Winona Vacation Rentals

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Vacation Rentals in Winona

TV
The Bass Shack-2 bedroom cabin w spacious parking
10.0 out of 10, Exceptional, (1)
"The cabin was a perfect place for a getaway or to stay and fish the lake. The property host was very accommodating and helpful with anything we needed. Highly recommend any of her properties, we will be back!"
The price is $120
$213 total
includes taxes & fees
May 19 - May 20
The Bass Shack-2 bedroom cabin w spacious parking
Microwave, coffee/tea maker
Grenada Lake Resort Cabin # 5
10.0 out of 10, Exceptional, (5)
"Great time and a great place to stay. I just wish it was a little closer to places to eat."
The price is $107
$161 total
includes taxes & fees
May 19 - May 20
Grenada Lake Resort Cabin # 5
Fridge, microwave, oven, stovetop
Cabin in the woods overlooking Grenada lake.
10.0 out of 10, Exceptional, (19)
"The cabin was perfect. The property is peaceful and beautiful. We enjoyed morning coffee on the porch listening to the birds. We walked around the property a bit and found a big old turtle shell in the woods that we left on the back porch. I wish we would’ve stayed a few more nights. Certainly is a great place to relax and unwind. "
The price is $200
$362 total
includes taxes & fees
May 16 - May 17
Cabin in the woods overlooking Grenada lake.
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Game room
Minutes away from one of the greatest crappie fishing lakes in the world
10.0 out of 10, Exceptional, (4)
"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! "
The price is $200
$243 total
includes taxes & fees
May 18 - May 19
Minutes away from one of the greatest crappie fishing lakes in the world
Fridge, microwave, oven, stovetop
Dogwoods-2 bedroom cabin with spacious parking
10.0 out of 10, Exceptional, (2)
"Cabin was very clean, nice and spacious. All the amenities were up to date. Great for a weekend get away. Thanks to the hosts."
The price is $145
$175 total
includes taxes & fees
May 18 - May 19
Dogwoods-2 bedroom cabin with spacious parking
Private kitchen
House Located Less Than 3 Miles of Grenada Lake
10.0 out of 10, Exceptional, (1)
"Racing"
The price is $378
$599 total
includes taxes & fees
May 16 - May 17
House Located Less Than 3 Miles of Grenada Lake
1 bedroom, bed sheets
Grenada Lake Resort Cabin # 3
10.0 out of 10, Exceptional, (1)
"Very secluded"
The price is $107
$161 total
includes taxes & fees
May 16 - May 17
Grenada Lake Resort Cabin # 3
Fridge, microwave, oven, stovetop
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
10.0 out of 10, Exceptional, (6)
"every things was good close to the lake the house was very nice every thing in the house was nice well stay again highly recommend thank you terry feezel"
The price is $189
$347 total
includes taxes & fees
May 21 - May 22
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Fridge, microwave, stovetop, coffee/tea maker
Homey Greenwood Getaway w/ Patio & Backyard
10.0 out of 10, Exceptional, (3)
"Not far from anything easy to get to"
Homey Greenwood Getaway w/ Patio & Backyard
Microwave, stovetop, dishwasher, cookware/dishes/utensils
Minutes to Grenada Lake, Restaurants, and Golf Courses.
10.0 out of 10, Exceptional, (1)
"Alvin was a great host, we ran late getting there, Alvin called to check on us. Helped with detailed instructions. Actually waited up on us past his bedtime. He was there each time we came off the lake, shared stories. He treats you in a manner that makes you relaxed and feel welcome. His location is away from traffic, yet close to docks and restaurants. Definitely consider for the peace and quiet, much preferred over hotel room. Great stay."
The price is $140
$218 total
includes taxes & fees
May 18 - May 19
Minutes to Grenada Lake, Restaurants, and Golf Courses.
Microwave, coffee/tea maker
Grenada Lake Resort Cabin # 2
10.0 out of 10, Exceptional, (1)
"Nice quite area cozy and rustic interior of the cabin "
The price is $107
$161 total
includes taxes & fees
May 16 - May 17
Grenada Lake Resort Cabin # 2
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Modern Greenwood Studio < 1 Mi to Downtown!
10.0 out of 10, Exceptional, (4)
"Great little studio rental. There was a delay in the check in code being sent and I would recommend adjusting the shower door. My wife was locked in while a was a the grocery store. "
Modern Greenwood Studio < 1 Mi to Downtown!
Iron/ironing board, internet, bed sheets
Greenwood Studio Cottage < 1 Mi to Downtown!
10.0 out of 10, Exceptional, (1)
Greenwood Studio Cottage < 1 Mi to Downtown!
Living area
Catfish House-1 bedroom with spacious free parking
10.0 out of 10, Exceptional, (2)
"Perfect for our father son weekend fishing getaways. Nice quiet location. Clean and owner communication was great. Thanks and can’t wait to comeback next year."
The price is $120
$213 total
includes taxes & fees
May 16 - May 17
Catfish House-1 bedroom with spacious free parking
Interior
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
3.0 star property
10.0 out of 10, Exceptional, (1)
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
Property grounds
The Tall Pines. Just minutes from beautiful Grenada Lake
10.0 out of 10, Exceptional, (2)
"Amazingly clean and have above and beyond what you would expect."
The Tall Pines. Just minutes from beautiful Grenada Lake
Fridge, microwave, oven, stovetop
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
9.4 out of 10, Exceptional, (44)
"The place is in a nice quiet setting with lots of privacy, I was disappointed with cleanliness of the cabin and the Hot water and plumbing was very good. Given a little more attention this place would be a “10” ."
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
Fridge, microwave, stovetop, dishwasher
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
9.4 out of 10, Exceptional, (3)
"Shampoo/ conditioner and body wash is oddly placed by bathroom sink mounted on wall instead of in shower. Very difficult to manage. No hairdryer, iron or washer/dryer, no wineglasses or corkscrew. All of these things would have made the place exceptional. Overall it was great."
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
Property grounds
Warm & Inviting home 5 minutes walking distance from restaurants.
8.0 out of 10, Very Good, (2)
"Conveniently located to drive to Alluvian and shopping. Nice master and dining room, also gathering room for TV. Kitchen could use a little updating, refrigerator was nice."
Warm & Inviting home 5 minutes walking distance from restaurants.
Interior
Greenwood Studio Cottage < 1 Mi to Downtown!
3.5 star property
6.8 out of 10, (3)
"Everything about this place was adorable and comfortable. The only drawback was the spotty Wi-Fi. Even after troubleshooting with the hosts it was still touchy. But overall it was an excellent stay! "
Greenwood Studio Cottage < 1 Mi to Downtown!
Don't see what you're looking for?
See all available properties in Winona
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.

