Winona Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winona vacation rentals

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 ¥39,686
¥48,643 total
includes taxes & fees
Apr 29 - Apr 30
Charming ranch style log cabin with AC in scenic Winona

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 ¥55,783
¥69,490 total
includes taxes & fees
Apr 29 - Apr 30
Charming 3-bedroom barn in quaint Winona with AC

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 ¥23,907
¥29,533 total
includes taxes & fees
Apr 29 - Apr 30
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

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 ¥15,300
¥24,898 total
includes taxes & fees
Apr 30 - May 1
Grenada Lake Resort Cabin # 2

Grenada Lake Resort Cabin # 1

Grenada Lake Resort Cabin # 1
Coffeeville
10.0 out of 10, Exceptional, (3 reviews)
"Great for peace and quiet"
United States
Summer
The price is ¥15,300
¥24,898 total
includes taxes & fees
Apr 28 - Apr 29
Grenada Lake Resort Cabin # 1

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 ¥27,892
¥50,650 total
includes taxes & fees
Apr 30 - May 1
The most unique getaway experience in North Mississippi!

Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place and hosts "
United States
Sonya V.
The price is ¥31,876
¥58,494 total
includes taxes & fees
Apr 29 - Apr 30
Cabin in the woods overlooking Grenada lake.

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 ¥22,313
¥54,243 total
includes taxes & fees
Apr 28 - Apr 29
The Bass Shack-2 bedroom cabin w spacious parking

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 ¥23,907
¥56,460 total
includes taxes & fees
Apr 28 - Apr 29
The Crappie-2 bedroom cabin with spacious parking

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, (14 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 ¥31,876
¥38,541 total
includes taxes & fees
May 1 - May 2
Minutes away from one of the greatest crappie fishing lakes in the world

Lida's Place - 3 BR 2 BA Ranch House - 7.6 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, (12 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
The price is ¥28,529
¥53,548 total
includes taxes & fees
May 5 - May 6
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

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 ¥23,907
¥38,712 total
includes taxes & fees
May 24 - May 25
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

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 ¥23,907
¥45,192 total
includes taxes & fees
Apr 29 - Apr 30
Dogwoods-2 bedroom cabin with spacious parking

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 ¥22,313
¥54,243 total
includes taxes & fees
Apr 29 - Apr 30
Bream Shack-2 bedroom cabin with spacious parking

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 ¥33,470
¥69,024 total
includes taxes & fees
May 3 - May 4
Secluded one bedroom cabin with large deck overlooking a wooded gully.

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (17 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 ¥31,876
¥57,982 total
includes taxes & fees
May 18 - May 19
The Get-A-Way at Grenada lake

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 ¥21,516
¥26,433 total
includes taxes & fees
May 8 - May 9
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

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 ¥15,300
¥24,898 total
includes taxes & fees
May 2 - May 3
Grenada Lake Resort Cabin # 5

House Located Less Than 3 Miles of Grenada Lake

House Located Less Than 3 Miles of Grenada Lake
Coffeeville
9.4 out of 10, Exceptional, (3 reviews)
"Everything was wonderful!!"
United States
anna a.
The price is ¥60,246
¥96,432 total
includes taxes & fees
Apr 28 - Apr 29
House Located Less Than 3 Miles of Grenada Lake

Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.4 out of 10, Exceptional, (8 reviews)
"Great atmosphere and great area near downtown Grenada..."
United States
Lelabug G.
The price is ¥27,254
¥60,199 total
includes taxes & fees
Apr 29 - Apr 30
Magnolia State Winter Escape – Beautiful 3BR Family Home
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winona Hotel Reviews

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 City Hall, and Winona - Montgomery County Library. In the larger area, you’ll find Winona Country Club and Middleton Cemetery.

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.