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

Winona Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winona vacation rentals

Exterior

1. 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)
The price is AED 551
AED 689 total
includes taxes & fees
24 Oct - 25 Oct
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Exterior detail

2. 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 AED 1,286
AED 1,601 total
includes taxes & fees
24 Sep - 25 Sep
Charming 3-bedroom barn in quaint Winona with AC
Smart TV

3. 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 AED 915
AED 1,141 total
includes taxes & fees
24 Oct - 25 Oct
Charming ranch style log cabin with AC in scenic Winona
Terrace/patio

4. Dogwoods-2 bedroom cabin with spacious parking

Dogwoods-2 bedroom cabin with spacious parking
Grenada
9.6 out of 10, Exceptional, (20 reviews)
"Cabin was very clean and comfortable. We’ll be staying there again for sure."
United States
Gabe S.
The price is AED 551
AED 1,045 total
includes taxes & fees
24 Sep - 25 Sep
Dogwoods-2 bedroom cabin with spacious parking
TV

5. The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (7 reviews)
"The Crappie cabin was exactly as it was listed. Very clean great place to stay highly recommended this place great communication from host "
United States
Kevin D.
The price is AED 551
AED 1,297 total
includes taxes & fees
24 Sep - 25 Sep
The Crappie-2 bedroom cabin with spacious parking
Property grounds

6. The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
The price is AED 643
AED 1,427 total
includes taxes & fees
24 Sep - 25 Sep
The most unique getaway experience in North Mississippi!
Exterior

7. 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 AED 353
AED 574 total
includes taxes & fees
25 Sep - 26 Sep
Grenada Lake Resort Cabin # 5
Exterior

8. Grenada Lake Resort Cabin # 4

Grenada Lake Resort Cabin # 4
Coffeeville
9.6 out of 10, Exceptional, (4 reviews)
"Smooth booking process. Booked within two days of our visit. Very clean. Pricing was very reasonable. The host was very communicative when I had questions before booking and had responded pretty fast. Will absolutely be saving this location for future visits."
United States
Sharon C.
The price is AED 353
AED 574 total
includes taxes & fees
27 Sep - 28 Sep
Grenada Lake Resort Cabin # 4
Smart TV, fireplace, DVD player, books

9. 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
9.6 out of 10, Exceptional, (16 reviews)
"The property was easy to find, very clean, and the beds were very comfortable. Great place to stay and cozy."
United States
Joahua
The price is AED 657
AED 1,234 total
includes taxes & fees
6 Oct - 7 Oct
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Interior

10. 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, (19 reviews)
"Great place to stay and great host! "
United States
Josh P.
The price is AED 735
AED 888 total
includes taxes & fees
4 Oct - 5 Oct
Minutes away from one of the greatest crappie fishing lakes in the world
Smart TV

11. King Bed Accessible|Grenada MS

King Bed Accessible|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (67 reviews)
"Saw several families staying here,lots of space seemed great for everyone involved."
United States
Anonymous traveler
The price is AED 333
AED 384 total
includes taxes & fees
4 Oct - 5 Oct
King Bed Accessible|Grenada MS
Dining

12. Grenada MS | King Bed

Grenada MS | King Bed
Grenada MS
10.0 out of 10, Exceptional, (57 reviews)
"Stopped here for one night and it comfortably met all expectations."
United States
Anonymous traveler
The price is AED 339
AED 390 total
includes taxes & fees
21 Oct - 22 Oct
Grenada MS | King Bed
Smart TV

13. Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.0 out of 10, Wonderful, (11 reviews)
"Great atmosphere and great area near downtown Grenada..."
United States
Lelabug G.
The price is AED 545
AED 1,279 total
includes taxes & fees
6 Oct - 7 Oct
Magnolia State Winter Escape – Beautiful 3BR Family Home
Smart TV

14. Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (46 reviews)
"Great cabin with lots of room for families!"
United States
Scotty H.
The price is AED 735
AED 1,289 total
includes taxes & fees
24 Sep - 25 Sep
Cabin in the woods overlooking Grenada lake.
Dining

15. Grenada MS | King Bed Smoking

Grenada MS | King Bed Smoking
Grenada MS
10.0 out of 10, Exceptional, (48 reviews)
"Rooms had ample space for two guests, creating a very inviting atmosphere."
United States
Anonymous traveler
The price is AED 333
AED 384 total
includes taxes & fees
4 Oct - 5 Oct
Grenada MS | King Bed Smoking
Terrace/patio

16. 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, (5 reviews)
"Amazing cabin, in a great location with a great host"
United States
Conner M.
The price is AED 483
AED 595 total
includes taxes & fees
4 Oct - 5 Oct
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Property grounds

17. The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (18 reviews)
"Great property to stay at if you are staying or fishing in the Grenada area. "
United States
Jay R.
The price is AED 735
AED 1,332 total
includes taxes & fees
18 Oct - 19 Oct
The Get-A-Way at Grenada lake
Smart TV

18. Charming family retreat

Charming family retreat
Greenwood
9.2 out of 10, Wonderful, (5 reviews)
"Neat little town. Enjoy our stay"
United States
Robert W.
The price is AED 579
AED 1,252 total
includes taxes & fees
24 Sep - 25 Sep
Charming family retreat
Private kitchen

19. House Located Less Than 3 Miles of Grenada Lake

House Located Less Than 3 Miles of Grenada Lake
Coffeeville
8.6 out of 10, Excellent, (4 reviews)
"Everything was wonderful!!"
United States
anna a.
The price is AED 1,388
AED 2,128 total
includes taxes & fees
24 Sep - 25 Sep
House Located Less Than 3 Miles of Grenada Lake
Exterior

20. 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 AED 353
AED 574 total
includes taxes & fees
6 Oct - 7 Oct
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

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

8/10 Good
"Lobby Staff and Cleaning Personnel were very friendly and courteous."
Jennifer 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Grenada by IHG

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 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, Middleton Cemetery, and Winona Country Club. Winona - Montgomery County Library and Winona City Hall are other places to visit while you're in town.

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.