Winona Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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.
$285 nightly
The price is $311
Apr 10 - Apr 11
Total with taxes and fees
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.
$171 nightly
The price is $186
Apr 10 - Apr 11
Total with taxes and fees
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.
$400 nightly
The price is $436
Apr 10 - Apr 11
Total with taxes and fees
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
$146 nightly
The price is $156
Apr 12 - Apr 13
Total with taxes and fees
Grenada Lake Resort Cabin # 5
Interior

Grenada Lake Resort Cabin # 4

Grenada Lake Resort Cabin # 4
Coffeeville
9.4 out of 10, Exceptional, (3 reviews)
"Very nice cabin although a little smaller than expected. Road into cabin could use some work."
United States
Annette J.
$146 nightly
The price is $156
Apr 12 - Apr 13
Total with taxes and fees
Grenada Lake Resort Cabin # 4
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.
$329 nightly
The price is $341
Apr 12 - Apr 13
Total with taxes and fees
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.
$303 nightly
The price is $318
Apr 13 - Apr 14
Total with taxes and fees
The most unique getaway experience in North Mississippi!
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.
$329 nightly
The price is $341
Apr 12 - Apr 13
Total with taxes and fees
The Bass Shack-2 bedroom cabin w spacious parking
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
$226 nightly
The price is $242
Apr 12 - Apr 13
Total with taxes and fees
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.
$341 nightly
The price is $354
Apr 15 - Apr 16
Total with taxes and fees
The Crappie-2 bedroom cabin with spacious parking
Smart TV, fireplace, DVD player, books

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.
$263 nightly
The price is $282
Apr 10 - Apr 11
Total with taxes and fees
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to 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.
$232 nightly
The price is $248
Apr 14 - Apr 15
Total with taxes and fees
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
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.
$340 nightly
The price is $364
Apr 29 - Apr 30
Total with taxes and fees
Cabin in the woods overlooking 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.
$269 nightly
The price is $281
Apr 19 - Apr 20
Total with taxes and fees
Dogwoods-2 bedroom cabin with spacious parking
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
$414 nightly
The price is $432
Apr 12 - Apr 13
Total with taxes and fees
Secluded one bedroom cabin with large deck overlooking a wooded gully.
Property grounds

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (16 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.
$340 nightly
The price is $364
Apr 12 - Apr 13
Total with taxes and fees
The Get-A-Way at Grenada lake
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.
$155 nightly
The price is $166
May 6 - May 7
Total with taxes and fees
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.
$233 nightly
The price is $249
Apr 12 - Apr 13
Total with taxes and fees
Grenada Lake Resort 2 bedroom Cabin # 6
Interior

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
$146 nightly
The price is $156
Apr 10 - Apr 11
Total with taxes and fees
Grenada Lake Resort Cabin # 1
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
$146 nightly
The price is $156
Apr 11 - Apr 12
Total with taxes and fees
Grenada Lake Resort Cabin # 2
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

OYO Hotel Grenada West

OYO Hotel Grenada West

10/10 Excellent
"Clean room "
Jasmina 1-night trip
Posted 2 hours ago
OYO Hotel Grenada West

Find out more about Winona

Everything you need to know about Winona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $166 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Country Club. In the larger area, you’ll find Winona City Hall 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.