Winona Vacation Rentals

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Vacation Rentals in Winona

Fridge, microwave, oven, stovetop
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
9.4 out of 10, Exceptional, (45)
"Check in was super easy and owner was easy going. The house was spacious and accommodations were great. Nice private area with fenced in yard. 5 mins away from the lake or any of the restaurants. Can’t wait to make another trip to Grenada again and will gladly stay in the same house."
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
Living area
Bream Shack-2 bedroom cabin with spacious parking
The price is CA $165
CA $294 total
includes taxes & fees
May 26 - May 27
Bream Shack-2 bedroom cabin with 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 CA $147
CA $221 total
includes taxes & fees
May 25 - May 26
Grenada Lake Resort Cabin # 5
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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 CA $275
CA $500 total
includes taxes & fees
May 25 - May 26
Cabin in the woods overlooking Grenada lake.
Exterior
The Crappie-2 bedroom cabin with spacious parking
The price is CA $199
CA $332 total
includes taxes & fees
May 27 - May 28
The Crappie-2 bedroom cabin with spacious parking
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 CA $275
CA $331 total
includes taxes & fees
May 27 - May 28
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 CA $199
CA $240 total
includes taxes & fees
Jun 1 - Jun 2
Dogwoods-2 bedroom cabin with spacious parking
1 bedroom, bed sheets
Grenada Lake Resort Cabin # 1
The price is CA $147
CA $221 total
includes taxes & fees
May 27 - May 28
Grenada Lake Resort Cabin # 1
Private kitchen
House Located Less Than 3 Miles of Grenada Lake
10.0 out of 10, Exceptional, (1)
"Racing"
The price is CA $519
CA $828 total
includes taxes & fees
May 26 - May 27
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 CA $147
CA $221 total
includes taxes & fees
May 27 - May 28
Grenada Lake Resort Cabin # 3
Interior
Modern Greenwood Studio < 1 Mi to Downtown!
3.5 star property
Modern Greenwood Studio < 1 Mi to Downtown!
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 CA $259
CA $479 total
includes taxes & fees
May 26 - May 27
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 CA $192
CA $299 total
includes taxes & fees
May 25 - May 26
Minutes to Grenada Lake, Restaurants, and Golf Courses.
Interior
Homey Greenwood Getaway w/ Patio & Backyard
3.0 star property
Homey Greenwood Getaway w/ Patio & Backyard
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 CA $147
CA $221 total
includes taxes & fees
May 26 - May 27
Grenada Lake Resort Cabin # 2
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 CA $165
CA $294 total
includes taxes & fees
May 26 - May 27
The Bass Shack-2 bedroom cabin w spacious parking
1 bedroom, bed sheets
Grenada Lake Resort Cabin # 4
The price is CA $147
CA $221 total
includes taxes & fees
May 25 - May 26
Grenada Lake Resort Cabin # 4
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!
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
Holiday Inn Express and Suites Winona North, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (532)
"The only negative was a lack of breakfast items"
The price is CA $194
CA $211 total
includes taxes & fees
Jun 1 - Jun 2
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, (322)
"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 CA $130
CA $142 total
includes taxes & fees
May 27 - May 28
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 CA $96
CA $105 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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winona. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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