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Vacation rentals in Winthrop

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Top-rated vacation rentals in Winthrop

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A light-filled living area features a pair of comfy gray sofas adorned with decorative pillows. A marble-topped coffee table sits on a warm rug, complemented by a candle and an array of coasters. Potted plants add a touch of greenery, enhancing the room's inviting atmosphere.
Apartment in New Ulm
4.96 out of 5 average rating, 285 reviews

R & R German Suite. Perfect for Locums.

Luxury 1400 square foot apartment. All appliances including washer & dryer. Fast Internet and cable TV. Close to hotels, groceries, and Schells Brewery within walking distance. Paved Bike trail across the street. The Suite is perfect for working people coming to New Ulm needing a very comfortable place to stay short term or longer. It's also great for a weekend getaway. We are at times flexible with the number of guests. If more than 3, prior approval is requested. 2nd bed is a futon in a sm rm.

Top guest favorite
The historic brewery building, with its distinctive red façade, is set against a clear blue sky. A gazebo, crafted from stone with a white roof, stands nearby amidst the grassy landscape, offering an inviting outdoor space.
Guest suite in New Ulm
4.99 out of 5 average rating, 121 reviews

Old Hauenstein Brewery - Ground Level 1

Stay in a real brewery built in 1891 where they brewed the Hauenstein beer until 1969. Remodeled in the authentic rustic industrial style of the era, rent the lower level unit with 2 romantic rooms, a parlor, coffee bar and bathroom. The private upper garden has a fire pit, cellar and dining area surrounded by forest and fire-flies. There is No Kitchen. The building is surrounded by an underground creek, so it stays cool naturally. It’s a 7 min walk to Schell’s brewery & 4 min drive downtown.

Top guest favorite
An outdoor seating area is highlighted by a firepit, where flames dance atop gathered stones. A glass rests beside the fire, and string lights hang overhead, creating a cozy ambiance. The backdrop features a uniquely designed building with lush greenery and a water feature.
Tiny home in Sleepy Eye
4.98 out of 5 average rating, 116 reviews

Winowannastay Inn "Garden Shack" (1 of 6 rooms)

Welcome to a backyard getaway that will drop your mouth in awe. Kinda like "GLAMPING" but better!Has heat and Air .Unique, corky but a great place to relax and put your feet up in the hammocks inside. Must be able to climb a 6 foot ladder to get to loft to sleep. Can come to the main house to go to the bathroom or use the best compost toilet ever attached to your getaways space. Kitchen area if needed in wine area to use. Firepit and grill to use for cooking also. A place like no other!

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
4.87 out of 5 average rating, 119 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.

Superhost
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.

Top guest favorite
A modern two-story house features a sleek black exterior with large windows that provide ample natural light. A concrete driveway leads to a garage attached to the home. The gently sloped roof adds character to the design, set against a soft evening sky.
Home in Mankato
4.97 out of 5 average rating, 294 reviews

*THE BLACK SHEEP* - Modern, Unique & Clean- BY MSU

Welcome to The Black Sheep. This Newly built modern house is perfect for your next stay. You will love the stylish charm and warm touches this place has to offer. Located 2 minutes from MSU College Campus it is the perfect location. Also close to many food options. High speed internet, Hulu & netflix will make you feel right at home. Laundry is available on the main level for those longer stays. The garage is also available for you to use for those Minnesota winter days.

Top guest favorite
A bright three-season porch is filled with natural light from large windows. A white couch is complemented by colorful cushions, while a small table holds a decorative plant. A ceiling fan with lights is installed, enhancing comfort and air circulation.
Home in New Ulm
4.99 out of 5 average rating, 226 reviews

The Blueberry Bungalow

Whether you're planning a trip to New Ulm to visit family, partake in one of our cities many festivals or looking for a quiet retreat, we'd love to have you be our guests in this newly renovated cape cod home! The home can sleep 8 adults very comfortably, but the nightly pricing is set for two occupants and additional guests are $30 per person. This allows you the option of staying in a fully furnished home at a reasonable rate whether your group is large or small.

Top guest favorite
A modern kitchen features cabinetry in a soft blue shade, complemented by sleek stainless steel appliances. A decorative tile floor displays contrasting black and white patterns, while framed art lines the walls. Natural light filters through a window, enhancing the bright space.
Apartment in New Ulm
4.89 out of 5 average rating, 214 reviews

Small Town Downtown Living.

Enjoy a comfortable stay in this stylish, downtown New Ulm apartment. You will be right in the middle of all the action! Bakery across the street, restaurants, bars, parks and boutique shopping all within walking distance. This second floor, one bedroom, one bath apartment has everything you need for a short stay or an extended stay. With plenty of festivals and activities year 'round, New Ulm has a lot to offer. Come stay with us, come get your German on!

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, 131 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 cozy living room is seen through an archway, featuring elegant french doors. Two comfortable blue chairs and a decorative table are positioned in the background. A neutral-toned sofa and a decorative footstool occupy the foreground, with a patterned rug adding texture to the space.
Home in New Ulm
4.9 out of 5 average rating, 102 reviews

Holiday House Two

This 100 year old craftsman-style home sits on Broadway Street in the center of town, just a block from a bustling downtown which includes, restaurants, boutiques, coffee, ice cream, cocktail bars, parks and so much more. Recently voted Best Place in Minnesota to Live and a Top 10 MN vacation destination, New Ulm is a quaint, charming yet vibrant gem in south central Minnesota.

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!

Top guest favorite
The exterior of the building is shown at dusk, featuring a warm glow from the windows. Decorative landscape elements, such as red flowers and shrubs, enhance the welcoming entrance. String lights are visible, adding ambiance to the outdoor space, while a balcony overlooks the pathway.
Guesthouse in Sleepy Eye
4.97 out of 5 average rating, 198 reviews

The Grainery

The Grainery started off as just that, an old grainery on the family farm. It was moved, added onto and recreated into a unique vacation rental nestled along the woods of the Sleepy Eye Creek. Location offers scenic views, access to a fire pit, hammock and patio with grill. Located just outside of Sleepy Eye, MN. Not far from New Ulm, MN.

Popular amenities for Winthrop vacation rentals

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