Winona Vacation Rentals

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Vacation Rentals in Winona

Charming ranch style log cabin with AC in scenic Winona

Winona
10.0 out of 10, Exceptional, (1)
"First time staying in a cabin and was absolutely impressed! It was such a peaceful stay especially coming from being in the daily city life! David was awesome at communicating. Will be reserving again for sure!"
United States
Cierra O.
The price is ¥38,503
¥48,036 total
includes taxes & fees
Nov 25 - Nov 26
Charming ranch style log cabin with AC in scenic Winona

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Winona
10.0 out of 10, Exceptional, (1)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
United States
Trey H.
The price is ¥23,195
¥28,991 total
includes taxes & fees
Nov 25 - Nov 26
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 3-bedroom barn in quaint Winona with AC

Winona
6.0 out of 10, (1)
"I had a hard time find this place, there need to be sign on old mountain road tell u how to get there. I had to clean one of the bathroom the shower was not clean. There are French door when u enter this place. There need to be some blind to the door."
United States
sherrida r.
The price is ¥54,121
¥67,419 total
includes taxes & fees
Nov 25 - Nov 26
Charming 3-bedroom barn in quaint Winona with AC

Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown

2.0 star property
Grenada
9.4 out of 10, Exceptional, (6)
"Love the house"
United States
Gilbert P.
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown

Greenwood Studio Cottage < 1 Mi to Downtown!

3.5 star property
Greenwood
6.8 out of 10, (3)
"Everything about this place was adorable and comfortable. The only drawback was the spotty Wi-Fi. Even after troubleshooting with the hosts it was still touchy. But overall it was an excellent stay! "
United States
Amber
Greenwood Studio Cottage < 1 Mi to Downtown!

4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

Coffeeville
10.0 out of 10, Exceptional, (4)
"The home, pool, and location were amazing!"
United States
Donna G.
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

The Get-A-Way at Grenada lake

Grenada
9.8 out of 10, Exceptional, (12)
"Great place to stay for a fishing getaway ,close to the lake and not far from town . Owner was very responsive to my text , love that you can back your boats up under the shelter will definitely stay here again if we come down again!"
United States
John S.
The price is ¥30,942
¥56,449 total
includes taxes & fees
Nov 15 - Nov 16
The Get-A-Way at Grenada lake

5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

Grenada
10.0 out of 10, Exceptional, (7)
"Couldn’t have been a nicer place and perfect for anglers. Definitely will be back. "
United States
Hunter B.
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

Grenada
9.2 out of 10, Wonderful, (49)
"The house was supposed to be ready by 3. We arrived at 3:45 and found the owner there. And the house in shambles. He told us he had been living in it and didn’t realize we were coming. We inspected the property before leaving to go fishing. All of his personal items were in the house. Used soap dirty towels. The beds had been all slept in and not made. When we returned he made the beds but didn’t change any of the bedding. We had to go buy new bedding. The owner would show up while we were not...
United States
Earle R.
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

Charming family retreat

Greenwood
10.0 out of 10, Exceptional, (1)
"If u really wanted stay in the heart of greenwood it’s the perfect place to stay every thing about this house is perfect "
United States
Jamaal C.
The price is ¥24,354
¥52,698 total
includes taxes & fees
Nov 16 - Nov 17
Charming family retreat

Homey Greenwood Getaway w/ Patio & Backyard

3.0 star property
Greenwood
Homey Greenwood Getaway w/ Patio & Backyard

Modern Greenwood Studio < 1 Mi to Downtown!

3.0 star property
Greenwood
Modern Greenwood Studio < 1 Mi to Downtown!

The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district

Grenada
9.8 out of 10, Exceptional, (7)
"My Husband was training at Camp McCain and I came up to see him for the 4th long weekend. Restaurants in walking distance and the accommodation was nice. Would stay again. "
United States
Rae B.
The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

2.0 star property
Greenwood
10.0 out of 10, Exceptional, (1)
"It was exactly as advertised and exactly what we wanted.Peace and quiet. Everything was set up , much more than we expected. Clean and Tidy. I highly Recommend this Cabin... 5 Stars "
United States
Bruce D.
The price is ¥13,924
¥18,209 total
includes taxes & fees
Nov 15 - Nov 16
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

Gore Springs
10.0 out of 10, Exceptional, (3)
"THE CABIN WAS AMAZING!! THE VEIWS FROM THE BACK PORCH WAS ABSOLUTELY BREATH TAKING!THE CABIN WAS VERY NICE AND CLEAN. CAN'T WAIT TO GO BACK!"
United States
JANNIE T.
The price is ¥23,195
¥38,882 total
includes taxes & fees
Dec 15 - Dec 16
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

Cabin in the woods overlooking Grenada lake.

Coffeeville
10.0 out of 10, Exceptional, (36)
"Great cabin in very quiet remote location yet close to several boat ramps. Road to the cabin is alittle rough but worth it for the location. Property is well kept and has everything you need for a long stay."
United States
Daniel R.
The price is ¥30,926
¥56,751 total
includes taxes & fees
Dec 15 - Dec 16
Cabin in the woods overlooking Grenada lake.

Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.

2.0 star property
French Camp
8.0 out of 10, Very Good, (1)
"The grounds were just lovely and the fishing was great!"
United States
Maxium R.
Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.

Located 3 miles to Grenada Lake

Grenada
10.0 out of 10, Exceptional, (2)
"Very Peaceful and relaxing "
United States
Steve B.
Located 3 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Grenada
10.0 out of 10, Exceptional, (11)
"The home was so nice and cozy. Would love to had more time just to relax and enjoy family time."
United States
Rita Z.
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Updated Greenwood Cottage Apt < 1 Mi to Dtwn!

3.0 star property
Greenwood
10.0 out of 10, Exceptional, (2)
"We can't say enough positive about the property and especially the manager/owner. The property is an updated apartment for sure. Clean, well equipped, and spacious. She texted us twice in our four night stay to make sure everything was going well. We highly recommend this property!!! Thank you!!"
United States
Marlynn
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
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

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Frequently asked questions

Are there vacation rentals in Winona?

Yes, there are vacation rentals close to popular points of interest in Winona, or you can select a more remote option if you want a relaxing place to stay. Winona is known for its coffeehouses and baseball games. Make sure you have time to check out the restaurants while you're in the area.

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

Charming 3-bedroom barn in quaint Winona with AC: Visitors give good reviews to this Winona vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Winona?

Take time out to visit local sights such as Montgomery County Performing Arts Center, Winona - Montgomery County Library, and Winona City Hall. In the larger area, you’ll find Middleton Cemetery and Winona Country Club.

What are vacation rentals like in Winona?

Vacation rentals are private properties you can stay in for a short or long stay in Winona. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.