Vacation rentals in Winsted

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.

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!

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.

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.

Summer Getaway w/ Firepit, Deck & Country Sunsets

Escape to peaceful summer days and cozy country nights at this relaxing Hutchinson retreat. Surrounded by farm fields, apple trees, and beautiful sunsets, this getaway is perfect for couples, families, friends, or winery wedding guests looking to unwind. Enjoy evenings around the firepit, grilling on the deck, or relaxing indoors with recliner seating, smart TVs, fast WiFi, and a full kitchen. Located minutes from Crow River Winery, the Luce Line Trail, lakes, shopping, and local dining.

Welcome to Rucks Farm! Charming 4 bedroom home

Carina and Carol welcome you to Rucks Farm, a mother and daughter venture created with love and creativity. Here you’ll find farm charm without the chores- no barn work, no animals to feed, just comfort and character. Each room tells it’s own story. From the Humble Holsteins signature presence to the Hen House made for roosting and nesting. Thoughtful farmhouse inspired details bring personality to every corner, making the home as fun as it is restful. Perfect for families and friends!

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.

Rustic Deer Lake Boathouse ‘Glamping’ perfection!

Our goal is to provide a peaceful break full of relaxation and fun. Our studio space is unique and fully stocked with anything you might need. Deer Lake is a quiet 163-acre lake perfect for relaxing getaways. It has a lakeside fire pit, a lakeside hot tub just for guests, a beautiful four-poster bed, and more. OUTDOOR portable toilet & our unique OUTDOOR showering facilities with a working a sink with hot water:) FOR A FULL DESCRIPTION refer to ‘Other Details of Note’

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.

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.

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).

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.