Winona Area, Minnesota Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winona Area, Minnesota on RentalSaver.com!

Winona Area Rentals

From $220 per night (USD)
VRBO
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
The Guest House at Irish Ridge Farm is located at the end of a dead-end gravel road and offers a calm, peaceful setting ...
From $220 per night (USD)
VRBO
$La Crescent Cottage on Minnesota Bluffs w\/ View!$
From $165 per night (USD)
Expedia
La Crescent Cottage on Minnesota Bluffs w\/ View!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Situated in the heart of the Driftless Zone on the Minnesota Mississippi River bluffs lies this cozy 2-bedroom, 1-bathro ...
From $165 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Family friendly in the peaceful heart of town
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Enjoy a fully renovated entire home rental in walking distance to one of the town's two main lakes, with paved paths for ...
From $166 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
The Village House is a fully restored farmhouse nestled at the foot of the bluffs in beautiful Winona. The house has bee ...
From $255 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Cottage by Lake Winona
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cottage by Lake Winona is a lake-view vacation rental located in Winona, MN. The 3 bedroom home sleeps 6 and is 10 b ...
From $166 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Private Farmhouse - Enjoy 36 Acres to Relax, Unwind & Enjoy the outdoors.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
MEMORIES MADE AND STORIES TOLD, SINCE 1876. Welcome to Smith Family Farm! Our fifth-generation owners converted the hi ...
From $211 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Mississippi River View with updated driveway
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Built in 2011 this amazing house is nestled is the small town of Minneiska, MN (pop. 100) which is located 15 miles from ...
From $298 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Creekside Cabin Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Looking for a getaway? Come to Creekside Cabin just outside city limits to test out "Tiny House Living"! All the amen ...
From $120 per night (USD)
Expedia
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Expedia
Whitewater Riverside Camper Adults Only
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Comfortable camping on the Whitewater River in a modern 27.75 ft camper. River access and bluff views. Super clean, full ...
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Expedia
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Expedia
Original Train Depot, stay in this unique tiny house to launch your activities.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dresbach Townships original train depot, built in 1898. Stay in this unique tiny house with off street parking, back y ...
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Expedia
From $271 per night (USD)
VRBO
Entire house rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Our 1890s farmhouse-themed home has everything you need for your getaway! Enjoy the privacy of an entire house rental in ...
From $271 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Country Chic, Hovde Home at Labrador Farm
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
About this space Come enjoy the peaceful surroundings of this rustic destination. Surrounded by nature and coupled with ...
From $250 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Relax at Amelia's Place
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful home adjoining Christian Crossings Property. The main level of the home is fully furnished for overnight guest ...
From $158 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Quaint, quite, affordable cute cabin snuggled in a beautiful valley!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Quaint, quiet, adorable, and affordable. A place to enjoy wildlife very close to state parks and Mississippi river, loc ...
From $140 per night (USD)
VRBO
$\Circa 1900 Home in Downtown Winona \$
From $100 per night (USD)
VRBO
\"Circa 1900 Home in Downtown Winona \"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The home is close to downtown Winona and Winona State College. The space The home is comfortable and convenient. Make y ...
From $100 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Lower Level Amelia’s Place
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nice lower level 2 bedroom apartment with a bathroom that has a shower. It has a kitchenette with the sink in adjoini ...
From $104 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Renovated Mid-Century Modern House
Bedrooms:
3
Bathrooms:
5
Sleeps:
20
3655 W. 6th St., Goodview, MN Goodview Haven is Winona’s newest and most flexible venue for small group retreats. Goodv ...
From $450 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Scenic, quiet, rural get-away with free firewood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our property is located in a valley 5 minutes off of Interstate 90 on 157 acres of farm and wood land. It is the perfec ...
From $153 per night (USD)
VRBO
From $94 per night (USD)
VRBO
Treehouse Cabin in the Bluff Woodlands
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy driftless woodland valley views from this "reimagined rustic", one-room, 12 by 16 foot cabin on posts in the trees ...
From $94 per night (USD)
VRBO
From $190 per night (USD)
Expedia
The Broadway Exchange
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Complete Renovation but keeping the house's charm. Close to lots of attractions. We are right on the start of the para ...
From $190 per night (USD)
Expedia
$Cozy\/Spacious home near Whitewater State Park!$
From $72 per night (USD)
VRBO
Cozy\/Spacious home near Whitewater State Park!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A large apartment with a cozy loft awaits you! The most popular comment this apartment receives is the "homey" vibe it h ...
From $72 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This historic Winona home has gone through a complete renovation to make your stay enjoyable. It is in close proximity t ...
From $225 per night (USD)
Expedia
From $300 per night (USD)
VRBO
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
This stylish place to stay is perfect for your getaway! Located on the river! Private deck, yard, fire pit, and HUGE mud ...
