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Holiday Homes in Winona

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    All 14 Rentals in Winona
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    Spacious Home Near Downtown - rent per room or whole house1 / 18
    (2)Excellent
    Winona
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Briggs Farm1 / 29
    (13)Very good
    Winona
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Cozy 4 Bedroom House near Downtown1 / 13
    (2)Very good
    Winona
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charming Brick Farmhouse with a touch of Elegance1 / 25
    (193)Excellent
    Winona
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Patio
    • Washer
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2017
    The Village House Inn is the perfect venue for our annual college friends' reunion. The four bedrooms with private baths, along with the spacious dining and living rooms, makes...
    Reviewed 26 September 2017
    Villge House Inn provides the perfect set-up for our group of (six) college friends who get together each fall for a reunion! This was our third stay and we will be back again...
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    About this property
    Welcome to the Village House Inn—Winona’s most distinctive vacation rental! Gather with friends and family in the privacy of a fully restored farmhouse nestled at the foot of the beautiful Mississippi River bluffs. Our meticulously maintained home has four distinctive guest rooms, each with a full...
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    Location Information
    55987, Winona, Minnesota
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Winona
    1 Bedroom, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy barn has been renovated to accommodate private groups for crafting retreats. The barn features a clean, comfortable sleeping loft, fully functional kitchen (full size stove/oven, microwave, full size refrigerator & small size refrigerator), large workspace and two bathrooms. The barn is...
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    Location Information
    55987, Winona, Minnesota
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 9
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    Winona
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather your loved ones and escape to the Minnesota countryside with 'Scrappin’ on the Ranch,' a converted barn tucked away in the bluffs of the Mississippi River Valley. Boasting 2 bathrooms, a sleeping loft with accommodations for 8, and 80+ acres for recreation, this renovated vacation rental...
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    Location Information
    55987, Winona, Minnesota
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    The following rentals are within 40 kilometres of Winona.
    Beautiful Lake House on 2&1/2 acres!1 / 19
    (1)Excellent
    Galesville, WI
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2017
    Thankfully it rained and we spent most of our time at the home enjoying the quaintness, quiet, and peace ..
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    About this property
    Enjoy your stay at our quaint lake house nestled on 2&1/2 acres of woods, lawn and lake shore. This beautiful spot, located in Galesville, WI is the perfect place for you to enjoy all that the surrounding area has to offer. Just 10 minutes from Trempealeau, the Mississippi River, and Perrot State...
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    54630, Galesville, Wisconsin
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Onalaska, WI
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Terrace
    • Patio
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent views of Lake Onalaska, along with amazing sunsets. This house is located conveniently only feet away from an excellent restaurant/bar and grill. We are approximately 45 seconds away, drive time, from pontoon, canoe, and kayak rentals. A few block further down the road is a State Bike...
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    54650, Onalaska, Wisconsin
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    New Hartford
    6 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in a beautiful and spacious colonial farm house while you enjoy events in Winona, MN or La Crosse WI. Winona is known for it's vibrant art culture. Entertain guest before or after an exceptional theater experience at the Great River Shakespeare Festival, musical performances hosted by the...
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    55925, New Hartford, Minnesota
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 20
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    Fountain City, WI
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HNL Farms in offers peace, serenity, privacy for those wishing to get away from the more populated urban areas. HNL Farms is a short 10 minute drive to Fountain City, 15 minute drive to Arcadia, and 20 minute drive to Winona. HNL Farms is set on 180 acres of land with trails and offers free hunting...
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    Location Information
    54629, Fountain City, Wisconsin
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    BLUE DOOR INN 1857 Apartment; Mississippi River1 / 24
    (1)Excellent
    Alma, WI
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    After record high heat and a very tiresome few day in and around Minneapolis & Rochester, arriving in Alma was such a welcome relief! The Blue Door is absolutely adorable...
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    About this property
    1857 UPPER APARTMENT At The Blue Door Inn Offering A Free Continental Guest Breakfast April through December Spend A Night In Living History! Located in Alma's National Historic District on the Mississippi River. Vintage building with period furniture, offering new bedding & luxury linens. New...
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    Location Information
    54610, Alma, Wisconsin
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Alma, WI
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Grill
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BLUE DOOR INN, Suite 4 Offering A Free Continental Guest Breakfast April through December Suite 4 is on the 2nd floor of the Blue Door Inn and is the middle room. Exterior porch overlooks the Mississippi River. Great Bald Eagle viewing from exterior porch. Queen bed with Egyptian cotton lines...
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    Location Information
    54610, Alma, Wisconsin
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Alma, WI
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Mountain Views
    • DVD Player
    • Waterfront
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BLUE DOOR INN, Suite 3 Offering A Free Continental Guest Breakfast April through December Suite 3 is on the 2nd floor of the Blue Door Inn and is the closest room overlooking the MIssissippi River. Great Bald Eagle viewing from room or exterior porch. Queen bed with Egyptian cotton lines and...
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    Location Information
    54610, Alma, Wisconsin
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Onalaska, WI
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your perfect outdoorsy getaway at this idyllic waterfront house on the edge of Lake Onalaska. Featuring 3 bedroom and 2 bathrooms, your party of 6 will have more than enough space to relax and enjoy the gorgeous lakefront views. With a dock right outside the property, it's easy to bring your...
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    Location Information
    54650, Onalaska, Wisconsin
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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