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Compare Vacation Homes in Winona with updated reviews, rates, and availability.

A fully equipped home overlooking Mississippi River in a charming river town
10.0 out of 10, Exceptional, (36)
"Very pretty area."
A fully equipped home overlooking Mississippi River in a charming river town
The Bungaleau 1 Bedroom House In Cute Rivertown
9.8 out of 10, Exceptional, (53)
"Place was as described. There is a pull out couch in the living room that gave good privacy from the other bedroom that has the queen size bed in it. Nicely placed night lights helped navigate to the bathroom. Had a delightful stay"
The price is $139
$176 total
includes taxes & fees
Jun 10 - Jun 11
The Bungaleau 1 Bedroom House In Cute Rivertown
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
10.0 out of 10, Exceptional, (129)
"Thisw was our second stay at this venue. We loved everything from the kitchen to game room . It was everything we could ask for. Thank you to Chris. Nancy Oman"
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
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The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, (23)
"We came into the house and were blown away at the cleanliness of the area. The views were just amazing and the area the house is located is just the cutest thing! We will be more than lucky to have a chance to stay here again!"
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Bluffside cottage with gorgeous river views
10.0 out of 10, Exceptional, (5)
"A great little house on the Mississippi. Very clean and tastefully decorated. The view of the Mississippi and the sunsets was fantastic."
Bluffside cottage with gorgeous river views
Scandistay: entire house centrally located
10.0 out of 10, Exceptional, (2)
"The ScandiStay is a terrific combination of original maple floors and a well executed IKEA kitchen and bathroom makeover. Gorgeous, well outfitted, superb location, and a terrific price point. I am eager to plan my next visit to Lacrosse, Wi a spectacular River City. ScandiStay will be my top choice to stay."
The price is $92
$181 total
includes taxes & fees
Jun 11 - Jun 12
Scandistay: entire house centrally located
Enjoy comfort & elegance in this historical La Crosse, WI mansion
10.0 out of 10, Exceptional, (2)
"Loved the mansion! We were able to have a little post graduation soirée with our family and a few of my sons friends as their last goodbye after graduation. We played games on the porch in the balmy spring air and fantasized what generations had done the same for decades prior. It was perfect!"
The price is $195
$255 total
includes taxes & fees
Jun 4 - Jun 5
Enjoy comfort & elegance in this historical La Crosse, WI mansion
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, (65)
"The lodge is spacious, clean and well equipped. The view is magnificent."
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Walking distance of all amenities of Lanesboro! Bike the trail~ float the river
Walking distance of all amenities of Lanesboro! Bike the trail~ float the river
Pet-friendly Bohemian Bungalow conveniently located in South La Crosse.
10.0 out of 10, Exceptional, (13)
"The house was exactly as advertised. Great communication. Would definitely book again."
The price is $111
$210 total
includes taxes & fees
Jun 27 - Jun 28
Pet-friendly Bohemian Bungalow conveniently located in South La Crosse.
Secluded luxury House in the Hills w/king bed
10.0 out of 10, Exceptional, (14)
"Six women, who met at UW-LaCrosse 50+ years ago, decided to spend a weekend together celebrating our 70th birthdays. The location was perfect for our activities: visiting UWL, going up Granddad's Bluff, having food & beverages and shopping in Downtown and visiting the Riverwalk. The house was very clean and quiet! Would definitely stay here again! There were no surprises. The house looks exactly as pictured!"
Secluded luxury House in the Hills w/king bed
Riverfront Twin Home
10.0 out of 10, Exceptional, (11)
"Perfect for what we needed. Great communication with the owner and clean. Would definitely stay there again."
The price is $150
$329 total
includes taxes & fees
Jun 11 - Jun 12
Riverfront Twin Home
Capeside Cottage
9.8 out of 10, Exceptional, (9)
"House was very comfortable and perfect for our stay."
Capeside Cottage
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
10.0 out of 10, Exceptional, (3)
"Everything was great and as expected. We showed up late in the dark and the lights were turned on for us. The place is quite large - there were 4 of us and room for more. Everything was clean and comfortable. Definitely would stay again."
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
MCR is a property that features seclusion and privacy that is hard to find.
10.0 out of 10, Exceptional, (74)
"This is our third stay at Money Creek Ranch and we will be back! Amy is THE BEST attentive host that thinks of all the details to make our stay pleasant. We all have our favorite spot here- a young one on the swing, a family member in the hammock, someone reading on the deck, and me around the fire pit star gazing between the bluffs. This is hands down the best place for gatherings, nature viewing, and relaxing. The lodge has enough room for everyone. Not to mention you are close enough to town...
MCR is a property that features seclusion and privacy that is hard to find.
Charming Brick Farmhouse with a Touch of Elegance. -Winona
9.8 out of 10, Exceptional, (108)
"Absolutely wonderful in everything, even the weather cooperated. Samantha is an awesome contact and host. We'll be back!"
The price is $350
$552 total
includes taxes & fees
Jun 4 - Jun 5
Charming Brick Farmhouse with a Touch of Elegance. -Winona
King Room Non-Smoking
2.0 out of 10, (1)
"Pictures weren't even the right location.Once I actually got to the room it smelt like smoke. There were cobwebs on the sealing. dirt on the counters and on the bed and visible stains on the white bedsheets. I walked out and went to a different hotel. Absolutely disgusting."
The price is $79
$109 total
includes taxes & fees
Jun 4 - Jun 5
King Room Non-Smoking
Half a block from the River! Access to private dock coming summer of 2024!
Half a block from the River! Access to private dock coming summer of 2024!
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8.2 out of 10, Very Good, (10)
"Location cannot be beat. Cooperation with Hirsch was wonderful. Beautiful bayfront location."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Great 1 Bedroom unit with easy access to everything
9.6 out of 10, Exceptional, (35)
"The house is a quaint little house that has real charm. The area is quiet and close to shopping and restaurants. Will stay here again."
The price is $95
$202 total
includes taxes & fees
Jun 5 - Jun 6
Great 1 Bedroom unit with easy access to everything
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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 property types in Winona

Creekside Cabin Getaway
9.4 out of 10, Exceptional, (94)
"We enjoyed our time here. Close to main roads and close to the State Parks for great sight seeing."
Creekside Cabin Getaway
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, (329)
"We had the BEST most PEACEFUL time staying here and driving around the beautiful country sides, visits the adorable towns, buying Amish wares and listening to the tree frogs at night. The cabin is serene, with charm, rustic details and all the amenities you could need from cookware to lots of cozy linens. The beds and pillows were great and the view is, just the absolute best. WE. WILL. BE. BACK! *not to threaten the hosts with the bold text, but we just cannot wait!"
Heritage hideaway-Secluded Log Cabin
Root River Valley Cabin ~ Lanesboro, MN
10.0 out of 10, Exceptional, (261)
"Wonderful log house a little secluded but easy access to restaurants and trail. Very well stocked and comfortable. Will be back next year!"
Root River Valley Cabin ~ Lanesboro, MN
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.

Winona Vacation Homes information

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