Winona Holiday Rentals

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Check prices for these dates

Tonight
2 Sept - 3 Sept
Tomorrow
3 Sept - 4 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

Holiday Rentals in Winona

Charming ranch style log cabin with AC in scenic Winona
Private kitchen

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 HK$1,941
HK$2,422 total
includes taxes & fees
3 Sept - 4 Sept
Charming ranch style log cabin with AC in scenic Winona
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Property grounds

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 HK$1,170
HK$1,445 total
includes taxes & fees
3 Sept - 4 Sept
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Charming 3-bedroom barn in quaint Winona with AC
Interior

Charming 3-bedroom barn in quaint Winona with AC

The price is HK$2,729
HK$3,399 total
includes taxes & fees
3 Sept - 4 Sept
Charming 3-bedroom barn in quaint Winona with AC
The most unique getaway experience in North Mississippi!
Exterior

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (3)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is HK$1,364
HK$2,345 total
includes taxes & fees
3 Sept - 4 Sept
The most unique getaway experience in North Mississippi!
The Get-A-Way at Grenada lake
Fridge, microwave, oven, stovetop

The Get-A-Way at Grenada lake

9.8 out of 10, Exceptional, (12)
"Great place to stay for a fishing getaway ,close to the lake and not far from town . Owner was very responsive to my text , love that you can back your boats up under the shelter will definitely stay here again if we come down again!"
The price is HK$1,559
HK$2,862 total
includes taxes & fees
3 Sept - 4 Sept
The Get-A-Way at Grenada lake
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
Exterior

Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown

2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very nice stay, it’s the nicest house in the area! A lot of parking! "
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
Fridge, microwave, oven, stovetop

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 HK$3,899
HK$7,150 total
includes taxes & fees
3 Sept - 4 Sept
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
Grenada Lake Resort Cabin # 5
Interior

Grenada Lake Resort Cabin # 5

10.0 out of 10, Exceptional, (6)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
The price is HK$749
HK$1,218 total
includes taxes & fees
3 Sept - 4 Sept
Grenada Lake Resort Cabin # 5
Cabin in the woods overlooking Grenada lake.
Dining

Cabin in the woods overlooking Grenada lake.

10.0 out of 10, Exceptional, (36)
"We enjoyed our stay!"
The price is HK$1,559
HK$2,862 total
includes taxes & fees
3 Sept - 4 Sept
Cabin in the woods overlooking Grenada lake.
Greenwood Studio Cottage < 1 Mi to Downtown!
Interior

Greenwood Studio Cottage < 1 Mi to Downtown!

3.5 star property
6.8 out of 10, (3)
"Every thing was great except the bed mattress was very uncomfortable, and the door to the bathroom was sticking when you open and closed it. Overall iitwas an excellent stay,"
Greenwood Studio Cottage < 1 Mi to Downtown!
Bream Shack-2 bedroom cabin with spacious parking
Interior

Bream Shack-2 bedroom cabin with spacious parking

8.4 out of 10, Very good, (5)
"Impeccable!"
The price is HK$1,092
HK$2,554 total
includes taxes & fees
3 Sept - 4 Sept
Bream Shack-2 bedroom cabin with spacious parking
The Crappie-2 bedroom cabin with spacious parking
Exterior

The Crappie-2 bedroom cabin with spacious parking

10.0 out of 10, Exceptional, (5)
"This was the perfect private family-friendly spot, especially traveling from Texas to visit family when you're not familiar with the area. The host was responsive and considerate, ensuring our stay was comfortable from start to finish."
The price is HK$1,170
HK$2,646 total
includes taxes & fees
5 Sept - 6 Sept
The Crappie-2 bedroom cabin with spacious parking
Dogwoods-2 bedroom cabin with spacious parking
Fridge, microwave, oven, stovetop

Dogwoods-2 bedroom cabin with spacious parking

9.4 out of 10, Exceptional, (13)
"Quick overnight stay for fishing trip everything was great, The only complaint was it seemed there something on the sheets in queen bed."
The price is HK$1,170
HK$2,078 total
includes taxes & fees
4 Sept - 5 Sept
Dogwoods-2 bedroom cabin with spacious parking
Charming family retreat
Outdoor dining

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 HK$1,228
HK$2,657 total
includes taxes & fees
5 Sept - 6 Sept
Charming family retreat
Grenada Lake Resort Cabin # 2
Interior

Grenada Lake Resort Cabin # 2

10.0 out of 10, Exceptional, (2)
"Nice quite area cozy and rustic interior of the cabin "
The price is HK$749
HK$1,218 total
includes taxes & fees
3 Sept - 4 Sept
Grenada Lake Resort Cabin # 2
Located 3 miles to Grenada Lake
Fridge, microwave, oven, stovetop

Located 3 miles to Grenada Lake

10.0 out of 10, Exceptional, (1)
"Very Peaceful and relaxing "
Located 3 miles to Grenada Lake
House Located Less Than 3 Miles of Grenada Lake
Private kitchen

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 HK$2,947
HK$4,743 total
includes taxes & fees
3 Sept - 4 Sept
House Located Less Than 3 Miles of Grenada Lake
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Dining

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

10.0 out of 10, Exceptional, (11)
"Nice quiet and clean location to share with family and friends"
The price is HK$1,256
HK$2,479 total
includes taxes & fees
3 Sept - 4 Sept
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada Lake Resort Cabin # 4
Interior

Grenada Lake Resort Cabin # 4

9.0 out of 10, Wonderful, (2)
"Very nice cabin although a little smaller than expected. Road into cabin could use some work."
The price is HK$749
HK$1,218 total
includes taxes & fees
3 Sept - 4 Sept
Grenada Lake Resort Cabin # 4
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit
Fridge, microwave, oven, stovetop

5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

10.0 out of 10, Exceptional, (7)
"Our stay was shorter than what we expected, but everything was just perfect"
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit
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

Find out more about Winona

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:

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Look no further and take a look at our great range of rental properties in Winona!

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 - Montgomery County Library, and Middleton Cemetery. Winona City Hall and Winona Country Club 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.