St. Croix River

Winona Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winona vacation rentals

Family Cottage, Park View | Living area | 42-inch Smart TV with digital channels, streaming services, printers

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$216 nightly
The price is $241
Jul 8 - Jul 9
Total with taxes and fees
Big River Escape Parkside Bungalow
Exterior detail

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Historic Downtown Winona
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful stay! We enjoyed the clean and cozy home, plus proximity to downtown. Will definitely stay again!"
United States
Emily S.
$171 nightly
The price is $190
Jun 29 - Jun 30
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Interior

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

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Winona
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
$297 nightly
The price is $320
Jun 21 - Jun 22
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Outdoor dining

Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona
Winona
10.0 out of 10, Exceptional, (143 reviews)
"Excellent home and area!"
United States
Tracy W.
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Property grounds

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

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Winona
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful property- there were so many fun things to do and loved the location."
United States
Sean J.
$696 nightly
The price is $749
Jun 21 - Jun 22
Total with taxes and fees
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Interior

Ridgetop Retreat Tiny Home, Dakota MN

Ridgetop Retreat Tiny Home, Dakota MN
Dakota
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful location, nice people"
United States
robert
$128 nightly
The price is $138
Jun 22 - Jun 23
Total with taxes and fees
Ridgetop Retreat Tiny Home, Dakota MN
Terrace/patio

The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (95 reviews)
"Great location. Has everything you need to stay."
United States
todd s.
$145 nightly
The price is $160
Jul 1 - Jul 2
Total with taxes and fees
The Bungaleau 1 Bedroom House In Cute Rivertown
Property grounds

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
$111 nightly
The price is $117
Jun 21 - Jun 22
Total with taxes and fees
Tamarack Point Homestead
Terrace/patio

Treehouse Cabin in the Bluff Woodlands

Treehouse Cabin in the Bluff Woodlands
Elba
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
$169 nightly
The price is $182
Jun 21 - Jun 22
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands
1 bedroom, free WiFi

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.4 out of 10, Very Good, (6 reviews)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
United States
Tracey H.
$151 nightly
The price is $167
Jun 21 - Jun 22
Total with taxes and fees
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Property grounds

Treehouse Cabin in the Bluff Woodlands South

Treehouse Cabin in the Bluff Woodlands South
Elba
10.0 out of 10, Exceptional, (13 reviews)
"My family of 4 had a wonderful stay!"
United States
Josh S.
$174 nightly
The price is $188
Jun 21 - Jun 22
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands South
Cabin, 1 Bedroom | Living area | 32-inch Smart TV with digital channels, TV, Netflix

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (46 reviews)
"Super cozy, so clean, and such a good price! Second time we have stayed there and we will go back!"
United States
Marchell
$108 nightly
The price is $113
Jul 7 - Jul 8
Total with taxes and fees
Big River Escape Riverside Cabins
Property grounds

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

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Northside
9.8 out of 10, Exceptional, (60 reviews)
"Was such a great place will rent from them again!! "
United States
Heather M.
$141 nightly
The price is $162
Jul 8 - Jul 9
Total with taxes and fees
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Houston
10.0 out of 10, Exceptional, (23 reviews)
"this was one of the best places we have stayed via vrbo, sweet place"
United States
mitchell m.
$285 nightly
The price is $305
Jun 21 - Jun 22
Total with taxes and fees
Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Outdoor dining

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (51 reviews)
"This place was perfect for our small family. Clean, comfy beds, nice outdoor space. "
United States
Paula S.
$265 nightly
The price is $305
Jun 21 - Jun 22
Total with taxes and fees
Riverfront Twin Home
Living area

Farmhouse Apartment - River Road Historic Home

Farmhouse Apartment - River Road Historic Home
Fountain City
10.0 out of 10, Exceptional, (21 reviews)
"Great rental! Great location and very clean. Hidden gem!"
United States
Anthony y.
Farmhouse Apartment - River Road Historic Home
Property grounds

The Hen House Retreat - A Comfortable Place to Roost

The Hen House Retreat - A Comfortable Place to Roost
Highland
9.8 out of 10, Exceptional, (92 reviews)
$186 nightly
The price is $200
Jun 21 - Jun 22
Total with taxes and fees
The Hen House Retreat - A Comfortable Place to Roost
Smart TV

Hokah Ohana House: Historic charm, Modern updates

Hokah Ohana House: Historic charm, Modern updates
Hokah
10.0 out of 10, Exceptional, (36 reviews)
"Host very responsive, the accommodations were impeccably clean, great location and the layout was perfect for families!"
United States
Dia F.
$173 nightly
The price is $185
Jun 30 - Jul 1
Total with taxes and fees
Hokah Ohana House: Historic charm, Modern updates
Property grounds

River City Apartment: Downtown 2BR with Parking

River City Apartment: Downtown 2BR with Parking
Historic Downtown La Crosse
9.2 out of 10, Wonderful, (7 reviews)
$293 nightly
The price is $337
Jun 21 - Jun 22
Total with taxes and fees
River City Apartment: Downtown 2BR with Parking
Smart TV, books

Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (31 reviews)
"Every thing was great! We always enjoy staying here. The home was excellent and we had no issues."
United States
Lynda S.
$224 nightly
The price is $241
Jun 29 - Jun 30
Total with taxes and fees
Vintage Lustron Home Piece of History
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

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

10/10 Excellent
"Very nice property! Clean, nice pool and hot tub. Rooms were great, breakfast was great! Would stay there again."
Sharon 2-night trip
Posted 6 hours ago
Express Suites Riverport Inn & Suites

Find out more about Winona

Everything you need to know about Winona vacation rentals

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

Winona vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $113 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Winona?

Yes, there are vacation rentals in Winona near Valencia Arts Center, or you can choose a secluded option if you want 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 vacation rentals that Winona has to offer?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : Visitors give good reviews to this Winona vacation home rental, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Winona?

Expedia has 13 vacation rentals for your stay in Winona.

What can I see and do in Winona?

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

What are vacation rentals like in Winona?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.