Vacation rentals in Winona

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Birch Tree

4.78 out of 5 average rating, 173 reviews

Collier Cabin in Pine Hollow ~ Eminence, MO

Cabin located up a private road above pine hollow. Property is 200 acres surrounded by Rocky Creek conservation land. ATV access trails to State land close by. Trails and dirt road access to Eminence where a variety of trails are also available to ride. Enjoy day trips to the Jack Fork River, Current River, Eleven Point River, Rocky Falls, Blue Spring and Klepzig Mill. Canoe, kayak, rafting and tubing outfitters close by. We also offer a really cool camping area (4-wheel drive is best to access)

May 16 – 23

G$31,609 GYD per night

Superhost

Home in Salem

4.89 out of 5 average rating, 275 reviews

Beaver Lake House-Welcome to Social Distance Land!

Unique remote location on family farm. A secluded stone house with 50 ' deck overlooking Beaver Lake. Watch & hear amazing wildlife! Open kitchen, dining/living room, woodstove, tile floors 2 bedrooms; larger with queen, smaller 2 twin beds, 2 sofa beds in living room. 2 new bathrooms, laundry room, picnic table, BBQ, access to Sinking creek, 9 acre lake to fish & 400 acre farm to explore! For additional accommodation check out The Mushroom Loft House across the creek also available on Airbnb.

Oct 27 – Nov 3

G$27,999 GYD per night

Guest favorite

Treehouse in Greenville

5.0 out of 5 average rating, 146 reviews

NEW treehouse B&B for 2 "The Roost” with hot tub

2022 custom built rustic but not primitive cabin 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.

Aug 14 – 21

G$37,571 GYD per night

Guest favorite

Apartment in Van Buren

5.0 out of 5 average rating, 159 reviews

The Bonney House BnB

Current River retreat one bedroom open concept apartment w/ kitchenette. It has a gas fireplace & 55" TV. The kitchenette has microwave oven, coffee pot w/ filters & coffee, electric skillet, fridge w/ icemaker and basic dishes. The bathroom has a shower only. Apt has covered patio with outdoor dining & gas grill. You have access to wood firepit w/seating & picnic table. There's also a pavilion w/gas firepit & table w/seating overlooking Current River Bay. No smoking in apt. No pets.

Feb 15 – 22

G$24,064 GYD per night

Guest favorite

Cabin in Williamsville

4.99 out of 5 average rating, 218 reviews

Secluded Cabin on BlackRiver/ Hot tub- NO PETS!

This is our family cabin. Our family farms soybeans, rice, and corn. We are too busy working during spring, summer, and some of fall to enjoy our cabin much. We are wanting to share our beautiful place for others to enjoy. It is located approximately 10 minutes from Poplar Bluff, MO. We live about 30 minutes away, so we can be available if needed. We have satellite TV and wi-fi. Cabin is pretty secluded nestled among the trees with the Black River flowing within 100 feet of the deck.

Dec 4 – 11

G$38,848 GYD per night

Guest favorite

Cabin in Gainesville

4.99 out of 5 average rating, 155 reviews

Cute Ozark Mtn cabin in the woods: a quiet escape

The Ozark Hideaway is on 90 wooded acres 8 mi from Gainesville, MO (home of Hootin-n-Hollerin) in Ozark County on a well-maintained gravel road. Wildlife abounds as you hike the marked trails or warm by the fire pit. The cozy living room offers a gas fireplace. Sleeping space includes a queen bed in the beautifully furnished bedroom, a couch in the living room, and a twin bed in the loft. There is a fully-equipped kitchen. The spacious bathroom has a walk-in shower & washer/dryer.

Jan 16 – 23

G$19,364 GYD per night

Guest favorite

Camper/RV in Salem

5.0 out of 5 average rating, 171 reviews

Ranch Hand Glamper, Hot Tub, Fire Pit, Hammock

Enjoy luxury glamping on a working cattle ranch. The camper has water, sewer, electric, and WiFi. Enjoy the hot tub, fire pit, and hammock. We also have corn hole and other games. The cozy Glamper is located on our cattle ranch which is about 15 minutes south of Salem. We also have the Rancher Glamper on our farm if you are traveling with another couple. We are 20 minutes from Montauk State Park, 20 minutes from Echo Bluff State Park, and the beautiful Current River.

Jul 12 – 19

G$18,537 GYD per night

Superhost

Cabin in Birch Tree

4.88 out of 5 average rating, 228 reviews

❤️ Pine Hollow Cabin Eminence Missouri

Deep in the Ozarks Eminence is world famous for it's natural beauty and recreational activities. We offer a very cozy cabin with full kitchen, washer/dryer, screened in porch, stone fire place in private country setting. We are 3 miles down a gravel road which gives us lots of privacy and very little traffic. There is very little cell service but we have WiFi. We are located just 10 miles outside of Eminence, and the cabin sets atop a valley over looking our pastures.

Oct 28 – Nov 4

G$26,290 GYD per night

Guest favorite

Home in Salem

4.95 out of 5 average rating, 165 reviews

Paradise in the Pines

A beautiful, 2 bedroom 1 bath cabin nestled among many towering native pine and dogwood trees. If you enjoy nature this is a setting you'll love! The home is everything you'll need as you travel. It is complete with stove, dishwasher, microwave, TV, washer, dryer, setting area, and gas grill! Just 5 miles from Current river and Montauk state park, you'll be relaxing in no time! It is also just a 10 minute drive to Jadwin, MO if canoeing or kayaking is your flavor.

Aug 6 – 13

G$22,312 GYD per night

Guest favorite

Cabin in Cabool

4.95 out of 5 average rating, 144 reviews

Loft in The Pines Pet Friendly

Loft in the Pines is placed overlooking a quiet little watering hole…covered in tall pines. You're instantly lured to the hand crafted rustic fireplace. With an open living room/kitchen, two bedrooms, a full bath with a half bath “outhouse” in the loft, laundry, a walk-in closet and a large spacious front deck for evening dinning and beautiful Sunset views. Any Adventurous Couple and or family would enjoy the splendors of this property bring a pole and tie one on.

Nov 11 – 18

G$31,450 GYD per night

Guest favorite

Cabin in Eminence

4.99 out of 5 average rating, 155 reviews

Prairie Hollow Hideaway

Prairie Hollow Hideaway is a charming log cabin located approximately 1 mile from both the Current and Jacks Fork rivers. The cabin is nestled on the edge of Prairie Hollow Creek, an intermittent creek, surrounded by open fields and woodlands. It offers a remote and peaceful experience free from distractions, with 3 bedrooms and a full kitchen. Whether visiting the area to float, sight-see, hike or hunt, this cabin is the perfect relaxing getaway.

Nov 12 – 19

G$26,239 GYD per night

Guest favorite

Home in Mountain Grove

4.97 out of 5 average rating, 155 reviews

Quiet Country Retreat

Enjoy this beautiful cabin home just outside of the Mark Twain National Forest, south of Cabool. A family-friendly home base for hunting, fishing or visiting the surrounding forest/recreational areas. Our quiet country retreat offers a chance to get away from it all, slow down, and enjoy country living. Located on 80 acres of pasture with a seasonal creek & occasional livestock visitor or wild turkey & deer.

Jul 10 – 17

G$28,081 GYD per night