Holiday rentals in Lester Prairie

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.

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.

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.

*Bless This Tiny House* on MN lake!

Bless This Tiny House is a 267 sqft Tiny House parked alongside a huge, beautiful deck overlooking the lake! Take the kayaks out on the lake! Chill in the hammock with a good book. Grill burgers and relax by the campfire while the sun sets! The Tiny is especially cozy in the winter! Unplug and play cards in the leisure loft! The perfect setting for a couple's retreat! Minimalism and contentment! Be inspired by the beauty of God's creation!

The Quonsette- Remodeled, Sunny Lakeview Cottage

The Quonsette- Your key to Waconia! A completely remodeled Quonset hut, sitting only 1/2 a block from the lake and a couple of blocks to historic downtown. Bright and airy, this cozy 2-bedroom home (each with a queen bed) boasts lake views from the deck while being tucked away. Walk to the lake, Lola’s patio, or the charming town center. Nearby, enjoy Schram Vineyards, Sovereign Estate, and Parley Lake Winery—perfect for a wine-tasting escape.

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.

Heirloom Cottage | Private Retreat Hot Tub & Sauna

A 1920s cottage on 1.2 wooded acres, just north of the Twin Cities. 15 minutes from downtown Minneapolis or St. Paul, but it feels a world away. Fireside sitting room, sunroom with a hanging swing and sunrise views, full kitchen, and a glass-walled backyard studio. Outside: fire table, hot tub, sauna and string lights on the deck. Sleeps 10. Built for getaways, friend trips, and anyone who could use a good exhale. Come rest.

A Rustic Cabin on Long Lake

This rustic cabin is tucked away on 2 acres on Long Lake. The original log structure dates to 1858 with a new addition built out of repurposed barn wood. Enjoy a quiet retreat or a romantic getaway by the fireplace. Spend some time by the lake enjoying the fresh air and wildlife, or reconnect with family around the table playing games. Our cabin is the perfect place to re-energize and reconnect.