A brick building with the inscription "WINONA" and an arched window.

Winona Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winona holiday rentals

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 HK$1,176
HK$1,470 total
includes taxes & fees
2 Jul - 3 Jul
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 HK$2,745
HK$3,419 total
includes taxes & fees
1 Jul - 2 Jul
Charming 3-bedroom barn in quaint Winona with AC
Smart TV

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 HK$1,953
HK$2,436 total
includes taxes & fees
1 Jul - 2 Jul
Charming ranch style log cabin with AC in scenic Winona
Free WiFi

King Bed Accessible|Grenada MS

King Bed Accessible|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (67 reviews)
"Surprised at how quiet it stayed despite being near highways good sleep quality matters and this place delivered!"
United States
Anonymous traveller
The price is HK$701
HK$807 total
includes taxes & fees
12 Jul - 13 Jul
King Bed Accessible|Grenada MS
Exterior

Grenada Lake Resort Cabin # 5

Grenada Lake Resort Cabin # 5
Coffeeville
9.8 out of 10, Exceptional, (7 reviews)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
United States
Kevin
The price is HK$753
HK$1,225 total
includes taxes & fees
30 Jun - 1 Jul
Grenada Lake Resort Cabin # 5
Exterior

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 HK$753
HK$1,225 total
includes taxes & fees
30 Jun - 1 Jul
Grenada Lake Resort Cabin # 1
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 HK$1,176
HK$1,947 total
includes taxes & fees
30 Jun - 1 Jul
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 HK$1,176
HK$2,266 total
includes taxes & fees
1 Jul - 2 Jul
Dogwoods-2 bedroom cabin with 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, (15 reviews)
"Great place to stay and great host! "
United States
Josh P.
The price is HK$1,568
HK$1,896 total
includes taxes & fees
2 Jul - 3 Jul
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, (6 reviews)
"Second time staying! GREAT HOST"
United States
Kadeidra R.
The price is HK$1,176
HK$2,778 total
includes taxes & fees
30 Jun - 1 Jul
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, (14 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Smart TV

Grenada MS |2 Queen Bed

Grenada MS |2 Queen Bed
Grenada MS
10.0 out of 10, Exceptional, (64 reviews)
"Parked conveniently next to our room made unloading simple. A lovely convenience after driving all day!"
United States
Anonymous traveller
The price is HK$768
HK$885 total
includes taxes & fees
12 Jul - 13 Jul
Grenada MS |2 Queen Bed
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 HK$1,372
HK$2,500 total
includes taxes & fees
2 Jul - 3 Jul
The most unique getaway experience in North Mississippi!
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 HK$1,647
HK$3,396 total
includes taxes & fees
1 Jul - 2 Jul
Secluded one bedroom cabin with large deck overlooking a wooded gully.
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 HK$1,098
HK$2,694 total
includes taxes & fees
12 Jul - 13 Jul
Bream Shack-2 bedroom cabin with spacious parking
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 HK$854
HK$1,082 total
includes taxes & fees
12 Jul - 13 Jul
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
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 HK$1,200
HK$2,769 total
includes taxes & fees
7 Jul - 8 Jul
Magnolia State Winter Escape – Beautiful 3BR Family Home
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 HK$2,964
HK$4,770 total
includes taxes & fees
30 Jun - 1 Jul
House Located Less Than 3 Miles of Grenada Lake
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 HK$1,235
HK$2,673 total
includes taxes & fees
1 Jul - 2 Jul
Charming family retreat
Exterior

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 HK$753
HK$1,225 total
includes taxes & fees
30 Jun - 1 Jul
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

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada

8/10 Good
"Clean and updated rooms.Very nice.Still in the process of renovations. But was on a floor that had completed renovation. Pool was closed due to construction.Well lit hallways . Did not yet have ice machine on my floor but was able to get ice on first floor.Free breakfast was okay.Fire alarm went off at 11:30 pm because someone was smoking in lobby bathroom. Didn’t have landline phone in room to call front desk.Don’t know if this is the new norm? But able to call front desk on iPhone .But alarm was silence in timely manner.AC worked wonderfully.No clock in room . Parking was limited as construction equipment took up space and appeared full . Cars was parked out front entrance over night . Still good place to stay as I have tried other hotels in area that I will not go back to for one reason or another."
Maria 3-night trip
Posted 5 hours ago
Hampton Inn & Suites Grenada

Find out more about Winona

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Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday 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 coffee shops 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 holiday rentals that Winona has to offer?

Charming 3-bedroom barn in quaint Winona with AC: This highly rated holiday home rental in Winona offers a balcony, a selection of games and air conditioning 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 Country Club. In the wider area, you’ll find Winona City Hall and Middleton Cemetery.

What are holiday rentals like in Winona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winona. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip.