A river surrounded by dense green forest.

Winona Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Winona vacation rentals

Interior

Charming 2-bedroom house with AC, WiFi in serene Van Buren

Charming 2-bedroom house with AC, WiFi in serene Van Buren
Van Buren
8.8 out of 10, Excellent, (20 reviews)
"It was beautiful and homey. We really enjoyed our stay. "
United States
Jessica
$160 nightly
The price is $169
Jul 2 - Jul 3
Total with taxes and fees
Charming 2-bedroom house with AC, WiFi in serene Van Buren
Outdoor dining

Quiet 2 story Cabin on 32 acres near eleven point river

Quiet 2 story Cabin on 32 acres near eleven point river
Alton
10.0 out of 10, Exceptional, (20 reviews)
"King size bed was comfortable, lovely farmhouse style furniture "
United States
Courtney L.
$213 nightly
The price is $226
Jun 28 - Jun 29
Total with taxes and fees
Quiet 2 story Cabin on 32 acres near eleven point river
Terrace/patio

Desperado Town Cabin

Desperado Town Cabin
Eminence
$171 nightly
The price is $180
Jun 28 - Jun 29
Total with taxes and fees
Desperado Town Cabin
Fridge, microwave, oven, stovetop

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
$140 nightly
The price is $147
Jun 27 - Jun 28
Total with taxes and fees
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Private kitchen

Bungalow with Hot Tub in Birch Tree

Bungalow with Hot Tub in Birch Tree
Birch Tree
$259 nightly
The price is $277
Jun 28 - Jun 29
Total with taxes and fees
Bungalow with Hot Tub in Birch Tree
Terrace/patio

Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12

Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Van Buren
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay. Good location. Very enjoyable experience."
United States
Thomas H.
$543 nightly
The price is $587
Jul 2 - Jul 3
Total with taxes and fees
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Interior

Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!

Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Van Buren
10.0 out of 10, Exceptional, (4 reviews)
"Perfect spot to get away with the family!"
United States
Jennifer P.
$210 nightly
The price is $222
Jun 29 - Jun 30
Total with taxes and fees
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Private kitchen

Peaceful Stay Near Current River

Peaceful Stay Near Current River
Van Buren
10.0 out of 10, Exceptional, (1 review)
"Katie was a wonderful host. Communication was quick and easy. The house was newly built, and absolutely spotless. It was very nice that the house had all the little things already there. Kitchen utensils, bathroom supplies, and the beds were comfortable. We all enjoyed our stay. Only a few minute drive down to the water. I was happy to find a house that would allow a one night stay during the weekend. 10/10"
United States
Makenna S.
$372 nightly
The price is $399
Jun 28 - Jun 29
Total with taxes and fees
Peaceful Stay Near Current River
Exterior

Current River Retreat 3 - 2 Bedroom Sleeps 6 - Cozy Apartment

Current River Retreat 3 - 2 Bedroom Sleeps 6 - Cozy Apartment
Van Buren
Current River Retreat 3 - 2 Bedroom Sleeps 6 - Cozy Apartment
Fridge, microwave, oven, stovetop

Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (27 reviews)
"One of the best places I have ever stayed! Marsha was a wonderful host! "
United States
Devon J.
$280 nightly
The price is $299
Jul 19 - Jul 20
Total with taxes and fees
Newly renovated early 1900’s farmhouse
Property grounds

New cabin located on the jacks fork river front.

New cabin located on the jacks fork river front.
Eminence
8.4 out of 10, Very Good, (11 reviews)
"Great location"
United States
Trent B.
$319 nightly
The price is $345
Jul 8 - Jul 9
Total with taxes and fees
New cabin located on the jacks fork river front.
Exterior

Easy Street Apartment

Easy Street Apartment
Van Buren
10.0 out of 10, Exceptional, (3 reviews)
"The property was clean and comfortable. It had everything we needed for a weekend stay innVan Buren."
United States
Tara W.
$208 nightly
The price is $220
Jun 29 - Jun 30
Total with taxes and fees
Easy Street Apartment
Exterior

Hogan's Hideout Cottage #7

Hogan's Hideout Cottage #7
Eminence
9.4 out of 10, Exceptional, (9 reviews)
"Wonderful place to stay! Close enough to everything in town but far enough to enjoy the quiet woods. Will definitely be staying here again!"
United States
Arika D.
$206 nightly
The price is $223
Jun 28 - Jun 29
Total with taxes and fees
Hogan's Hideout Cottage #7
Private kitchen

Awesome 3 bedroom suite

Awesome 3 bedroom suite
Eminence
$457 nightly
The price is $494
Jul 9 - Jul 10
Total with taxes and fees
Awesome 3 bedroom suite
Interior

Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride

Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
Eminence
9.6 out of 10, Exceptional, (21 reviews)
"Very convenient location for us. The cabin is perfect for two people. "
United States
Cynthia A. S.
$240 nightly
The price is $252
Jul 13 - Jul 14
Total with taxes and fees
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
WiFi

Cozy Corner

Cozy Corner
Van Buren
10.0 out of 10, Exceptional, (3 reviews)
"The cutest place to stay after a long day on the river! Natalie was great, and the place was very clean and comfortable."
United States
Krista M.
$208 nightly
The price is $220
Jun 29 - Jun 30
Total with taxes and fees
Cozy Corner
Exterior

Enjoyable 1-bedroom barn with AC in charming Eminence

Enjoyable 1-bedroom barn with AC in charming Eminence
Eminence
10.0 out of 10, Exceptional, (1 review)
"Great place to stay."
United States
Brock H.
$171 nightly
The price is $185
Jul 2 - Jul 3
Total with taxes and fees
Enjoyable 1-bedroom barn with AC in charming Eminence
Exterior

Hogan's Hideout Cozy Cottage #5

Hogan's Hideout Cozy Cottage #5
Eminence
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was clean and had everything we needed. We did not spend a lot of time there during the day but it was just what we needed, especially with the heat! The A/C unit worked great. "
United States
Shawna C.
$199 nightly
The price is $215
Jul 2 - Jul 3
Total with taxes and fees
Hogan's Hideout Cozy Cottage #5
1 bedroom, bed sheets

Hogan's Hideout Cottage #8

Hogan's Hideout Cottage #8
Eminence
8.0 out of 10, Very Good, (1 review)
"Nice private and rustic"
United States
Anonymous traveler
$206 nightly
The price is $223
Jun 28 - Jun 29
Total with taxes and fees
Hogan's Hideout Cottage #8
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

Honeysuckle Inn - Mountain View

Honeysuckle Inn - Mountain View

8/10 Good
"The main water pipe in town had burst, which was not their fault. It did cause some issues. The front desk lady was very nice and helpful regarding getting us on the ground floor as there is no elevator. It was a nice stay."
Cynthia 1-night trip
Posted 2 days ago
Honeysuckle Inn - Mountain View

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 $147 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

Are there vacation rentals in Winona?

Yes, we give you a choice of vacation rentals near the most popular attractions in Winona, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Winona?

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!: Visitors give good reviews to this Winona vacation home rental, which is located on a river and has a patio, a garden, and a barbecue grill to put you at ease 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.

What’s there to see and do in Winona?

Rocky Falls and Mark Twain National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Ozark National Scenic Riverways and Current River are other places worth a visit.

What’s a vacation rental in Winona like?

Vacation rentals are private properties you can stay in for short or long periods in Winona. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.