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Holiday Rentals in Winona

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Holiday Rentals in Winona

Our top choices for Winona holiday rentals

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

9.8 out of 10, Exceptional, (10)
"We had the most amazing weekend staying in this cabin that sits on top of a hill with a breathtaking view. The cabin was decorated so cute and had everything we needed for our weekend stay. We enjoyed watching the sun rise in the morning with a cup of coffee and hearing the frogs chirp as we made smores in the campfire in the evening. The hosts did an excellent job and paid special attention to the small details. It is close enough to the quaint town of Eminence and all it has to offer but not...
“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

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

10.0 out of 10, Exceptional, (69)
"The house was so comfy and well-stocked with everything we needed. It rained all weekend but we had lots of fun playing games in the barn and card games in the house. Loved the fire pit, creek, and screened in porch, too. The area around Eminence is beautiful with lots of springs, pretty rivers, good hikes, and even wild horses. Wonderful hosts and fun weekend!"
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Deadwood Acres cabin #1

9.8 out of 10, Exceptional, (49)
"Everything was clean and just as advertised. Ron was responsive and extremely nice. Love the area and would go back again and stay here."
Deadwood Acres cabin #1

Collier Cabin in Pine Hollow ~ Eminence, MO

9.8 out of 10, Exceptional, (18)
"We were looking for a secluded cabin where our dogs could run outside off-leash! This place was perfect!"
Collier Cabin in Pine Hollow ~ Eminence, MO

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

10.0 out of 10, Exceptional, (31)
"Beautiful property, I’d recommend to anyone going here to stay here."
The price is €119
includes taxes & fees
2 Sept - 3 Sept
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

9.6 out of 10, Exceptional, (10)
"My fiancè and I had a lovely time staying at this cute little cottage. The location is perfect. It's tucked away but close enough to all there is to see and do in Eminence. The hot tub in the patio with the tv was so cool. I definitely would stay here again!"
The price is €209
includes taxes & fees
2 Sept - 3 Sept
Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

Charming Bunk House Suite in Eminence with AC/Heat, Kitchenette & full bath

9.4 out of 10, Exceptional, (3)
"The space was exactly as described. We were there for a few days. The host was great. Just a few miles from town, and super quiet. "
Charming Bunk House Suite in Eminence with AC/Heat, Kitchenette & full bath

RIVER FRONT HOUSE

9.6 out of 10, Exceptional, (41)
"House was in a great location for a family stay."
RIVER FRONT HOUSE

Pine Perfect Cabin on the edge of town only 1/2 mile from Current River!

9.6 out of 10, Exceptional, (15)
"The cabin was the perfect size for the 3 of us. Very comfortable and clean. Had everything we needed to cook dinner. Would Recommend!"
Pine Perfect Cabin on the edge of town only 1/2 mile from Current River!

The Cabin at Stormy Mountain Ranch, 800acre Ranch. ATV, Horses or Jeeps welcome

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful property. Owner was great. Very private. Plenty of room to get lost. Will be going back!"
The Cabin at Stormy Mountain Ranch, 800acre Ranch. ATV, Horses or Jeeps welcome

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

2.0 star property
8.8 out of 10, Excellent, (11)
"The place was cozy. Everything worked. The amenities were plenty. We decided to take a day trip, never been to the area and we couldn’t have picked a more perfect place to stay, especially during the busy months you get to avoid the more touristy spots and stay in a very comfortable secluded space."
The price is €141
includes taxes & fees
2 Sept - 3 Sept
Charming 2-bedroom house with AC, WiFi in serene Van Buren

2 Bedroom Home less than 2 miles to Jacks Fork River

9.8 out of 10, Exceptional, (25)
"Check in was easy and the house was clean!"
2 Bedroom Home less than 2 miles to Jacks Fork River

Kings Cabin on the edge of town only 1/2 mile from Current River !

9.6 out of 10, Exceptional, (21)
"Very nice cabin! Better than staying at a hotel, at near the same price."
Kings Cabin on the edge of town only 1/2 mile from Current River !

Secluded Eminence Ranch House Cabin in the Ozarks

9.8 out of 10, Exceptional, (101)
"This property was very cute. The owners were extremely friendly. Would definitely stay again."
Secluded Eminence Ranch House Cabin in the Ozarks

Quiet 2 story Cabin on 32 acres near eleven point river

10.0 out of 10, Exceptional, (14)
"Had an awesome stay, the place was clean and well stocked, we saw a bunch of deer and a few armadillo's"
The price is €187
includes taxes & fees
4 Sept - 5 Sept
Quiet 2 story Cabin on 32 acres near eleven point river

Triple H Properties

8.6 out of 10, Excellent, (27)
"Lori’s place was a nice spot for a two night stay"
Triple H Properties

Guests enjoy their own one bedroom apartment in the Ozarks

10.0 out of 10, Exceptional, (70)
"Relaxing cute little apt with everything you need. "
Guests enjoy their own one bedroom apartment in the Ozarks

The Big Beautiful Build

The Big Beautiful Build

Secluded Ozarks Tiny House cabin in Eminence, MO

9.6 out of 10, Exceptional, (97)
"My husband, young children (6 and 4), and I enjoyed our stay. The cabin was cute and clean. Great place to stay."
Secluded Ozarks Tiny House cabin in Eminence, MO

Unbeatable convenience in amazing Eminence!

10.0 out of 10, Exceptional, (16)
"Great time. Clean place. Easy access to town and river. Penty of amenities (cooking utensils, bathroom supplies, games and movies) Beds were comfortable and plenty of linens. Quiet inside from outdoor noise."
Unbeatable convenience in amazing Eminence!
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

Find out more about Winona

Everything you need to know about Winona holiday rentals

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

Winona holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday 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 holiday.

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 holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winona has to offer?

Unique cabins in the woods
Not friendly for Street Bikes.
: This holiday home rental outside of Winona is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.