Winona County Courthouse

Winona Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

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 SAR 935
SAR 1,162 total
includes taxes & fees
22 Jun - 23 Jun
Charming ranch style log cabin with AC in scenic Winona
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 SAR 1,314
SAR 1,637 total
includes taxes & fees
22 Jun - 23 Jun
Charming 3-bedroom barn in quaint Winona with AC
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 SAR 563
SAR 696 total
includes taxes & fees
22 Jun - 23 Jun
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Smart TV

Charming family retreat

Charming family retreat
Greenwood
10.0 out of 10, Exceptional, (3 reviews)
"Neat little town. Enjoy our stay"
United States
Robert W.
The price is SAR 591
SAR 1,291 total
includes taxes & fees
29 Jun - 30 Jun
Charming family retreat
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, (14 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
The price is SAR 504
SAR 1,053 total
includes taxes & fees
23 Jun - 24 Jun
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Smart TV

Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.2 out of 10, Wonderful, (9 reviews)
"Great atmosphere and great area near downtown Grenada..."
United States
Lelabug G.
The price is SAR 574
SAR 1,329 total
includes taxes & fees
23 Jun - 24 Jun
Magnolia State Winter Escape – Beautiful 3BR Family Home
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 SAR 405
SAR 514 total
includes taxes & fees
23 Jun - 24 Jun
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
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)
The price is SAR 526
SAR 1,286 total
includes taxes & fees
1 Jul - 2 Jul
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 SAR 657
SAR 1,193 total
includes taxes & fees
22 Jun - 23 Jun
The most unique getaway experience in North Mississippi!
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, (15 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 SAR 751
SAR 904 total
includes taxes & fees
25 Jun - 26 Jun
Minutes away from one of the greatest crappie fishing lakes in the world
Hair dryer, towels

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 SAR 563
SAR 1,064 total
includes taxes & fees
22 Jun - 23 Jun
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
The price is SAR 788
SAR 1,622 total
includes taxes & fees
22 Jun - 23 Jun
Secluded one bedroom cabin with large deck overlooking a wooded gully.
Private kitchen

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 SAR 1,419
SAR 2,283 total
includes taxes & fees
22 Jun - 23 Jun
House Located Less Than 3 Miles of 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, (7 reviews)
"The place was nice and clean,will definitely book again "
United States
James C.
The price is SAR 563
SAR 928 total
includes taxes & fees
22 Jun - 23 Jun
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Towels

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 SAR 604
SAR 944 total
includes taxes & fees
28 Jun - 29 Jun
Grenada Lake Resort 2 bedroom Cabin # 6
TV

The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (6 reviews)
"Second time staying! GREAT HOST"
United States
Kadeidra R.
The price is SAR 563
SAR 1,330 total
includes taxes & fees
22 Jun - 23 Jun
The Crappie-2 bedroom cabin with spacious parking
Towels

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 SAR 360
SAR 586 total
includes taxes & fees
22 Jun - 23 Jun
Grenada Lake Resort Cabin # 2
Smart TV

Grenada MS |2 Queen Bed

Grenada MS |2 Queen Bed
Grenada MS
The price is SAR 417
SAR 478 total
includes taxes & fees
4 Jul - 5 Jul
Grenada MS |2 Queen Bed
Bathroom

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 SAR 360
SAR 586 total
includes taxes & fees
22 Jun - 23 Jun
Grenada Lake Resort Cabin # 1
Property grounds

The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
The price is SAR 657
SAR 1,442 total
includes taxes & fees
29 Jun - 30 Jun
The most unique getaway experience in North Mississippi!
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

8/10 Good
"It was good"
James Earl 2-night trip
Posted 1 day ago
OYO Hotel Grenada West

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.