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Winona Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Winona Vacation Homes

Blue Way Inn and Suites Lacrosse - 2 Queen Bed Non Smoking
Lobby

Blue Way Inn and Suites Lacrosse - 2 Queen Bed Non Smoking

8.0 out of 10, Very good, (1)
"The property is in the process of renovaton. The staff were helpful to deliver the needs of myself and my granddaughter and for that we are greatful."
The price is CA $91
CA $131 total
includes taxes & fees
Aug 25 - Aug 26
Blue Way Inn and Suites Lacrosse - 2 Queen Bed Non Smoking
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Fridge, microwave, oven, stovetop

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

10.0 out of 10, Exceptional, (18)
"This house was perfect for our weekend stay. It is super clean & updated. The beds and living room sofa were very comfortable. Andrea has thought of everything in supplying the extras that you might need! Will definitely stay here again!"
The price is CA $359
CA $442 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
Dining

Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.

10.0 out of 10, Exceptional, (50)
"Have stayed here multiple times and it’s always been clean and the communication is great!"
The price is CA $218
CA $263 total
includes taxes & fees
Aug 25 - Aug 26
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (130)
"It was very comfortable house to stay in snd share our time together. "
The price is CA $398
CA $656 total
includes taxes & fees
Sep 3 - Sep 4
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Tamarack Point Homestead
Property grounds

Tamarack Point Homestead

10.0 out of 10, Exceptional, (28)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
The price is CA $133
CA $169 total
includes taxes & fees
Aug 25 - Aug 26
Tamarack Point Homestead
Campus-Area 3BR | Panoramic Bluffs
Fridge, microwave, oven, stovetop

Campus-Area 3BR | Panoramic Bluffs

9.2 out of 10, Wonderful, (30)
"Great place would highly recommend"
The price is CA $195
CA $614 total
includes taxes & fees
Sep 1 - Sep 2
Campus-Area 3BR | Panoramic Bluffs
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (83)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is CA $173
CA $222 total
includes taxes & fees
Aug 31 - Sep 1
The Bungaleau 1 Bedroom House In Cute Rivertown
Riverfront Twin Home
TV, fireplace

Riverfront Twin Home

10.0 out of 10, Exceptional, (33)
"Nice place to stay. Great location. "
The price is CA $187
CA $425 total
includes taxes & fees
Aug 25 - Aug 26
Riverfront Twin Home
Vintage Lustron Home Piece of History
Smart TV, books

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (21)
"Overnite stay at a lovely property "
The price is CA $187
CA $296 total
includes taxes & fees
Aug 25 - Aug 26
Vintage Lustron Home Piece of History
Jake's Place
Private kitchen

Jake's Place

9.6 out of 10, Exceptional, (5)
"Was so much better than the large groups of people at motels and quit"
The price is CA $173
CA $393 total
includes taxes & fees
Aug 25 - Aug 26
Jake's Place
Downtown Boho Home w/Office, Yoga Studio,King Bed
Outdoor dining

Downtown Boho Home w/Office, Yoga Studio,King Bed

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay. The house was in a peaceful neighborhood. Property was clean and comfortable. Easy check in. No problems. "
The price is CA $241
CA $547 total
includes taxes & fees
Aug 29 - Aug 30
Downtown Boho Home w/Office, Yoga Studio,King Bed
River City Apartment #1 with flex space
Exterior

River City Apartment #1 with flex space

8.0 out of 10, Very good, (1)
The price is CA $122
CA $452 total
includes taxes & fees
Sep 7 - Sep 8
River City Apartment #1 with flex space
Spacious 4-bedroom home in Trempealeau, WI
Fridge, microwave, oven, stovetop

Spacious 4-bedroom home in Trempealeau, WI

9.4 out of 10, Exceptional, (3)
"Perfect for our visit. The host is responsive and accommodating. House was clean and spacious, and had everything needed. The beds were comfortable. Steps away from Parrot State Park walking trail. A quick drive takes you to a cute little downtown area with plenty of options for a drink or lunch. We had a nice dinner at Sullivans Supper Club. Would stay again. Was so glad we could bring our pup! Thank you. "
The price is CA $207
CA $602 total
includes taxes & fees
Aug 25 - Aug 26
Spacious 4-bedroom home in Trempealeau, WI
The Hen House Retreat - A Comfortable Place to Roost
Exterior detail

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"We enjoyed taking it easy watching some movies and crafting together for the weekend."
The price is CA $224
CA $275 total
includes taxes & fees
Aug 25 - Aug 26
The Hen House Retreat - A Comfortable Place to Roost
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

9.6 out of 10, Exceptional, (36)
"Great place to stay when visiting LaCrossee"
The price is CA $122
CA $172 total
includes taxes & fees
Sep 1 - Sep 2
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Great 1 Bedroom unit with easy access to everything
Fridge, microwave, oven, stovetop

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (52)
"We enjoyed our stay here for graduation weekend. The house was nice and clean. It was perfect for our family. Thank you! "
The price is CA $159
CA $318 total
includes taxes & fees
Sep 2 - Sep 3
Great 1 Bedroom unit with easy access to everything
Big River Escape Grandview Manse
In-room dining

Big River Escape Grandview Manse

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
The price is CA $429
CA $461 total
includes taxes & fees
Sep 1 - Sep 2
Big River Escape Grandview Manse
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (34)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is CA $255
CA $333 total
includes taxes & fees
Aug 26 - Aug 27
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Central Downtown Stay with flex space
Exterior

Central Downtown Stay with flex space

10.0 out of 10, Exceptional, (1)
"Everything ab this place was fantastic. It looked amazing, everything worked amazing, and even if we had a small problem with blowing a fuse in a room the contact was easy to get ahold of us and walk us through how to quickly solve the problem. Beautiful, cozy place! "
The price is CA $134
CA $467 total
includes taxes & fees
Aug 25 - Aug 26
Central Downtown Stay with flex space
Norwood Inn and Suites Lacrosse - 2 Queen Bed Non Smoking
Lobby

Norwood Inn and Suites Lacrosse - 2 Queen Bed Non Smoking

2.0 out of 10, (1)
"When I arrived to check in there were no rooms available. I had messaged the VRBO owner to let him know that I would not be arriving until 11:30 pm and he said it would be fine. When i arrived the hotel was out of rooms and it was incredibly dirty. I have tried contacting the VRBO owner and he has said he will look into it. I had to pay an extreme amount to stay at another hotel on graduation weekend. "
The price is CA $86
CA $125 total
includes taxes & fees
Aug 25 - Aug 26
Norwood Inn and Suites Lacrosse - 2 Queen Bed Non Smoking
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 Winona by IHG

Holiday Inn Express & Suites Winona by IHG

10/10 Excellent
"Clean rooms and great breakfast. Perfect for Winona State families. Close to campus and comfortable. 6 min walk from the start of the Sugar Loaf trail!!"
Anonymous traveller 1-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Winona by IHG