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Winona Holiday Rentals

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Holiday Rentals in Winona

Creekside Cabin Getaway
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
Heritage hideaway-Secluded Log Cabin
Exterior
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, (329)
"We had the BEST most PEACEFUL time staying here and driving around the beautiful country sides, visits the adorable towns, buying Amish wares and listening to the tree frogs at night. The cabin is serene, with charm, rustic details and all the amenities you could need from cookware to lots of cozy linens. The beds and pillows were great and the view is, just the absolute best. WE. WILL. BE. BACK! *not to threaten the hosts with the bold text, but we just cannot wait!"
Heritage hideaway-Secluded Log Cabin
Root River Valley Cabin ~ Lanesboro, MN
Exterior
Root River Valley Cabin ~ Lanesboro, MN
10.0 out of 10, Exceptional, (261)
"Wonderful log house a little secluded but easy access to restaurants and trail. Very well stocked and comfortable. Will be back next year!"
Root River Valley Cabin ~ Lanesboro, MN
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Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
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!
A fully equipped home overlooking Mississippi River in a charming river town
Beach/ocean view
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
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Private kitchen
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8.2 out of 10, Very good, (10)
"Location cannot be beat. Cooperation with Hirsch was wonderful. Beautiful bayfront location."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Toddy's Cabin
TV, fireplace
Toddy's Cabin
10.0 out of 10, Exceptional, (73)
"Being birders, we were sold when we arrived and saw five different species of birds right away. Toddy's met our expectations for cleanliness, communication with the owner, accuracy of description, comfortable beds temperature controls. Above and beyond that, Toddy's Cabin stands out because it is such a comfortable place to be. For hanging out there is the firepit, the porch and the living room with comfy chair and a fireplace."
Toddy's Cabin
Marina getaway located on the back sloughs of the mighty Mississippi.
Property grounds
Marina getaway located on the back sloughs of the mighty Mississippi.
10.0 out of 10, Exceptional, (40)
"This VRBO in La Crosse, WI is hands down the best VRBO we have every stayed at. Emily was a wonderful host. Location was great. We will definetly be returning. We highly recommend this VRBO. Thank you!"
Marina getaway located on the back sloughs of the mighty Mississippi.
Treehouse Cabin in the Bluff Woodlands
Exterior
Treehouse Cabin in the Bluff Woodlands
9.6 out of 10, Exceptional, (7)
"The cabin was actually nicer than the pictures gave them credit for. The beds and couch were very comfortable. The bathrooms were much nicer than expected. Both the cabin and the bathrooms were very clean. The grounds around the cabin really needed a good mowing. It would have been helpful if firepit tools for moving hot logs or cleaning out old charred pieces of wood were provided. Not something we have to bring with us. "
The price is AU$250
per night
4 June - 5 June
Treehouse Cabin in the Bluff Woodlands
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
Beach towels
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
10.0 out of 10, Exceptional, (129)
"Thisw was our second stay at this venue. We loved everything from the kitchen to game room . It was everything we could ask for. Thank you to Chris. Nancy Oman"
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
Big River Escape Riverside Cabins
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 AU$234
per night
4 June - 5 June
Big River Escape Riverside Cabins
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Property grounds
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, (23)
"We came into the house and were blown away at the cleanliness of the area. The views were just amazing and the area the house is located is just the cutest thing! We will be more than lucky to have a chance to stay here again!"
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Pet-friendly Bohemian Bungalow conveniently located in South La Crosse.
Private kitchen
Pet-friendly Bohemian Bungalow conveniently located in South La Crosse.
10.0 out of 10, Exceptional, (13)
"The house was exactly as advertised. Great communication. Would definitely book again."
The price is AU$320
per night
27 June - 28 June
Pet-friendly Bohemian Bungalow conveniently located in South La Crosse.
Great 1 Bedroom unit with easy access to everything
Beach
Great 1 Bedroom unit with easy access to everything
9.6 out of 10, Exceptional, (35)
"Great property. Was surprised it was part of a duplex, but was not an issue."
The price is AU$307
per night
5 June - 6 June
Great 1 Bedroom unit with easy access to everything
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
Property grounds
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
10.0 out of 10, Exceptional, (20)
"We really enjoyed our stay. Home was very clean and nicely decorated. It had everything we needed!"
Newly remodeled, multifunctional, secluded retreat w/ views of Mississippi River
Studio apartment overlooking the beautiful Mississippi River
Beach
Studio apartment overlooking the beautiful Mississippi River
10.0 out of 10, Exceptional, (89)
"Everything about the stay was great! Beautiful view from the house. House was very clean with all the amenities we needed and more. Home owners were super friendly and helpful as well. We were traveling for a fishing tournament and parking a boat/truck and plugging in to keep the batteries charged was no problem at all."
Studio apartment overlooking the beautiful Mississippi River
'RiverSong' Waterfront La Crosse Home w/ Dock
Fridge, microwave, stovetop, dishwasher
'RiverSong' Waterfront La Crosse Home w/ Dock
10.0 out of 10, Exceptional, (67)
"Well managed property with privacy and the mighty Mississippi River. Very convenient for kayaking."
'RiverSong' Waterfront La Crosse Home w/ Dock
Cabin on the Mississippi River
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
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Game room
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
8.8 out of 10, Excellent, (10)
"Great place to stay, worked out perfect for our family."
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Walking distance of all amenities of Lanesboro! Bike the trail~ float the river
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
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

The Plaza Hotel & Suites Winona
Lunch and dinner served, American cuisine
The Plaza Hotel & Suites Winona
3.0 star property
9.0 out of 10, Wonderful, (971)
"Everything was fine"
The price is AU$243
per night
4 June - 5 June
The Plaza Hotel & Suites Winona
Express Suites Riverport Inn & Suites
Lobby
Express Suites Riverport Inn & Suites
3.0 star property
8.6 out of 10, Excellent, (1005)
"Had to get another room cuz the tub wouldn't drain. Staff was very nice and helpful. Easy room change. Construction going on...but overall pleased. 🙂"
The price is AU$184
per night
9 June - 10 June
Express Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN
Dining
Super 8 by Wyndham Winona MN
2.0 star property
7.4 out of 10, Good, (870)
"This Super 8 was clean & the employees were very nice. I stayed 2 nights and the key worked perfectly. It was very quiet and very comfortable. "
The price is AU$102
per night
2 July - 3 July
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winona holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as AU$234 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday 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 holiday.

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 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?

Entire high-quality lodge well equipped and tranquil - See ALBINO deer!: This holiday home rental outside of Winona is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winona?

Expedia has 10 holiday 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 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.

Recent reviews of Winona properties
Expedia verified reviews

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

5/5 Excellent
"Repeat guest, always a good stay."
A verified traveller stayed at AmericInn by Wyndham Winona
Posted 11 hours ago
AmericInn by Wyndham Winona