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Holiday Rentals in Winona

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Holiday Rentals in Winona

Our top choices for Winona holiday rentals

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (110)
"The property was beautiful and relaxing!"
Creekside Cabin Getaway

Big River Escape Parkside Bungalow

3.0 star property
The price is €162
includes taxes & fees
9 Oct - 10 Oct
Big River Escape Parkside Bungalow

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

9.6 out of 10, Exceptional, (4)
"Unique location close to downtown Winona-perfect for our family gathering!"
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

10.0 out of 10, Exceptional, (22)
"This house was perfect for our weekend stay. It is super clean & updated. The beds and living room sofa were very comfortable. Andrea has thought of everything in supplying the extras that you might need! Will definitely stay here again!"
The price is €278
includes taxes & fees
25 Sept - 26 Sept
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (132)
"It was very comfortable house to stay in snd share our time together. "
The price is €443
includes taxes & fees
8 Oct - 9 Oct
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

10.0 out of 10, Exceptional, (43)
"Very nice house and very nice host! The cat, dogs, and goats were so great too. We had a wonderful time!"
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had a wonderful stay here. The house was extremely clean and updated and had everything we would need. We enjoyed the use of the hot tub and the view of the river. We had a very nice stay with plenty to do and see in La Crosse. We would definitely stay here again. "
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

1 Mi to Downtown: Welcoming Winona Duplex

3.5 star property
1 Mi to Downtown: Welcoming Winona Duplex

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (36)
"Beautiful stay"
The price is €97
includes taxes & fees
28 Sept - 29 Sept
Big River Escape Riverside Cabins

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"Very relaxing and chris was very accommodating to our needs. "
The price is €173
includes taxes & fees
25 Sept - 26 Sept
The Hen House Retreat - A Comfortable Place to Roost

Root River Valley Cabin ~ Lanesboro, MN

10.0 out of 10, Exceptional, (324)
"Spacious log cabin in a great location."
Root River Valley Cabin ~ Lanesboro, MN

Spacious 2-bedroom loft above the International Owl Center in Houston, MN

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property for a stay. This property was spacious, clean and so beautifully decorated. Our only regret is that we weren’t staying longer."
The price is €263
includes taxes & fees
25 Oct - 26 Oct
Spacious 2-bedroom loft above the International Owl Center in Houston, MN

River Front Property

10.0 out of 10, Exceptional, (100)
"Location was perfect! Patio was exceptional and had all the amenities we could ever need. Host had info for activities to do in the area. Location was close to the boat ramps. Would love to stay again! "
River Front Property

Cabin on the Mississippi River

10.0 out of 10, Exceptional, (83)
"Great place!!"
Cabin on the Mississippi River

Eclectic Unique Cozy 1-bedroom apartment with WiFi, AC in charming La Crosse

2.0 star property
10.0 out of 10, Exceptional, (2)
"The Hidden Gem was perfect for our stay. The apartment was clean, quiet and comfortable. Perfectly situated to may downtown attractions. Would stay here again."
The price is €166
includes taxes & fees
1 Oct - 2 Oct
Eclectic Unique Cozy 1-bedroom apartment with WiFi, AC in charming La Crosse

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (397)
"Beautiful Cabin Beautiful Property Everything We needed for our short geteway"
Heritage hideaway-Secluded Log Cabin

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (87)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is €140
includes taxes & fees
8 Oct - 9 Oct
The Bungaleau 1 Bedroom House In Cute Rivertown

Downtown La Crosse Modern Flat

9.4 out of 10, Exceptional, (59)
"Great location to see around downtown LaCrosse. Bar next door kinda noisy til 2am but quiet otherwise. Love the industrial vibe with the decor. Would probably stay again! "
The price is €295
includes taxes & fees
29 Sept - 30 Sept
Downtown La Crosse Modern Flat

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (52)
"Great location, close to downtown, mall, river etc. very clean. Close to good coffee and restaurants. Great place"
The price is €197
includes taxes & fees
29 Sept - 30 Sept
Great 1 Bedroom unit with easy access to everything

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

9.6 out of 10, Exceptional, (38)
"Great place to stay when visiting LaCrossee"
The price is €109
includes taxes & fees
29 Sept - 30 Sept
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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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Top Winona Hotel Reviews

Find out more about Winona

Find out more about Winona

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, apart-hotels, 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 favorite 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 depends 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 €97 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 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?

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona: This highly rated holiday home rental in Winona offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Winona?

Expedia has 15 holiday rentals for your stay in Winona.

What can I see and do in Winona?

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