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Winona Holiday Rentals

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Holiday Rentals in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (120)
"Our family stayed at the Village House Inn over Christmas and it was perfect for accommodating a large group very comfortably. The location and proximity to Winona was also ideal. We will definitely be back! "
The price is AU$849
includes taxes & fees
3 Feb - 4 Feb
Charming Brick Farmhouse with a Touch of Elegance. -Winona

The Broadway Exchange

9.8 out of 10, Exceptional, (20)
"This was our third stay and we love this location. Really appreciated the holiday decorating at the residence. We love this house and it is close to locations we like to frequent. Thank you!"
The Broadway Exchange

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very large, nice place to stay for all ages"
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (362)
"In the below zero weather, we were greeted with a fire roaring in the wood burning fireplace and an immaculate and inviting log cabin well equipped for our 4-day stay. Troy checked in with us on our first afternoon to make sure all was good. It was! We thoroughly enjoyed the cozy feel of the cabin and the giant supply of wood to keep the fire burning. There was also a heater that would back up the warmth if the fire burned low overnight. We can’t wait to come again in every season!"
Heritage hideaway-Secluded Log Cabin

Big River Escape Riverside Cabins

3.0 star property
9.0 out of 10, Wonderful, (26)
"Quiet comfortable "
The price is AU$191
includes taxes & fees
3 Feb - 4 Feb
Big River Escape Riverside Cabins

River Front Property

10.0 out of 10, Exceptional, (84)
"If you’re looking for a relaxing place, that is clean, a great fishing spot, quiet, but still close to everything, this is the place for you! Owner was very nice and the home was just as explained, very clean and comfortable. "
River Front Property

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (16)
"This property offers a great space for collaboration and team building. "
The price is AU$411
includes taxes & fees
3 Feb - 4 Feb
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Toddy's Cabin

10.0 out of 10, Exceptional, (100)
"My husband, pup, and I enjoyed our stay at this cozy cabin! When we arrived, the place was warm from the fireplace and had those instant cozy vibes. The place is probably the cleanest rental that we've ever booked! Loved the rocking chairs. And the attention paid to little details was really nice--from the white noise machine in the bedroom to the dog bowls for your pup in the kitchen. It was also really nice having a decent-sized fridge and a mini stovetop! Some people have noted train noise...
Toddy's Cabin

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (294)
"2nd time we have stayed here and perfect each time "
Root River Valley Cabin ~ Lanesboro, MN

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (68)
"Amazing views, beautiful and peaceful. Loved watching the birds. The area is wonderful, and so were the hosts!"
Cabin on the Mississippi River

Bluffside cottage with gorgeous river views

10.0 out of 10, Exceptional, (21)
"So cute/quiet/clean with gorgeous views of the river!"
Bluffside cottage with gorgeous river views

Enjoy this newly remodeled house located on Lake Onalaska.

10.0 out of 10, Exceptional, (112)
"Perfect location and accommodations for week long fishing excursion for 2 guys. Cleaning station in basement was perfect! Will stay again"
Enjoy this newly remodeled house located on Lake Onalaska.

Eclectic Retro Cottage in La Crosse, Blocks away from Mississippi River

9.6 out of 10, Exceptional, (12)
"We spent the day exploring around Lacrosse and traveling along Hwy 35. Very comfortable accommodation ‼️"
The price is AU$233
includes taxes & fees
3 Feb - 4 Feb
Eclectic Retro Cottage in La Crosse, Blocks away from Mississippi River

“The Cabin” on French Island

9.0 out of 10, Wonderful, (20)
"Great location. Right across from bait shop. Plenty of room"
“The Cabin” on French Island

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

10.0 out of 10, Exceptional, (148)
"This is our 3rd time staying here. It's a great spot to come down to see our grown kid and have everyone around. Enough to do in the house to not get bored if the weather is bad. Will be back as always. "
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

2 BR, La Crosse, 2 Blocks to La Crosse Center!

9.4 out of 10, Exceptional, (51)
"The location is a great selling point, especially if ur gonna bar hop downtown La Crosse. "
The price is AU$469
includes taxes & fees
5 Feb - 6 Feb
2 BR, La Crosse, 2 Blocks to La Crosse Center!

Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

10.0 out of 10, Exceptional, (33)
"Property was exactly what we were looking for. Property was clean and well stocked! "
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River

Luxury loft condo downtown La Crosse!

9.8 out of 10, Exceptional, (50)
"We enjoyed our stay at this light-filled, comfortable and well-equipped loft. Outfitted with comfortable furniture and beds, we felt at completely at home. The spacious balcony is a great place for morning coffee and, later, a glass of wine to watch the sunset. We’ll book this loft again when we return to La Crosse. "
Luxury loft condo downtown La Crosse!

Large Secluded Country Home Minutes from Town

10.0 out of 10, Exceptional, (64)
"Comfy, clean and plenty of space for 6"
Large Secluded Country Home Minutes from Town

Charming 2-bedroom house on the Bay

The price is AU$337
includes taxes & fees
3 Feb - 4 Feb
Charming 2-bedroom house on the Bay
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

2.5 star property
9.0 out of 10, Wonderful, (756)
"Good night stay on our trip!"
The price is AU$209
includes taxes & fees
9 Feb - 10 Feb
AmericInn by Wyndham Winona

The Plaza Hotel & Suites Winona

3.0 star property
8.8 out of 10, Excellent, (1004)
"Pool is great and the suite was perfect for hosting a small gathering. Such a good stay. "
The price is AU$215
includes taxes & fees
3 Feb - 4 Feb
The Plaza Hotel & Suites Winona

Super 8 by Wyndham Winona MN

2.0 star property
7.4 out of 10, Good, (980)
"Wish there was more of a breakfast option. Very minimal. "
The price is AU$107
includes taxes & fees
3 Feb - 4 Feb
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.

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 12 holiday rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Sugar Loaf and Great River Bluffs State Park, or simply take in cultural attractions like Minnesota Marine Art Museum and Pickwick Mill. While here, Mississippi River and Winona County Courthouse 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.