Winona Vacation Rentals from ￥23,727: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winona vacation rentals

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

Van Buren

Jessica

￥27,257 total

includes taxes & fees

Jul 2 - Jul 3

Quiet 2 story Cabin on 32 acres near eleven point river

Alton

Courtney L.

￥36,465 total

includes taxes & fees

Jun 28 - Jun 29

Desperado Town Cabin

Eminence

￥29,004 total

includes taxes & fees

Jun 29 - Jun 30

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

Piedmont

tom

￥23,727 total

includes taxes & fees

Jul 2 - Jul 3

Bungalow with Hot Tub in Birch Tree

Birch Tree

￥44,739 total

includes taxes & fees

Jun 28 - Jun 29

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

Van Buren

Thomas H.

￥94,802 total

includes taxes & fees

Jul 2 - Jul 3

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

Van Buren

Jennifer P.

￥39,980 total

includes taxes & fees

Jul 8 - Jul 9

Peaceful Stay Near Current River

Van Buren

"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"

Makenna S.

￥64,504 total

includes taxes & fees

Jun 28 - Jun 29

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

Van Buren

Newly renovated early 1900’s farmhouse

Birch Tree

Devon J.

￥48,310 total

includes taxes & fees

Jul 19 - Jul 20

New cabin located on the jacks fork river front.

Eminence

Trent B.

￥55,869 total

includes taxes & fees

Jun 28 - Jun 29

Easy Street Apartment

Van Buren

Tara W.

￥35,470 total

includes taxes & fees

Jun 29 - Jun 30

Hogan's Hideout Cottage #7

Eminence

Arika D.

￥35,963 total

includes taxes & fees

Jul 12 - Jul 13

Awesome 3 bedroom suite

Eminence

￥79,898 total

includes taxes & fees

Jul 9 - Jul 10

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

Eminence

Cynthia A. S.

￥40,714 total

includes taxes & fees

Jul 19 - Jul 20

Cozy Corner

Van Buren

Krista M.

￥35,470 total

includes taxes & fees

Jun 29 - Jun 30

Enjoyable 1-bedroom barn with AC in charming Eminence

Eminence

Brock H.

￥34,436 total

includes taxes & fees

Jul 13 - Jul 14

Hogan's Hideout Cozy Cottage #5

Eminence

Shawna C.

￥34,742 total

includes taxes & fees

Jul 14 - Jul 15

Hogan's Hideout Cottage #8

Eminence

Anonymous traveler

￥35,963 total

includes taxes & fees

Jun 26 - Jun 27

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Winona Hotel Reviews

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."

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

10/10 Excellent

"Perfect for our needs. It's pretty basic and a bit run down in places (especially the bathroom which needs renovating, and shower wasn't the best in terms of heat and spray), but I really can't argue with the excellent value for money. Would probably not have rated it 5 stars due to the bathroom/shower if it weren't for the price, which I can't argue with at all. It was the right property, at the right place, in the right location, with strong AC in the main area directly opposite the main bedroom so you can cool that down too (we like to sleep cold). There was a nice basket left out with snacks and such that was actually extremely useful for us, because we were on a road trip with kids and short on time. Came in super handy when we were exhausted from travel. Really appreciated that touch! Would definitely stay there again if we needed somewhere in this area."

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

10/10 Excellent

"An awesome property that was more than enough room for our family of five for the weekend! We loved utilizing the firepit, the kitchen was well equipped, and the farm fresh eggs in the fridge were a welcome surprise - especially since we forgot breakfast foods. Our kids and dog loved exploring around the property, everything was super clean, and an added bonus was Maxx the dog who wandered over and kept us company on the porch our first night. Would definitely return in the future!"

Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

8/10 Good

"Very Clean and Well Prepared. Very accommodating and responsive hosts. I would recommend this as a place to stay with the two (2) pieces of information in mind. 1) The gravel road in and out has some hills and is slightly rough (but not bad); 2) The place itself has great sleeping and bathroom space but the rest of the space is very small, but efficiently used."

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

View our selection of featured holiday rentals in Winona
Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winona vacation rentals

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

Quiet 2 story Cabin on 32 acres near eleven point river

Desperado Town Cabin

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

Bungalow with Hot Tub in Birch Tree

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

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

Peaceful Stay Near Current River

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

Newly renovated early 1900’s farmhouse

New cabin located on the jacks fork river front.

Easy Street Apartment

Hogan's Hideout Cottage #7

Awesome 3 bedroom suite

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

Cozy Corner

Enjoyable 1-bedroom barn with AC in charming Eminence

Hogan's Hideout Cozy Cottage #5

Hogan's Hideout Cottage #8

Find vacation rentals that suit your style

Top Winona Hotel Reviews

Honeysuckle Inn - Mountain View

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

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

Unique cabins in the woods<br>Not friendly for Street Bikes.

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

Enjoyable 1-bedroom barn with AC in charming Eminence

Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

Current River Inn

Find out more about Winona

Frequently asked questions

Go further with the Expedia app