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Winona Holiday Rentals

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Holiday Rentals in Winona

The Broadway Exchange
9.8 out of 10, Exceptional, (18)
"Comfy beds. Good gathering spaces…living room, kitchen island, dining room. Outdoor space too. "
The Broadway Exchange
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
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, (357)
"My wife and I stayed here a few years ago and loved everything about this place, so when the opportunity came for me to take a vacation on my own, I knew where I was going. It's so nuce how quuet and secluded it is here. You'll have basically everything you need for a nice stay here. "
Heritage hideaway-Secluded Log Cabin
Root River Valley Cabin ~ Lanesboro, MN
10.0 out of 10, Exceptional, (290)
"The house was perfect for our group! Plenty of space to hang out together and space to get away. The house had everything we needed for a relaxing and comfortable getaway! "
Root River Valley Cabin ~ Lanesboro, MN
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8.4 out of 10, Very good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Toddy's Cabin
10.0 out of 10, Exceptional, (94)
"Mom and I wanted a a cabin to just decompress and this is it. Just a small cabin with the essentials and I could bring my dogs with. Would come back and recommend. "
Toddy's Cabin
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
10.0 out of 10, Exceptional, (42)
"It is conveniently located; excellent hosts; property is great."
The price is AU$312
includes taxes & fees
19 Nov - 20 Nov
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
Enjoy this newly remodeled house located on Lake Onalaska.
10.0 out of 10, Exceptional, (109)
"Quiet, cozy, clean, easy to locate and in centet of all towns, trails and parks."
Enjoy this newly remodeled house located on Lake Onalaska.
Treehouse Cabin in the Bluff Woodlands
9.6 out of 10, Exceptional, (9)
"Absolutely loved this cabin stay for our family! Clean, quick drive to whitewater state park for day adventures, and so nice to come back and enjoy the time at the cabin. Bathrooms were great and clean! Nice to have running warm water for our toddler along for the trip. Will definitely be considering booking again! :)"
The price is AU$257
includes taxes & fees
18 Nov - 19 Nov
Treehouse Cabin in the Bluff Woodlands
Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River
9.8 out of 10, Exceptional, (11)
"We spent the day exploring around Lacrosse and traveling along Hwy 35. Very comfortable accommodation ‼️"
The price is AU$224
includes taxes & fees
18 Nov - 19 Nov
Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River
Pool 8 River House , A Couples' Retreat!
10.0 out of 10, Exceptional, (51)
"Wonderful little stay on the Mississippi River. The most AMAZING sunrises to wake up to ... as well as beautiful moon rises over the river. We will definitely be back! Fun little bars in town if you wish to step out ... had a blast. Ran down to the meat market across the border in IA, and that was a hoot! Very CLEAN and had every thing you need in a kitchen to cook anything. Wonderful host!"
Pool 8 River House , A Couples' Retreat!
Historic Downtown Top Floor 2BR Apartment
9.6 out of 10, Exceptional, (15)
"We really liked being within walking distance from everything we wanted to do!"
Historic Downtown Top Floor 2BR Apartment
Marina getaway located on the back sloughs of the mighty Mississippi.
10.0 out of 10, Exceptional, (55)
"Quiet and pretty private, right on Mississippi. Well furnished and included light toiletries, snacks, games and plenty of linens for our stay."
Marina getaway located on the back sloughs of the mighty Mississippi.
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, (74)
"Great lodge at great price"
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
10.0 out of 10, Exceptional, (31)
"Just a lovely home, beautifully decorated, squeaky clean, all the amenities you could need, amazing views! "
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
Cabin on the Mississippi River
10.0 out of 10, Exceptional, (65)
"We enjoyed our stay at this get away on the river. It was very relaxing. The cabin has everything you would need. The screened in porch was fantastic. Loved watching the birds and the barges going up and down the river. Looking forward to our next visit."
Cabin on the Mississippi River
Studio apartment overlooking the beautiful Mississippi River
10.0 out of 10, Exceptional, (105)
"My daughter and I were pleasantly surprised! This apartment was bigger and a lot nicer than what we were expecting! It was clean and the beds were so comfortable! We were out hiking all day and loved coming back here and putting our feet up to watch some TV and relax at night. "
Studio apartment overlooking the beautiful Mississippi River
Luxury loft condo downtown La Crosse!
9.8 out of 10, Exceptional, (47)
"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!
Big River Escape Riverside Cabins
3.0 star property
9.0 out of 10, Wonderful, (23)
"Uniquely different property. Appears to be a Nice set up for hunters/fishermen. A little deceiving listing as it is not on the water. You can see the River and a short walk across the road to the dock but not on the River. It is in a residential area. "
The price is AU$262
includes taxes & fees
1 Dec - 2 Dec
Big River Escape Riverside Cabins
Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included
10.0 out of 10, Exceptional, (20)
"This was a great location to visit my son who attends UW La Crosse. The house had everything we needed and much more. "
The price is AU$619
includes taxes & fees
19 Nov - 20 Nov
Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included
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

Express Suites Riverport Inn & Suites
3.0 star property
8.4 out of 10, Very good, (1003)
"We stayed one night during our anniversary trip. Bed was super comfy, quiet and restaurant had great food. Breakfast was just ok, biscuits and gravy were good. Staff was super friendly. Would definitely stay there again"
The price is AU$172
includes taxes & fees
18 Nov - 19 Nov
Express Suites Riverport Inn & Suites
The Plaza Hotel & Suites Winona
3.0 star property
8.8 out of 10, Excellent, (1000)
"Our team stayed here over the weekend of Nov 1-3. We liked the quiet hours rule at 10pm because we had early games. We also like that the hotel promptly dealt with the other team staying there when their players were running the halls and knocking on doors. We appreciate the quick attention to that. The pool area was great and the attached restaurant with a lunch buffet was great for the team! Thank you so much for the hospitality! "
The price is AU$207
includes taxes & fees
1 Dec - 2 Dec
The Plaza Hotel & Suites Winona
Super 8 by Wyndham Winona MN
2.0 star property
7.4 out of 10, Good, (950)
"Very quiet, clean well stocked breakfast. Friendly staff"
The price is AU$110
includes taxes & fees
18 Nov - 19 Nov
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?

Bayfront Cottage is a 3 bedroom house on Richmond Bay.: This holiday home rental outside of Winona has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Lake Park and Great River Bluffs State Park, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. 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.