Vacation rentals in Lester Prairie

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Top-rated vacation rentals in Lester Prairie

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Guest favorite
A stone patio is showcased, featuring a dining set with a glass table and multiple chairs. A grill is positioned nearby, with decorative flowers adding color to the space. Large windows provide views of the surrounding greenery.
Apartment in Winsted
4.98 out of 5 average rating, 56 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.

Guest favorite
A woodpecker is seen perched on a tree trunk amidst a backdrop of bare branches and grasses. Soft sunlight filters through the area, illuminating the bird's colorful feathers. The lake is visible in the distance, partially reflecting the serene landscape.
Guest suite in Dassel
4.9 out of 5 average rating, 247 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.

Guest favorite
A comfortable living area features a large brown sectional sofa adorned with blue pillows, positioned near a wall of wood slices. An entertainment unit with a television is visible, alongside a retro arcade game and a pinball machine. A wooden coffee table rests on a textured area rug.
Guest suite in Watertown
4.86 out of 5 average rating, 117 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 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 is provided. Pets are welcome.

Guest favorite
A spacious room features a queen bed draped with light bedding, complemented by a cozy couch and soft pillows. Decorated with Turkish globes, the room is illuminated by natural light from surrounding windows. A small writing desk is positioned near the entrance.
Treehouse in Glencoe
4.95 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.

Guest favorite
The spacious living room features wooden beams overhead and a stone fireplace as a focal point. A plaid sofa and two armchairs surround a wooden coffee table. Natural light filters in from multiple windows, enhancing the inviting atmosphere of the room.
Cabin in Waverly
4.89 out of 5 average rating, 130 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.

Top guest favorite
A cozy living room features a two-tone green wall, complemented by a brown leather sofa and a pair of dark chairs. A round golden side table is positioned next to the sofa, while a patterned rug spans the floor. Natural light filters through a window dressed with light curtains.
Home in Norwood Young America
4.95 out of 5 average rating, 20 reviews

Peaceful Getaway | Updated & Inviting Stay

Escape to this freshly updated 2-bedroom bungalow, designed for comfort and convenience, and perfect for your next short-term stay. Located in a quiet, desirable neighborhood, this charming home blends modern amenities with cozy appeal, making it an ideal retreat for families, friends, or business travelers. With a variety of sleeping options, this home can accommodate up to 7 guests (two queen beds with memory foam mattresses, 1 queen airbed, 1 pull out single bed).

Top guest favorite
The kitchen showcases wooden cabinetry and modern appliances, including a refrigerator, oven, and microwave. A central island with seating for four is illuminated by pendant lights. Exposed brick walls and a cozy couch in the background enhance the inviting atmosphere.
Apartment in Glencoe
4.95 out of 5 average rating, 66 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.

Top guest favorite
The rustic cottage features a wooden exterior with a sloped roof and a stone chimney. A welcoming porch is framed by lush greenery and a well-maintained lawn, enhancing the serene outdoor setting.
Farm stay in Mayer
4.96 out of 5 average rating, 129 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.

Top guest favorite
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and a dishwasher. A central island with wooden countertops provides seating with three stools. The cabinetry features a sleek dark finish, complementing light-colored countertops and a decorative backsplash.
Loft in Hutchinson
4.94 out of 5 average rating, 146 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.

Top guest favorite
A serene view of a lake surrounded by lush greenery is displayed in soft morning light. The mist gently rises over the water, creating a tranquil atmosphere. A stone patio with flowering plants is visible in the foreground, enhancing the peaceful setting.
Apartment in Dassel
4.99 out of 5 average rating, 162 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.

Guest favorite
A large wooden dining table is set for eight, featuring woven placemats and surrounded by high-backed, slatted chairs. A potted plant adds a touch of greenery, while warm light fixtures illuminate the space. Views into adjacent rooms highlight the home’s open layout.
Home in Glencoe
4.77 out of 5 average rating, 118 reviews

Travel Tuesday- buy 1 get 1 free for the holidays!

Travel Tuesday SPECIAL- Book 1 night before12/7 and get 1 night free! Dates valid until Dec of 2026. PLEASE MESSAGE BEFORE BOOKING for discount to be applied. This remodeled 4 bedroom, 1.5 bath is tucked away in a quiet neighborhood. Walking distance to restaurants, parks, and downtown. Charming spot to relax after family holidays, big events, or a long day at work.

Guest favorite
A contemporary guest house is presented with a silver exterior, featuring large windows that enhance natural light. An orange fabric shade is draped over one side, providing a splash of color against the blue sky. Lush greenery surrounds the property, creating a serene outdoor setting.
Guesthouse in Howard Lake
4.94 out of 5 average rating, 260 reviews

Guest House Loft on Lake!

Only 45 minutes West of Minneapolis, this private guest house is lofted; offering a private entrance, virtual glass living room, dinette, small refrigerator, microwave, queen bedroom with full bath, 2 private docks and a canoe on an 80 acre setting with trails. Dutch Lake Guest House is the name of our social media presence - follow us to learn more!

Popular amenities for Lester Prairie vacation rentals