Winona Vacation Rentals

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Our top choices for Winona vacation rentals

Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (24 reviews)
"Place was perfect for our stay. Beautiful property. "
United States
Drew W.
$280 nightly
The price is $299
May 12 - May 13
Total with taxes and fees
Newly renovated early 1900’s farmhouse

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

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
Van Buren
10.0 out of 10, Exceptional, (1 review)
"While on a recent roadtrip we came across an undiscovered jewel in the heart of the Ozarks. Cottage on the Hill in Van Buren, MO. We found the accommodations to be private, comfortable, and very affordable. We really loved how tastefully it was furnished and the use of native woods throughout. Located at the center of the National Scenic Waterways we were able to bike down to the beautiful Current River and the legendary “Big Springs”. Our hostess, Tracy, was a wealth of knowledge with area...
United States
Jennifer
$319 nightly
The price is $340
May 25 - May 26
Total with taxes and fees
Walk to Current River: Ozarks Adventure Home!

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, (36 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
$140 nightly
The price is $147
May 12 - May 13
Total with taxes and fees
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
3.0 star property
Van Buren
$313 nightly
The price is $336
May 25 - May 26
Total with taxes and fees
Walk to Current River: Ozarks Adventure Home!

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
9.4 out of 10, Exceptional, (18 reviews)
"Very convenient location for us. The cabin is perfect for two people. "
United States
Cynthia A. S.
$221 nightly
The price is $232
May 17 - May 18
Total with taxes and fees
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride

Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel

Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel
Alton
10.0 out of 10, Exceptional, (1 review)
"Thoroughly enjoyed our stay! Room was clean, welcoming and relaxing. Hosts were pleasant, accommodating and kind. Would highly recommend. We will definitely be back! "
United States
Paula W.
$110 nightly
The price is $118
May 12 - May 13
Total with taxes and fees
Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel

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, (2 reviews)
"Lots of room, recently remodeled and up to date. Fully stocked with just about everything you need. Host quick with response. Close to the current river, big springs national park and downtown businesses "
United States
Angela W.
$237 nightly
The price is $249
May 12 - May 13
Total with taxes and fees
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!

Hogan’s Hideout Bonnie Manor- Cozy Cottage to enjoy.

Hogan’s Hideout Bonnie Manor- Cozy Cottage to enjoy.
Eminence
6.8 out of 10, (6 reviews)
"It was close to several springs and caves as well as access to the river."
United States
Chris
$239 nightly
The price is $258
May 12 - May 13
Total with taxes and fees
Hogan’s Hideout Bonnie Manor- Cozy Cottage to enjoy.

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, (19 reviews)
"Host was very welcoming. We are an outdoors centric family and this was better than camping…very secluded and peaceful location. "
United States
Troy S.
$212 nightly
The price is $225
May 12 - May 13
Total with taxes and fees
Quiet 2 story Cabin on 32 acres near eleven point river

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

Charming 2-bedroom house with AC, WiFi in serene Van Buren
Van Buren
9.0 out of 10, Wonderful, (17 reviews)
"It was beautiful and homey. We really enjoyed our stay. "
United States
Jessica
$160 nightly
The price is $169
May 12 - May 13
Total with taxes and fees
Charming 2-bedroom house with AC, WiFi in serene Van Buren

Cozy quiet country getaway just minutes from the Current River

Cozy quiet country getaway just minutes from the Current River
Van Buren
10.0 out of 10, Exceptional, (2 reviews)
"Was a great little cabin"
United States
Ann C.
$141 nightly
The price is $149
May 12 - May 13
Total with taxes and fees
Cozy quiet country getaway just minutes from the Current River

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
May 12 - May 13
Total with taxes and fees
Cozy Corner

Newly renovated family/pet-friendly Mountain View home

Newly renovated family/pet-friendly Mountain View home
Mountain View
$299 nightly
The price is $321
May 18 - May 19
Total with taxes and fees
Newly renovated family/pet-friendly Mountain View home

Easy Street Apartment

Easy Street Apartment
Van Buren
10.0 out of 10, Exceptional, (2 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
May 12 - May 13
Total with taxes and fees
Easy Street Apartment

Peaceful Stay Near Current River

Peaceful Stay Near Current River
Van Buren
$337 nightly
The price is $361
May 12 - May 13
Total with taxes and fees
Peaceful Stay Near Current River

H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.

H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.
Alton
$229 nightly
The price is $246
May 12 - May 13
Total with taxes and fees
H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.
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

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 $299 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.

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.