
Holiday houses in Winsted
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Top-rated holiday rentals in Winsted
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Cozy Midcentury Inspired GuestSuite w/Lots of Room
Bring your family and friends to this adorable midcentury inspired guest suite w/lots of room. Your space has 2 spacious bedrooms (1 king, 1 queen) & 2 twin beds located in second living room. Two living rooms: one for watching TV & one for being cozy by the fireplace. The full kitchen has all needed amenities and there is lovely dining space for eating meals together. One full bathroom w/shower and laundry room included in the unit. Child items available. Beautiful backyard space with fire pit.
FamilyLocationCondition
4.94 out of 5 average rating, 103 reviews
Vintage Retreat
A meticulously restored farm house with a blend of vintage charm & modern luxury, it's the perfect place for your stay. Beautiful decor & well stocked in every way. Main floor Bathroom & laundry Spacious & intimate living room with a 48” smart TV/ blue tooth. Upstairs: Bdrm 1: two Queen beds. Bdrm 2: one Queen bed & desk. Large yard, grill, fire pit, games, bicycles. A short walk to town w/ darling shops, several great places to eat. Take it easy at this unique and tranquil getaway!
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 24 reviews
Your Home Away From Home
Winsted is known to as the town that hosts WINSTOCK, one of the state's largest Country Music Festivals. Over 10,000 people visit to enjoy class acts and fun. We are located just 45 minutes from downtown Minneapolis and 25 minutes or less from four superb wineries that offer tours and wine tasting. Also several private owned breweries offer great beers to try. Local apple orchards offer hay rides and pick-your-own apples. Luce Line Trail is just blocks away for biking or walking adventure.
LocationFamilyAccess
4.95 out of 5 average rating, 62 reviews
Peace of Nature Rustic Retreat
Peace of Nature Rustic Retreat is located in a beautiful wooded property between a lake and a pond and wetland. The retreat features private entrance & covered patio with woods & lake views. A bird watchers dream with a variety of woodpeckers, nuthatch, hummingbirds, Bluejays & cardinals. Enjoy observing the many other critters here too — deer, ermine, otter, trumpeter swan, blue Herron, fox squirrels and more. Located within 10 minutes to fishing, hiking, bike trails, cc skiing and much more.
ValueLocationCondition
4.9 out of 5 average rating, 274 reviews
Country Retreat - relaxing, clean, pet friendly
This clean, modern space features country charm, peace and quiet, and gorgeous scenery. It's off the main road, but close enough to everything. 35 minutes west of the MSP airport. The space is the entire lower level. Private entrance, heated floors, and ice-cold AC. Two smart T.V's, one in the bedroom and the living room. Well-stocked kitchenette and nice refrigerator. Plenty of space to cook, watch TV, work, or just rest. A nice grill and campfire space are provided. Pets are welcome.
FamilyLocationCondition
4.86 out of 5 average rating, 151 reviews
Cozy Cedar Treehouse
Our space is a 30 x 12 cedar 4 season porch enhanced in boho decor with Earth's natural elements and warmth of a treehouse. Relaxing authentic Turkish globes surround you. Private sitting areas in the trees, perfect for grilling, entertaining or hanging low and watching the stars. Private courtyard for a more tranquil, intimate setting with a gas glass lit firepit. Come alone, bring your spouse, friend or child. It's a perfect spiritual retreat located 45 min west of MSP Airport.
LocationValueComfort
4.96 out of 5 average rating, 180 reviews
Charming & spacious lakeside cabin w paddleboat
Charming 4 bedroom/2 bath cabin on Little Waverly Lake, just an hour from the Twin Cities. Great fishing and rural, small-town feel. Spacious living room opens to the sun porch and its beautiful views of the lake. Swim, boat, fish or play games. Full kitchen with dishwasher; W/D. Level yard walks directly to lake and on-site boat launch. Although not handicap accessible, the main floor bedroom/living area and level lot would accommodate someone with limited mobility.
