Winona Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Winona vacation rentals

Living area

Charming ranch style log cabin with AC in scenic Winona

Charming ranch style log cabin with AC in scenic Winona
Winona
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean, comfortable cabin with everything you need. "
United States
Lee T.
The price is ￥39,793
￥49,645 total
includes taxes & fees
Apr 1 - Apr 2
Charming ranch style log cabin with AC in scenic Winona
Exterior

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

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Winona
10.0 out of 10, Exceptional, (1 review)
"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 ￥23,972
￥29,787 total
includes taxes & fees
Apr 1 - Apr 2
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Exterior detail

Charming 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC
Winona
8.0 out of 10, Very Good, (2 reviews)
"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 ￥55,934
￥69,329 total
includes taxes & fees
Apr 8 - Apr 9
Charming 3-bedroom barn in quaint Winona with AC
Interior

Grenada Lake Resort Cabin # 5

Grenada Lake Resort Cabin # 5
Coffeeville
10.0 out of 10, Exceptional, (6 reviews)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
United States
Kevin
The price is ￥15,342
￥24,966 total
includes taxes & fees
Apr 30 - May 1
Grenada Lake Resort Cabin # 5
Interior

Minutes away from one of the greatest crappie fishing lakes in the world

Minutes away from one of the greatest crappie fishing lakes in the world
Coffeeville
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place! Very clean and is equipped with everything you need. The hosts had great communication throughout our stay. Would highly recommend and will definitely be staying again in the future! "
United States
Shayna
The price is ￥31,962
￥38,303 total
includes taxes & fees
Apr 11 - Apr 12
Minutes away from one of the greatest crappie fishing lakes in the world
TV

The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (5 reviews)
"Second time staying! GREAT HOST"
United States
Kadeidra R.
The price is ￥23,972
￥57,126 total
includes taxes & fees
Apr 7 - Apr 8
The Crappie-2 bedroom cabin with spacious parking
Interior

The Bass Shack-2 bedroom cabin w spacious parking

The Bass Shack-2 bedroom cabin w spacious parking
Grenada
9.8 out of 10, Exceptional, (6 reviews)
"The cabin was a perfect place for a getaway or to stay and fish the lake. The property host was very accommodating and helpful with anything we needed. Highly recommend any of her properties, we will be back!"
United States
Jordy B.
The price is ￥22,373
￥55,244 total
includes taxes & fees
Apr 5 - Apr 6
The Bass Shack-2 bedroom cabin w spacious parking
Interior

Bream Shack-2 bedroom cabin with spacious parking

Bream Shack-2 bedroom cabin with spacious parking
Grenada
8.4 out of 10, Very Good, (5 reviews)
"Impeccable!"
United States
Mary W.
The price is ￥22,373
￥55,244 total
includes taxes & fees
Apr 5 - Apr 6
Bream Shack-2 bedroom cabin with spacious parking
Property grounds

The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and view great host clean places loved it so much "
United States
Austin R.
The price is ￥27,967
￥50,786 total
includes taxes & fees
Apr 5 - Apr 6
The most unique getaway experience in North Mississippi!
Smart TV

Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful place and hosts "
United States
Sonya V.
The price is ￥31,962
￥58,139 total
includes taxes & fees
Apr 13 - Apr 14
Cabin in the woods overlooking Grenada lake.
Terrace/patio

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

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Gore Springs
10.0 out of 10, Exceptional, (6 reviews)
"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 ￥23,972
￥40,014 total
includes taxes & fees
Apr 3 - Apr 4
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Terrace/patio

Dogwoods-2 bedroom cabin with spacious parking

Dogwoods-2 bedroom cabin with spacious parking
Grenada
9.6 out of 10, Exceptional, (17 reviews)
"Cabin was very clean and comfortable. We’ll be staying there again for sure."
United States
Gabe S.
The price is ￥23,972
￥45,657 total
includes taxes & fees
Apr 1 - Apr 2
Dogwoods-2 bedroom cabin with spacious parking
Interior

Grenada Lake Resort Cabin # 2

Grenada Lake Resort Cabin # 2
Coffeeville
10.0 out of 10, Exceptional, (2 reviews)
"Nice quite area cozy and rustic interior of the cabin "
United States
James
The price is ￥15,342
￥24,966 total
includes taxes & fees
Apr 2 - Apr 3
Grenada Lake Resort Cabin # 2
Terrace/patio

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Greenwood
10.0 out of 10, Exceptional, (3 reviews)
"Amazing cabin, in a great location with a great host"
United States
Conner M.
The price is ￥21,574
￥26,504 total
includes taxes & fees
Apr 1 - Apr 2
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
TV

Grenada Lake Resort 2 bedroom Cabin # 6

Grenada Lake Resort 2 bedroom Cabin # 6
Coffeeville
9.6 out of 10, Exceptional, (5 reviews)
"Property was clean and comfortable in a peaceful quiet location."
United States
Christopher C.
The price is ￥25,810
￥39,624 total
includes taxes & fees
Apr 12 - Apr 13
Grenada Lake Resort 2 bedroom Cabin # 6
Property grounds

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (15 reviews)
"We really enjoyed our stay at. The getaway Place was fully stocked and exceptionally clean, we expect to visit again in the fall and will definitely book this place again. ! Host is great, responded to questions almost immediately."
United States
David S.
The price is ￥31,962
￥58,652 total
includes taxes & fees
Apr 5 - Apr 6
The Get-A-Way at Grenada lake
Property grounds

Secluded one bedroom cabin with large deck overlooking a wooded gully.

Secluded one bedroom cabin with large deck overlooking a wooded gully.
Grenada
The price is ￥33,560
￥69,723 total
includes taxes & fees
Apr 5 - Apr 6
Secluded one bedroom cabin with large deck overlooking a wooded gully.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Hotel Reviews

Americas Best Value Inn Winona

Americas Best Value Inn Winona

8/10 Good
"Very clean. For the price a great value. I would stay here again. "
Elizabeth 1-night trip
Posted 3 days ago
Americas Best Value Inn Winona

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
  • Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

Frequently asked questions

Are there vacation rentals in Winona?

Yes, there are vacation rentals in Winona close to Montgomery County Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing 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 is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

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.