paid for."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Exterior
Root River Valley Cabin ~ Lanesboro, MN
10.0 out of 10, Exceptional, (259)
"Root River Valley Cabin is amazing, and the owners make it so easy to check in. It's always clean, well-appointed, and close to so many activities. I would recommend this cabin to anyone that is interested. Thank you again for another great trip!"
Root River Valley Cabin ~ Lanesboro, MN
Beach
Great 1 Bedroom unit with easy access to everything
9.6 out of 10, Exceptional, (34)
"Great property. Was surprised it was part of a duplex, but was not an issue."
Great 1 Bedroom unit with easy access to everything
Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Big River Escape Riverside Cabins
3.0 star property
9.4 out of 10, Exceptional, (16)
"We stayed in the Bear cabin which was very clean upon arrival and welcoming. The patio has a table and chairs outside which was very helpful as we forgot our camping chairs! Every interaction with the owners was very friendly and helpful. Grills look nice but could use a little TLC. Making sure they have a full tank and that they are working. Between two nearby we couldn't get them going. They had extra propane tanks but by the time we realized we were too hungry and cooked inside instead. One...
The price is $147
$156 total
includes taxes & fees
23 May - 24 May
Big River Escape Riverside Cabins
Property grounds
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, (20)
"Rented this property for a girls weekend and everything was great! The house was clean, well stocked with everything and location was perfect!"
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Exterior
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
10.0 out of 10, Exceptional, (107)
"This property is a great option to host friends or family in La Crosse! Our group was all alumni and we decided to come back to town for the beer wine and cheese fest. The house was bigger than expected, it had a great yard, the kitchen and bathrooms were well stocked, and it was a walkable distance from downtown. Not to mention affordable, especially compared to hotel prices during event weekends. We will definitely be staying here again for future alumni get togethers."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Smart TV, DVD player, books
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
10.0 out of 10, Exceptional, (3)
"Everything was great and as expected. We showed up late in the dark and the lights were turned on for us. The place is quite large - there were 4 of us and room for more. Everything was clean and comfortable. Definitely would stay again."
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
Property grounds
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
10.0 out of 10, Exceptional, (16)
"The cabin and property were beautiful. Everything was exceptionally clean and newly renovated. It had a fully stocked kitchen and then some. The option to be downstairs with the patio doors leading outside or staying in on the screened in porch was awesome. When we visited it was rainy so to have the screened in porch was great. We still felt like we were out in nature and not stuck indoors. It was very peaceful. We can’t wait to go back."
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
Private kitchen | Fridge, microwave, oven, stovetop
Secluded luxury House in the Hills w/king bed
10.0 out of 10, Exceptional, (14)
"Six women, who met at UW-LaCrosse 50+ years ago, decided to spend a weekend together celebrating our 70th birthdays. The location was perfect for our activities: visiting UWL, going up Granddad's Bluff, having food & beverages and shopping in Downtown and visiting the Riverwalk. The house was very clean and quiet! Would definitely stay here again! There were no surprises. The house looks exactly as pictured!"
Secluded luxury House in the Hills w/king bed
Exterior
Treehouse Cabin in the Bluff Woodlands
9.8 out of 10, Exceptional, (6)
"Easy, simple, glamping treehouse in the woods. Perfect. Coffee, popcorn great towels, super and nice little bath house."
Treehouse Cabin in the Bluff Woodlands
Exterior
Cabin on the Mississippi River
10.0 out of 10, Exceptional, (54)
"Very relaxing"
Cabin on the Mississippi River
Property grounds
Tamarack Point Homestead
10.0 out of 10, Exceptional, (11)
"This place was very clean and spacious. Well stocked kitchen and comfy furniture to relax on. It was very fun staying on the farm. I really enjoyed watching the chickens and rooster from the deck. The property was also decorated very nicely for the fall season. I would highly recommend staying here."
Tamarack Point Homestead
Property grounds
Cozy, quaint, and charming 3 bedroom near campuses
9.8 out of 10, Exceptional, (8)
"Met expectations"
Cozy, quaint, and charming 3 bedroom near campuses
Fridge, microwave, stovetop, dishwasher
'RiverSong' Waterfront La Crosse Home w/ Dock
10.0 out of 10, Exceptional, (66)
"We had a wonderful stay at River Song. The area is peaceful with access to the river for fishing and boating. Doug and Liz have a very clean and organized VRBO. We would definitely stay again."
'RiverSong' Waterfront La Crosse Home w/ Dock
TV, fireplace
Toddy's Cabin
10.0 out of 10, Exceptional, (68)
"Cabin was very warm/welcoming. Had everything you would need. We loved our stay, while visiting our college kids in Winona. A+"
Toddy's Cabin
Don't see what you're looking for?
See all available properties in Winona
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.

Other types of properties in Winona you may be interested in

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 CNY681 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.

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.

How many vacation rentals are there in Winona?

Expedia has 10 vacation rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Great River Bluffs State Park and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Pickwick Mill. While here, Lake Lodge Recreation Center and Lake Park 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.

Recent reviews of Winona properties
Expedia 亿客行 verified reviews