
Vacation rentals in Winona
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Top-rated vacation rentals in Winona
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Winona
Guest favorite

Cabin in Van Buren
5 out of 5 average rating, 6 reviewsWagnon's Landing
JillRating, 5 stars6 months ago
Great stay! Fantastic riverside location!
Guest favorite

Farm stay in Drury
4.96 out of 5 average rating, 24 reviewsRockbridge UTV Hunting HIKE Shooting/Archery Range
DavidRating, 5 stars1 week ago
What an amazing place to get away from the hustle and bustle of the daily grind. The Cabin and facilities were immaculate and there was so much to do even with the unseasonably cold weather. The games and activities inside offered a reprieve from the snow when it got too cold. Exploring the beautiful 300 acres while observing the plethora of wildlife in this peaceful majestic place was unbelievable. While we did not do any hunting, it was clear this parcel of land is a magnet to the local wildlife. This is a one of kind destination that would appeal to the adventure seeker, hunter, hiker, offroad enthusiast, gun range junky or just someone who wanted some peace a quiet to curl up and read a book. If you are looking for THE PLACE to stay in southern Missouri, this is it!!!
Guest favorite

Home in Waynesville
5 out of 5 average rating, 17 reviewsYour Home Away From Home
NolenRating, 5 stars2 months ago
Mashelle was great to deal with. She was very friendly and communicative. The place was seasonally decorated - which was a great touch. I will definitely stay here again if I am back out visiting.
Guest favorite

Home in Gamaliel
5 out of 5 average rating, 30 reviewsPrivate Oasis!
JanaRating, 5 stars4 months ago
My family and I loved the house and property. Relaxing and the view is beautiful! I enjoyed seeing the sunrise every morning. Our dog loved all the spacious room outside. She was quite upset when she got back to our small yard! Thank you!
Guest favorite

Home in Waynesville
4.98 out of 5 average rating, 52 reviewsUnwind, Recharge, Repeat
MariaRating, 5 stars1 month ago
Lauren’s place was very welcoming and perfect for a small 4 day get away. The only thing I wasn’t too happy about was that the house was always cold no matter if we changed the temperature and the water was only warm for 30-45 minutes max. It could potentially be due to the weather so I cannot complain too much. Other than that, Lauren’s place has everything you could need to be comfortable for the weekend and is very comfy and welcoming.
Superhost

Home in Willow Springs
4.83 out of 5 average rating, 24 reviewsEscape to nature
DanielRating, 5 stars2 months ago
Cathy is a great host and the house was great as always. It was our fourth time staying here. Looking forward to staying again soon.
Guest favorite

Home in Poplar Bluff
4.85 out of 5 average rating, 53 reviewsDouble Decker/Sleeps 12
StephenRating, 5 stars2 days ago
Very peaceful location lots of nice scenery
Guest favorite

Home in Salem
4.97 out of 5 average rating, 79 reviewsNewly Remodeled Home Sleeps 14; 3 miles to Montauk
KerryRating, 5 stars4 months ago
Perfect retreat close to Montauk but away from the crowds! Thoroughly enjoyed our stay at this beautiful home full of amenities!
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