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Winona Vacation Rentals

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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
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, (327)
"This is a great place to stay and get away from it all. Plus the trout fishing is amazing."
Heritage hideaway-Secluded Log Cabin
Property grounds
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, (21)
"This property was very nicely kept and accurately described on the website. The space could easily accommodate the number of people that it says can sleep there. The large deck area and lots of seating allowed for enjoyment of the view of the river. Trains do pass by frequently throughout the day. Overall, enjoyed the space and owner was accommodating with checkin and out."
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
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Interior
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, (65)
"The lodge is spacious, clean and well equipped. The view is magnificent."
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Exterior
Root River Valley Cabin ~ Lanesboro, MN
10.0 out of 10, Exceptional, (259)
"Our stay at the cabin was very nice, everything we could have asked for. Too bad the fishing wasn’t a little better. 😉"
Root River Valley Cabin ~ Lanesboro, MN
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!
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.
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."
The price is CA $340
CA $557 total
includes taxes & fees
May 24 - May 25
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
TV, fireplace
Toddy's Cabin
10.0 out of 10, Exceptional, (70)
"This is our new place whenever we come visit our daughter in college. Great location, very peaceful and private. All in all this was amazing place to stay at."
Toddy's Cabin
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."
The price is CA $130
CA $278 total
includes taxes & fees
Jun 6 - Jun 7
Great 1 Bedroom unit with easy access to everything
Cabin, 2 Bedrooms | Private kitchen
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 CA $201
CA $213 total
includes taxes & fees
May 27 - May 28
Big River Escape Riverside Cabins
Smart TV, fireplace
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
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
10.0 out of 10, Exceptional, (108)
"Very clean and convenient nice private backyard and plenty to do"
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
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."
The price is CA $129
CA $224 total
includes taxes & fees
May 29 - May 30
Treehouse Cabin in the Bluff Woodlands
Property grounds
Marina getaway located on the back sloughs of the mighty Mississippi.
10.0 out of 10, Exceptional, (39)
"Our stay was ABSOLUTELY FABULOUS!"
Marina getaway located on the back sloughs of the mighty Mississippi.
Exterior
Cabin on the Mississippi River
10.0 out of 10, Exceptional, (55)
"Nice location on the Mississippi River. Very relaxing. Jacuzzi tub was a plus after a day of long hiking! Highly recommend!!"
Cabin on the Mississippi River
Property grounds
Tamarack Point Homestead
10.0 out of 10, Exceptional, (12)
"This place was just perfect. Couldn’t ask for a nicer place to stay. It’s even better than described. Thank you!"
The price is CA $131
CA $167 total
includes taxes & fees
Jun 3 - Jun 4
Tamarack Point Homestead
Exterior
A fully equipped home overlooking Mississippi River in a charming river town
10.0 out of 10, Exceptional, (36)
"Very pretty area."
A fully equipped home overlooking Mississippi River in a charming river town
Beach
Studio apartment overlooking the beautiful Mississippi River
10.0 out of 10, Exceptional, (88)
"Great location and amenities. Works great for us to stay here and the owners are very friendly and accommodating"
Studio apartment overlooking the beautiful Mississippi River
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

Lunch and dinner served, American cuisine
The Plaza Hotel & Suites Winona
3.0 star property
9.0 out of 10, Wonderful, (960)
"Great location! Our grandkids really enjoyed the pool and the breakfast."
The price is CA $192
CA $213 total
includes taxes & fees
May 26 - May 27
The Plaza Hotel & Suites Winona
Lobby
Express Suites Riverport Inn & Suites
3.0 star property
8.4 out of 10, Very good, (1003)
"The staff went above and beyond. We had issues with the room above us and offered to move us to another room. "
The price is CA $150
CA $167 total
includes taxes & fees
May 27 - May 28
Express Suites Riverport Inn & Suites
Dining
Super 8 by Wyndham Winona MN
2.0 star property
7.4 out of 10, Good, (865)
"For a Super 8, it was really nice. Recently updated and clean. Sadly their continental breakfast didn't start early enough to to grab anything. "
The price is CA $85
CA $95 total
includes taxes & fees
Jun 16 - Jun 17
Super 8 by Wyndham Winona MN
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona vacation rentals we have selected for you start as low as CA $129 per night. Entering your travel dates in the search wizard 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.

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

The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs : This vacation home rental outside of Winona is located on a river and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 verified reviews

Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

5/5 Excellent
Good hotel
"A very nice hotel at the north end of town. "
A verified traveller stayed at Country Inn & Suites by Radisson, La Crosse, WI
Posted 16 hours ago
Country Inn & Suites by Radisson, La Crosse, WI