From $300 per night (USD)
VRBO
From $145 per night (USD)
VRBO
The Exchange 11 | Historic Bldg, 1 BR, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $145 per night (USD)
VRBO
From $156 per night (USD)
VRBO
The Exchange 12 | Historic Bldg, 1 BR ADA, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $156 per night (USD)
VRBO
From $247 per night (USD)
VRBO
The Exchange 26 | Historic Bldg, 2 Bed, Dwntwn
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $247 per night (USD)
VRBO
From $114 per night (USD)
VRBO
The Exchange 14 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $114 per night (USD)
VRBO
From $157 per night (USD)
VRBO
The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $157 per night (USD)
VRBO
From $147 per night (USD)
VRBO
The Exchange 22 | Historic Bldg, 1 BR ADA, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $147 per night (USD)
VRBO
From $72 per night (USD)
Expedia
The Exchange 16 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $72 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Family and pet friendly place to launch your exploration of the Driftless region
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our cozy retreat in the heart of small-town River Life. Whether you're a fishing enthusiast, nature lover, or ...
From $185 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Martha's Place
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This cabin is conveniently located right next to the city park, 3 Bar and Grills. 1 mile to Whitewater State Park and ju ...
From $149 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
In town, its simply known as "Hattie's", and she's always been known for her friendly smile. Whether you are visiting fa ...
From $100 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Vintage Lustron Home Piece of History
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy one level vintage home. All the comforts of home in this truly unique architectural style.The house ...
From $119 per night (USD)
VRBO
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VRBO
Relaxing Stylish Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover your perfect retreat on a spacious 3/4 acre property, embraced by nature's symphony. Unwind in the stylishly ap ...
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VRBO
From $150 per night (USD)
VRBO
Scrappin' On The Ranch
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Scrappin’ on the Ranch is designed specifically for the hobbyists, outdoor enthusiasts and vacationers. We are located 2 ...
From $150 per night (USD)
VRBO
From $136 per night (USD)
VRBO
The Exchange 13 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $136 per night (USD)
VRBO
From $113 per night (USD)
VRBO
The Exchange 15 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $113 per night (USD)
VRBO
From $119 per night (USD)
VRBO
The Exchange 24 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $119 per night (USD)
VRBO
From $177 per night (USD)
Expedia
The Exchange 23 | Historic Bldg, 1 BR, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $177 per night (USD)
Expedia
From $134 per night (USD)
VRBO
The Exchange 25 | Historic Bldg, Studio, Dwntwn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic ...
From $134 per night (USD)
VRBO
Click For Pricing
VRBO
Quiet Cottage in the Valley with Outdoor Sauna
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the bluffs of Winona, Minnesota, The Driftless Retreat is a cottage in the valley just one mile from Saint Ma ...
Click For Pricing
VRBO
$Farmhouse, w\/goats,sheep,cows,and amazing views!!$
Click For Pricing
VRBO
Farmhouse, w\/goats,sheep,cows,and amazing views!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in beautiful whitewater management area, (whitewater state park) driftless region,in southeast mn!! A cozy 2 be ...
Click For Pricing
VRBO
From $99 per night (USD)
VRBO
Cabin on a cliff, with amazing view, and private hiking trails!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a quaint one bedroom cabin, overlooking a valley in the wma in southeast Mn!! There are private hiking trails, a ...
From $99 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Renovated Barn Sure To Impress with Loft & Game Room!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Live your best life with a stay you won't forget! Originally built in the 1920's, this recently updated barn sleeps 13 & ...
From $325 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Cabin on the Mississippi River
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Enjoy all the benefits of the Mississippi River while staying at this all-season cabin located directly on the Mississip ...
From $220 per night (USD)
Expedia
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Expedia
Waterfront Loft with panoramic river views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Flyway Loft on the Mississippi River! The best location in Fountain City to enjoy panoramic river views f ...
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Expedia
From $125 per night (USD)
Expedia
Riverside Triplex - Bright & modern 2BR apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax with the whole family in this modern 2-bedroom, 1 bath riverside apartment. You’ll have the run of the entire firs ...
From $125 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Toddy's Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Toddy's Cabin, located near the Trempealeau Lakes, is a 2 bedroom rustic cabin located between the Mississippi River and ...
From $135 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Riverview Apartment - Great River Road Historic Home (1898)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully restored 1898 Victorian with River View! The Riverview Apartment is located within the 1898 Joseph Fugina Hi ...
From $189 per night (USD)
Expedia
From $139 per night (USD)
VRBO
The Bungaleau 1 Bedroom House In Cute Rivertown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Bungaleau is close to everything in Trempealeau Wisconsin small town located on the Mississippi River. Walk just 1 ...
From $139 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Grand home with views of the Mississippi!
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
This beautiful house is 3900 square feet, includes eight bedrooms and 4 bathrooms allowing 18 people to comfortably slee ...
