Winona Vacation Rentals from ￥23,205: Search Short-Term Rentals

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Our top choices for Winona vacation rentals

A cabin with a wooden deck, two doors, and a small porch area.

1. Hogan's Hideout Cottage #7

Eminence

Janice

￥35,014 total

includes taxes & fees

Oct 9 - Oct 10

A living room with a black sofa, a patterned throw pillow, a flat-screen TV displaying 'Clemson,' a wooden wall, and a patterned rug.

2. CountryComfortRetreat!!! 2-bedroom mobile home with AC in Birch Tree

Birch Tree

Jennifer H.

￥24,542 total

includes taxes & fees

Nov 1 - Nov 2

A hot tub with a wooden deck and a view of trees and a house in the background.

3. Bungalow with Hot Tub in Birch Tree

Birch Tree

"This place is great! I'd stay here again and again. The yard is beautiful and inviting. There is a convenience store and small town park within walking distance, in case you forgot something. We really enjoyed going to the dive bar and dispensary a one minute walk away. You literally walk out the back door and in the side door of the bar. No driving drunk. Marsha communicates well and has thought of your every need in advance. She even puts out snacks. They were great! There is a fire...

Michael K.

￥47,060 total

includes taxes & fees

Oct 18 - Oct 19

A wooden interior with a bathroom featuring a sink, mirror, and towel rack. A door leads to a kitchen area with a 'GROCERY' sign.

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

Eminence

Kent L.

￥36,506 total

includes taxes & fees

Oct 12 - Oct 13

A kitchen with dark wooden cabinets, a white refrigerator, a coffee maker, and a window with a view of trees.

5. Newly renovated early 1900’s farmhouse

Birch Tree

Devon J.

￥47,239 total

includes taxes & fees

Oct 13 - Oct 14

A cabin with a wooden deck, a covered porch, and a gravel driveway.

6. Hogan's Hideout Cozy Cottage #5

Eminence

Shawna C.

￥33,820 total

includes taxes & fees

Oct 9 - Oct 10

A red canoe-shaped planter filled with various plants and flowers, placed on a gravel surface.

7. Hogan's Hideout Cottage #8

Eminence

Anonymous traveler

￥35,014 total

includes taxes & fees

Oct 9 - Oct 10

A wooden cabin with a porch, surrounded by trees and grass.

8. Nat's Cozy River Cabin Quiet 2-bedroom cabin with Current River views

van buren

￥46,240 total

includes taxes & fees

Oct 9 - Oct 10

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Top Winona Hotel Reviews

Current River Inn

8/10 Good

"Outdated but clean."

Unbeatable convenience in amazing Eminence!

10/10 Excellent

"Nicely set up for families wanting to experience the National Scenic Waterways. Towels for the river are available. Convenient to restaurants, outfitters and other services. Walking distance to many. A nice basket of snacks awaited for us. The host has a kennel and dog blankets. Very clean and comfortable."

Cozy Riverfront Cabin on the Current River. Relax, Unwind & Explore the Ozarks

10/10 Excellent

"Really enjoyed our 2-night stay at the cabin. The location right on the river was perfect. Plenty of time was enjoyed just sitting on the porch while enjoying the views and sounds. Would recommend to anyone looking for a getaway in Van Buren, MO. Cabin was in great shape and was exactly as advertised. Hosts were great to work with."

CURRENT RIVER FRONT CABIN … 4 bed room on the waters edge

10/10 Excellent

"The place was large enough for four couples for a weekend float. Being right on the river was beautiful, and the guys fished early each morning. Unfortunately, the short walk to the river included brush and somewhat steep terrain, so the rest of us watched from the deck. Being so close to The Landing was excellent. There were units on both sides of us but not too close as to be loud or disturbing. The beds were clean and comfortable. The included keys in the kitchen drawer are for the two bedroom deck doors, not the main door. Included firewood was a nice touch. There were a number of small bees on the deck, but no one was stung. Just watch your soda cans!"

Find out more about Winona

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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?

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

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Check prices for these dates

Our top choices for Winona vacation rentals

1. Hogan's Hideout Cottage #7

2. CountryComfortRetreat!!! 2-bedroom mobile home with AC in Birch Tree

3. Bungalow with Hot Tub in Birch Tree

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

5. Newly renovated early 1900’s farmhouse

6. Hogan's Hideout Cozy Cottage #5

7. Hogan's Hideout Cottage #8

8. Nat's Cozy River Cabin Quiet 2-bedroom cabin with Current River views

9. New cabin located on the jacks fork river front.

10. Cozy Corner

11. Cozy quiet country getaway just minutes from the Current River

12. Easy Street Apartment

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

14. Home Near Eleven Point River & Nat'l Forest!

15. 3-bedroom/2 bath house in Van Buren MO located on the Current River

16. Nice 2-bedroom cottage with AC in Mountain View

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

18. Home Near Eleven Point River & Nat'l Forest!

19. #ContemplationCabin on the Jacks Fork River!

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

Find vacation rentals that suit your style

Top Winona Hotel Reviews

Current River Inn

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

Unbeatable convenience in amazing Eminence!

Cozy Riverfront Cabin on the Current River. Relax, Unwind & Explore the Ozarks

Collier Cabin in Pine Hollow ~ Eminence, MO

Deadwood Acres cabin #2

CURRENT RIVER FRONT CABIN … 4 bed room on the waters edge

Beautiful, secluded cabin in the hills of the Ozarks.

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

Find out more about Winona

Frequently asked questions

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