Winona Holiday Rentals

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Holiday Rentals in Winona

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

10.0 out of 10, Exceptional, (1)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
The price is AU$291
includes taxes & fees
19 July - 20 July
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 3-bedroom barn in quaint Winona with AC

The price is AU$676
includes taxes & fees
18 July - 19 July
Charming 3-bedroom barn in quaint Winona with AC

Charming ranch style log cabin with AC in scenic Winona

10.0 out of 10, Exceptional, (1)
"First time staying in a cabin and was absolutely impressed! It was such a peaceful stay especially coming from being in the daily city life! David was awesome at communicating. Will be reserving again for sure!"
The price is AU$482
includes taxes & fees
18 July - 19 July
Charming ranch style log cabin with AC in scenic Winona

Cabin in the woods overlooking Grenada lake.

10.0 out of 10, Exceptional, (34)
"The cabin had a perfect combination of a rustic feel with great modern comfort and conveniences. "
The price is AU$569
includes taxes & fees
18 July - 19 July
Cabin in the woods overlooking Grenada lake.

4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

10.0 out of 10, Exceptional, (2)
"House and property are very nice, and well maintained. The outside recreation area has everything for a great time for all ages. 100% plan on making this a yearly getaway for the family. "
The price is AU$1,233
includes taxes & fees
21 July - 22 July
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

House Located Less Than 3 Miles of Grenada Lake

9.0 out of 10, Wonderful, (2)
"We had a wonderful stay. It was very quiet location out in the country. It was roomy with plenty of parking for the family. "
The price is AU$944
includes taxes & fees
20 July - 21 July
House Located Less Than 3 Miles of Grenada Lake

Catfish House-1 bedroom with spacious free parking

10.0 out of 10, Exceptional, (4)
"came for a fishing trip. cabin was clean and very nice. would recommend"
The price is AU$488
includes taxes & fees
14 Aug - 15 Aug
Catfish House-1 bedroom with spacious free parking

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

10.0 out of 10, Exceptional, (10)
"Nice quiet and clean location to share with family and friends"
The price is AU$493
includes taxes & fees
20 July - 21 July
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Charming family retreat

10.0 out of 10, Exceptional, (1)
"If u really wanted stay in the heart of greenwood it’s the perfect place to stay every thing about this house is perfect "
The price is AU$490
includes taxes & fees
25 July - 26 July
Charming family retreat
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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Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, 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 has air conditioning and laundry facilities 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 City Hall, and Middleton Cemetery. Winona Country Club and Winona - Montgomery County Library are other places to visit while you're in town.

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.