From $338 per night (USD)
VRBO
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VRBO
Trempealeau Vacation Home Near Mississippi River!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Book yourself a getaway to this Wisconsin vacation rental with a fire pit, which is only 16 miles from Winona, Minnesota ...
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VRBO
From $413 per night (USD)
Expedia
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Nature's Masterpiece: Unwind by the Water at Our Scenic Riverview Retreat Immerse yourself in the tranquil beauty of o ...
From $413 per night (USD)
Expedia
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Expedia
Cozy Trempealeau Retreat
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Welcome to the Captain’s Quarters, our cozy and affordable studio nestled in the heart of Trempealeau! Step into a warm ...
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Expedia
From $150 per night (USD)
VRBO
Surrounded by the bluffs and next to boat landing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
The Flyway Lodge features a large living, dining and bedroom area with vaulted ceilings, a king size log bed, two sets o ...
From $150 per night (USD)
VRBO
From $165 per night (USD)
VRBO
The Backwaters Cottage - Farmhouse 130 North St Fountain City, WI
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Backwaters Cottage is conveniently located on Wisconsin's Great River Road National Scenic Byway with views of the b ...
From $165 per night (USD)
VRBO
From $156 per night (USD)
VRBO
The “Cozy” Backwaters Cabin on the Great River Road!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come relax and enjoy Mississippi River views at the “Cozy” Backwaters Cabin in beautiful, historic Fountain City, WI. Ne ...
From $156 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Waterview Cottage 1 on Lake Road
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Two adorable Studio Cottages located in a cozy, well taken care of campground offering a warm, inviting and safe family ...
From $127 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Cozy Cottage 2 on Lake Road
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Two adorable Studio Cottages located in a cozy, well taken care of campground offering a warm, inviting and safe family ...
From $127 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Victorian era Mississippi riverview retreat.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
LOTS of space for your family or friends! This 4 bedroom, 2 bath house can accommodate up to 8 adults. Close to great d ...
From $150 per night (USD)
VRBO
From $314 per night (USD)
Expedia
A fully equipped home overlooking Mississippi River in a charming river town
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
You are invited to enjoy this home with family and friends. A full kitchen, two family areas, a game room, four bedroom ...
From $314 per night (USD)
Expedia
From $188 per night (USD)
VRBO
The Perfect All Seasons Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Whether you’re looking for a relaxing weekend away or fun filled adventures you’ll find it here! This charming home is l ...
From $188 per night (USD)
VRBO
From $300 per night (USD)
Expedia
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Breathtaking Mississippi River and Minnesota Bluffs views sprawl across the entire kitchen, dining and both up and down ...
From $300 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Adorable Cottage on GREAT Fishing Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Adorable and charming waterfront cottage on Round Lake in Trempealeau, WI. Sandwiched between some of the best fisheries ...
From $182 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Hatlevig Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
*NEW Set on 200 acres of hiking trails and surrounded by a trout stream, this 6,000 square foot house built in 2001 by t ...
From $375 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Bluffside cottage with gorgeous river views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint ...
From $163 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Dragonfly Loft, river access, hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Welcome to our cozy retreat in Fountain City, Wisconsin, where the serene beauty of nature meets the ch ...
From $183 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Scenic Trempealeau Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The scenic Upper Deck of the River Bank Inn in Trempealeau, WI has 3 bedrooms and 2 bathrooms, along with large picture ...
From $151 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Spacious Trempealeau Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the River Bank Inn in Trempealeau! This 4-bedroom, 3-bath home boasts modern amenities, including a newly rem ...
From $228 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Hawks View's Cooper’s Hawk Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Embark on an inward journey at Cooper’s Hawk cottage, finding self-awareness and tranquility amidst treetops. Admire the ...
From $215 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Hawks View's Osprey Lodge
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Nestled at Osprey Cliffs, minutes from downtown Fountain City, this lodge offers nature lovers proximity to town ameniti ...
From $235 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Hawks View's Marsh Hawk Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Marsh Hawk Cottage, a haven for stillness or wine adventures, celebrates the beauty of the Mississippi River. Nestled am ...
From $215 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Hawks View's Black Hawk Lodge
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover serenity at Black Hawk Lodge, perched on a wooded ridge with breathtaking views. Ideal for nature enthusiasts, ...
From $324 per night (USD)
VRBO
From $691 per night (USD)
VRBO
Great River Road - Victorian Historic Home (1898)
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Beautifully restored 1898 Victorian with River View! This home has 5 bedrooms, 4 bathrooms, 2 living rooms, 2 kitchens, ...
From $691 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Farmhouse Apartment - Great River Road Historic Home (1898)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautifully restored 1898 Victorian with River Views! This Farmhouse Apartment is located within the 1898 Joseph Fugina ...
From $274 per night (USD)
VRBO

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Winona Area Rentals

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Results: 76 Rentals