FamilyValueLaundry
4.88 out of 5 average rating, 141 reviews
Charming Apartment in Glencoe
Historic 1885 second floor apartment in downtown Glencoe blends industrial-rustic charm with modern comfort. 2BR/1BA, 1000 sq ft with exposed brick, high ceilings, open layout. King bed, queen, bunks, futon. Steps from city center events, shops, restaurants. Fully equipped kitchen, in-unit laundry, Wi-Fi, parking. Unique ambiance in prime location near wedding venues. Cozy yet spacious for families/groups. Warm hospitality - tips or privacy.
ValueFamilyTV
4.95 out of 5 average rating, 96 reviews
Yellowstone feel 3Bd lodge/farm
This picturesque farm with a charming 3 bedroom cottage home will give you the best of what country living has to offer! The home has a true "Yellowstone" feel to it with its style and decor. Feel refreshed when you stay in this rustic gem. The home has one king bed in the primary suite and two queens in the other two bedrooms. There is also a fold out couch with a full-size mattress that is very cozy in front of the fireplace.
FamilyLocationHospitality
4.97 out of 5 average rating, 171 reviews
At Home on Main
Cozy, comfortable and bright, window filled loft apartment overlooking Main Street. This 2 bedroom apartment sleeps 5, has one large bathroom and a fully stocked kitchen. The loft is located on Main Street in historic downtown Hutchinson. Walking distance to little shops, restaurants, bars, the library, the historic movie theatre and others. Less than 2 blocks gets you to the Luce Line Trail along the Crow River.
LocationFamilyLayout
4.94 out of 5 average rating, 179 reviews
Five Corners Cottage | Sleeps 6
Nestled at NYA's unique Five Corners intersection, this freshly updated 2-bedroom bungalow combines modern comfort with small-town character. It's the perfect home base for a relaxing getaway, family visit, or business trip. With a variety of sleeping options, this home can accommodate up to 6 guests (two queen beds with memory foam mattresses, 1 queen airbed, 1 pull out single bed).
LocationFamilyAccuracy
4.98 out of 5 average rating, 42 reviews
Quiet Countryside Apartment with Lake View
One bedroom apartment with private entrance located on 40 acres of rolling hills. Apartment is on second floor. Quiet location with beautiful views of a lake and countryside. Perfect place for a personal or writer's retreat or if you enjoy a quiet night's sleep. The apartment is attached to a single-family home which is our personal residence. Our home was constructed in 2014.
FamilyValueSleep quality
4.99 out of 5 average rating, 181 reviewsPopular amenities for Winsted holiday rentals
Other great holiday rentals in Winsted

CrowRiver Winery, fireplace, lg entertaining space
LocationFamilyBackyard
5.0 out of 5 average rating, 26 reviews
Cheerful cabin on Little Waverly
FamilyLocationAccuracy
4.86 out of 5 average rating, 70 reviews
Lakefront dream home, hot tub, pool, 2 fireplaces
FamilyLocationPool
4.95 out of 5 average rating, 21 reviews
Welcome to the quiet country!
FamilyLocationCheck-in
5.0 out of 5 average rating, 37 reviews
Welcome to Rucks Farm! Charming 4 bedroom home
LocationFamilyHospitality
4.99 out of 5 average rating, 83 reviews
Cheerful 4 BR house six blocks to lakefront
FamilyLocationPets
4.95 out of 5 average rating, 81 reviews
Deer Lake Serenity
ValueLocationHeating
4.92 out of 5 average rating, 61 reviews
Cozy LakeShore Retreat: Hot tub and Fishing
LocationFamilyAccuracy
4.93 out of 5 average rating, 27 reviewsDestinations to explore
- Mall of America
- Target Field
- US Bank Stadium
- Xcel Energy Center
- Minnehaha Falls
- Target Center
- Lake Nokomis
- Nickelodeon Universe
- Valleyfair
- Minneapolis Convention Center
- Mystic Lake Casino
- The Armory
- Macalester College
- Minneapolis Institute of Art
- Stone Arch Bridge
- Lake Harriet Bandshell
- Minnesota State Fair
- Walker Art Center
- Como Park Zoo & Conservatory
- Cathedral of St Paul
- Minnesota History Center
- Lake Nokomis Park
- Canterbury Park
- Orpheum Theatre





