Photo by Kirsten

Winona Holiday Rentals

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Check prices for these dates

Tonight
22 Apr - 23 Apr
Tomorrow
23 Apr - 24 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Holiday Rentals in Winona

The Broadway Exchange
Exterior

The Broadway Exchange

10.0 out of 10, Exceptional, (24)
"The owners are very timely in their communication. The home is always clean and has things to do (books, games) and information about what is going on around town. While my kids all have their own space, the house lends itself to hanging out and enjoying each other's company! I love that house is updated, but still retains some original craftmanship and charm."
The Broadway Exchange
Family friendly in the peaceful heart of town
Property grounds

Family friendly in the peaceful heart of town

10.0 out of 10, Exceptional, (88)
"Beautiful house, close to the lake. Had everything you could need."
Family friendly in the peaceful heart of town
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (123)
"It was very comfortable house to stay in snd share our time together. "
The price is HK$2,173
HK$3,624 total
includes taxes & fees
24 Apr - 25 Apr
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Creekside Cabin Getaway
Property grounds

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (104)
"Weather was better than good for autumn in Minnesota, lots of trails to walk, only disappointment was the main reason we went down, to check out the Maritime Art Museum, not impressed."
Creekside Cabin Getaway
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Outdoor spa tub

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

2.0 star property
10.0 out of 10, Exceptional, (6)
"Super cozy house for getaway. Has everything needed to be entertained"
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Unique location close to downtown Winona-perfect for our family gathering!"
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Big River Escape Riverside Cabins
In-room dining

Big River Escape Riverside Cabins

3.0 star property
9.0 out of 10, Wonderful, (28)
"Great location. We are here for fishing the river. We would so stay here again! Very nice! River Ratze bar and restaurant was nice! And SO close!"
The price is HK$928
HK$979 total
includes taxes & fees
11 May - 12 May
Big River Escape Riverside Cabins
Root River Valley Cabin ~ Lanesboro, MN
Fridge, microwave, oven, stovetop

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (300)
"We enjoyed staying here to fish the beautiful streams of the Driftless area. It was a nice quiet location still close to Lanesboro."
Root River Valley Cabin ~ Lanesboro, MN
Heritage hideaway-Secluded Log Cabin
2 bedrooms, travel cot, free WiFi, bed sheets

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (366)
"We had a very lovely weekend stay at this cabin. It was very easy to access many different state parks from the area and the property itself was very beautiful. "
Heritage hideaway-Secluded Log Cabin
Bluffside cottage with gorgeous river views
Property grounds

Bluffside cottage with gorgeous river views

10.0 out of 10, Exceptional, (26)
"Very clean, great views, beautiful interior "
Bluffside cottage with gorgeous river views
Riverfront Twin Home
Fireplace

Riverfront Twin Home

10.0 out of 10, Exceptional, (22)
"Great place. Close to trails. Very clean. "
The price is HK$1,164
HK$2,552 total
includes taxes & fees
4 May - 5 May
Riverfront Twin Home
River Front Property
Fridge, microwave, oven, stovetop

River Front Property

10.0 out of 10, Exceptional, (87)
"We stayed at a wonderful Vrbo right on the river. It was a beautiful 3 bedroom flat with a 4 season room and a large deck. It had a stairway down to a fishing pier. We got there and it was 80 degrees. Beautiful fishing weather. We caught some walleye and perch. The next day the weather was horrrible. We couldn’t fish much but enjoyed the rental immensely. It is great for fishing, relaxing and so much more!! "
River Front Property
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

9.6 out of 10, Exceptional, (20)
"This was a perfect place for my family and two dogs. Comfortable accommodations that met our needs."
The price is HK$760
HK$1,053 total
includes taxes & fees
24 Apr - 25 Apr
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Toddy's Cabin
TV, fireplace

Toddy's Cabin

10.0 out of 10, Exceptional, (103)
"Very nice "
Toddy's Cabin
Within walking distance of all the amenities! Bike the trail~ float the river
Exterior

Within walking distance of all the amenities! Bike the trail~ float the river

10.0 out of 10, Exceptional, (11)
"We all talked about how clean and relaxing the home was…very clean, updated, well stocked and awesome location. "
Within walking distance of all the amenities! Bike the trail~ float the river
Enjoy this newly remodeled house located on Lake Onalaska.
Fridge, microwave, oven, stovetop

Enjoy this newly remodeled house located on Lake Onalaska.

10.0 out of 10, Exceptional, (114)
"Perfect little cabin for a getaway with beautiful views. Quiet neighborhood away from the city but close enough to everything we needed. Great communication with hosts. Would stay here again! "
Enjoy this newly remodeled house located on Lake Onalaska.
Downtown La Crosse Modern Flat Rental
Fridge, microwave, oven, stovetop

Downtown La Crosse Modern Flat Rental

9.4 out of 10, Exceptional, (55)
"This was an excellent location with many walkable restaurants, bars, etc. It was a large, clean, comfortable space and will definitely consider staying here again!"
Downtown La Crosse Modern Flat Rental
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (3)
"The house was beautiful and very clean! Great view also! The only problem we had was that the air conditioner wasn't working but i was able to communicate with Dan. The shuffle board game was really fun! Will stay here again!"
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Urban Cottage
3 bedrooms, desk, free WiFi, bed sheets

Urban Cottage

9.6 out of 10, Exceptional, (18)
"Reading/relaxing mom’s weekend. Loved the various seating areas for varied scenery for reading and chatting. Great decor felt super homey. Would definitely stay again. "
Urban Cottage
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Exterior

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

10.0 out of 10, Exceptional, (134)
"We are ttwo families who visit La Crosse often and usually stay in hotel. This was so much better. The house is clean and comfortable. We definitely will be staying again. See you soon!!!!"
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
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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Other types of properties in Winona you may be interested in

AmericInn by Wyndham Winona
Exterior

AmericInn by Wyndham Winona

2.5 star property
9.0 out of 10, Wonderful, (777)
"It was very well maintained and spacious "
The price is HK$1,009
HK$1,126 total
includes taxes & fees
11 May - 12 May
AmericInn by Wyndham Winona
Express Suites Riverport Inn & Suites
Lobby

Express Suites Riverport Inn & Suites

3.0 star property
8.6 out of 10, Excellent, (1000)
"Car for bed"
The price is HK$853
HK$953 total
includes taxes & fees
23 Apr - 24 Apr
Express Suites Riverport Inn & Suites
The Plaza Hotel & Suites Winona
Blackout curtains, iron/ironing board, free cots/infant beds

The Plaza Hotel & Suites Winona

3.0 star property
8.8 out of 10, Excellent, (1002)
"It was ok"
The price is HK$931
HK$1,039 total
includes taxes & fees
23 Apr - 24 Apr
The Plaza Hotel & Suites 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.

Frequently asked questions

Can I find holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Winona has to offer?

River Front Property : This holiday home rental outside of Winona is located on a river, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Winona?

Expedia has 13 holiday rentals for your stay in Winona.

What can I see and do in Winona?

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

What are holiday rentals like in Winona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winona. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.