Vacation rentals in Winona

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Top-rated vacation rentals in Winona

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Guest favorite

Cottage in Henderson

4.83 out of 5 average rating, 24 reviews

Amazing Lake View 3-Bedroom Cottage close to ramp

Relax with the whole family at this peaceful Cottage lake-view, home. If you’re boating or fishing, it’s just a short distance (1/4 mile) to the boat ramp. If you’re looking to put your toes in the water, let the kids swim and start your adventures, it’s just a short walk to the water or hop on our golf cart for a super quick trip to dip! Chances are, you’ll be spending a great amount of time, simply admiring the most gorgeous lake view and lounging on the very spacious, back deck. Come Relax!!!

Superhost

Cabin in Fredericktown

4.9 out of 5 average rating, 284 reviews

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francis River. Soak your cares away in the Hot Tub. The river is great for kayaking and fishing. Enjoy a peaceful nature get away. Bring your fishing poles, a book, kayaks and disconnect from the hustle and bustle of everyday life! We’re close to Silver Mines,Millstream Gardens, Taum Sauk Mountain, Amidon Conservation, Elephant Rocks, only 10 miles to Ironton or Fredericktown for food, drinks, golf and wineries!

Superhost

Home in Henderson

4.92 out of 5 average rating, 13 reviews

The Norfork Nest on Lake Norfork, Arkansas

This is the perfect cozy, lakefront home away from home! We are nested just above the shore line of Norfork Lake less than a mile from the Lake Norfork Inn in Henderson, Arkansas. Our freshly remodeled Norfork Nest is a three bedroom, two full bathroom home. It is the perfect home for your lake trips, fishing trips, family getaways, or couples retreat. It is a great place to relax and unwind. Our large deck overlooks the beautiful Ozark scenery and has an awesome view of the water and bridges.

Guest favorite

Bungalow in Ironton

4.96 out of 5 average rating, 115 reviews

*Downtown Bungalow*Coffee Bar*Pet*Family Friendly*

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Guest favorite

Cabin in Van Buren

5 out of 5 average rating, 32 reviews

Private Hilltop Cabin Near Current River

Come enjoy a stay at Orchard Hilltop Getaway just walking distance from all the amenities and less than 1 mile from Current River. Our clean and cozy cabin comfortably sleeps 6 people and has everything you need for your next trip. Located in the heart of all Van Buren has to offer, this location makes a perfect base for your adventures. Spend the day on the river swimming or by rent/bring tubes, canoes, kayaks, or rafts. There are also various other places nearby to experience the Ozarks.

Guest favorite

Cabin in Licking

5 out of 5 average rating, 9 reviews

Montauk Nature Retreat - New Listing on Acreage!

If you're looking for a peaceful and relaxing cabin spot on acreage with beautiful views and close to Montauk state park or many other water activities then look no further. This 4 BR/2 BA 1,700 sq feet place has been newly renovated to include all of the necessary amenities while on vacation. A fully stocked and updated kitchen, two bathrooms (one shower, one tub/shower combo), a massive living room with comfortable couches looking towards a 65 inch smart tv. Just 3 miles from Montauk!!

Guest favorite

Home in Van Buren

5 out of 5 average rating, 13 reviews

Decks for Days - River Escape

Your family will be close to everything when you stay at this centrally-located place. This is a 2 Bedroom - 1 bath house with 2 extra pull-out queen couch beds in the common spaces. The primary features a king bed and the secondary bedroom has two single beds. Large kitchen and tons of great outdoor space including a large fenced-in backyard and spacious decks as well as a fire pit and a covered BBQ space. There is also covered parking for one vehicle as well as space for up to 4 cars.

Guest favorite

Home in Alton

5 out of 5 average rating, 5 reviews

Goode Cabin 4 bedrooms 1 bath $125 per night min.

PLEASE MESSAGE FOR RATES We can acccomadate up to 12 guests at $35 per person per night. The Good Cabin is located centrally in Alton MO. For your dining experience, you might enjoy The Feed Sack Restaurant. We r located near The Eleven Point River, Greer Spring, McCormack Lake and trail, Elk at Peck Ranch, Turners Mill Spring, Whitten Access, Boze Mill, Falling Spring, Riverton Access, and Mammoth Spring of AR. Canoeing, kayaking, and rafting also at the nearby rentals.

Guest favorite

Cabin in Cabool

4.96 out of 5 average rating, 188 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.

Guest favorite

Home in Mountain Home

4.95 out of 5 average rating, 42 reviews

My Sweet Mtn. Home -Guest House w/ Pool & Hot Tub!

An Ozark Oasis in the heart of Mtn.Home, AR! This newly renovated property features a 4,500/sq. ft main house, 1,500/sq. ft guest house, pool, hot tub and more! With space to accommodate up to 30 guests, this peaceful spot will be a perfect getaway to host your next family trip or vacation to Lake Norfork! Tucked away in the woods, you'll have plenty of privacy while only being minutes away from town, marinas and local restaurants.

Guest favorite

Earthen home in Salem

4.95 out of 5 average rating, 41 reviews

El Rancho Rocky-Cheerful Stay near Montauk St Pk

Relax with the whole family at this peaceful place to stay. This two story earth home is private and warm. It's a great place to stay for a family for a week-long stay, a couple for the weekend, or a small group of fishermen ready to conquer Current River.