Other types of properties in Winona you may be interested in

Lobby lounge
Holiday Inn Express and Suites Winona North, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (528)
"Great place to stay very fast service "
The price is $142
$154 total
includes taxes & fees
May 19 - May 20
Holiday Inn Express and Suites Winona North, an IHG Hotel
Exterior
Americas Best Value Inn Winona
2.0 star property
8.0 out of 10, Very Good, (320)
"Bathroom too small,,, i fell no saftey features 😒 otherwise everything was outstanding the staff was helpful and courteous wonderful,,, cannot stay again or recommend because of the bathroom"
The price is $95
$104 total
includes taxes & fees
May 16 - May 17
Americas Best Value Inn Winona
Blackout drapes, iron/ironing board, free WiFi, bed sheets
Relax Inn & Suites
2.0 star property
5.2 out of 10, (29)
"The prices are reasonable. It’s not the Hilton but it’s definitely worth a stay. Will be staying again. "
The price is $70
$76 total
includes taxes & fees
May 26 - May 27
Relax Inn & Suites
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.

Everything you need to know about Winona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Winona?

Yes, there are vacation rentals close to popular points of interest in Winona, or you can select a more remote option if you want a relaxing place to 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?

Cozy home away from home!: Visitors give good reviews to this Winona vacation home rental, which offers a spa tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Winona?

Take time out to visit local sights such as Winona Country Club, Montgomery County Performing Arts Center, and Middleton Cemetery. In the larger area, you’ll also find Grenada 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.

Recent reviews of Winona properties
Expedia verified reviews

Cozy home away from home!

Cozy home away from home!

1/5 Terrible
"This was a scam. The pictures on the listing are only inside pictures that were stolen from somewhere. When we arrived, we found a house that is falling down. Windows are knocked out. Bad neighborhood. Total scam. "
A verified traveler stayed at Cozy home away from home!
Posted 1 day ago
Cozy home away from home!