
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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Top guest favourite

Home in Waynesville
5 out of 5 average rating, 17 reviewsYour Home Away From Home
NolenRating, 5 stars4 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 favourite

Home in Gamaliel
5 out of 5 average rating, 31 reviewsPrivate Oasis!
JanaRating, 5 stars6 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!
Top guest favourite

Home in Waynesville
4.98 out of 5 average rating, 58 reviewsUnwind, Recharge, Repeat
HollyRating, 5 stars4 days ago
This house was perfect for us. We visited Missouri to celebrate with our family. We loved cooking together in the kitchen and having fun with our grandchildren. The bedrooms are quiet and comfortable, the bedding was lovely! I enjoyed sitting in the backyard, very peaceful. Lauren was wonderful. She was helpful and very quick to respond. I look forward to staying again!
Superhost

Home in Willow Springs
4.81 out of 5 average rating, 26 reviewsEscape to nature
AnnaRating, 5 stars2 weeks ago
This place is so close to the family we go here to visit and it's private. plenty of room for our big family. Great experience checking in and out and we will book with her again!
Superhost

Home in Poplar Bluff
4.84 out of 5 average rating, 56 reviewsDouble Decker/Sleeps 12
MaryRating, 5 stars1 month ago
The house was beautiful, and it was exactly what we needed. Misty was a great communicator and was friendly and quickly responsive when I had questions or needed to communicate. I was staying here on a school trip with several teenagers for a Student Council Convention when Poplar Bluff was hit by intense storms and tornadoes. The house was perfect and we felt safe and secure in the basement. We had no problems during our stay and will gladly stay again if the opportunity presents itself!
Guest favourite

Cabin in Park Hills
4.94 out of 5 average rating, 36 reviewsPrivate getaway on 4 acres!
MelanieRating, 5 stars1 month ago
This place was perfect for us, and had everything we needed! The keurig and the drip coffee maker, with plenty of coffee, were nice. The beds and furniture were comfortable. The location was great for our family events in Bonne Terre and Fredericktown. We would definitely stay there again!
Guest favourite

Home in Salem
4.98 out of 5 average rating, 80 reviewsNewly Remodeled Home Sleeps 14; 3 miles to Montauk
BradRating, 5 stars1 month ago
A beautiful house on a secluded acreage! Tons of amenities. Classic charm of a beautiful farm home. We loved the bbq and the huge fire pit. Great place to bring family or a group of friends. Really enjoyed our time there.
Top guest favourite

Home in Saint Robert
4.93 out of 5 average rating, 55 reviewsCharming hill top home
LeslyRating, 5 stars2 weeks ago
My stay was amazing. It had everything I needed. I did not need to buy anything but the food to cook. The home was clean. Everything neat. Plus streaming services available. Bathrooms were really clean. Evelyn was a great host. Thank for an outstanding experience 🙏
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