Vacation rentals in Osakis

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Top-rated vacation rentals in Osakis

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Guest favorite

A wooden dock extends over calm waters, leading to a rustic cabin framed by tall trees. The cabin showcases multiple large windows, providing a view of the serene surroundings. The gentle waves reflect the natural scenery, creating a peaceful lakeside atmosphere.

Cabin in Browerville

4.89 out of 5 average rating, 53 reviews

Coal Lake Cozy

Experience serenity at our charming cabin on the tranquil south shore of a 171-acre lake. This peaceful retreat sleeps up to four guests and offers easy access to the water, with public boat access near by. Enjoy the convenience of a shared dock with property owners, perfect for your boating adventures. Our friendly hosts will meet you in person, provide a quick tour, and ensure you have everything needed for a relaxing and enjoyable stay. Embrace comfort and natural beauty of a lakeside escape.

Guest favorite

The cabin is set in a spacious yard surrounded by trees, offering a sense of privacy. The exterior features light-colored siding and an arched window. A deck extends from the front, providing outdoor access, while the lawn is well-maintained and open.

Cabin in Verndale

4.92 out of 5 average rating, 129 reviews

Cabeezoe ( half cabin / half gazebo )

Our cabin is nestled in a wooded area & is very private. 15 minutes from 3 different towns with Wadena being the biggest. There's a queen bed on the main floor bedroom and a queen bed in the loft bedroom. WIFI/ cable television are available. Can sleep with the windows open or use the air conditioning. Outdoor pets are welcome, no pets inside please. You will have a view of the pond & we see deer on a daily basis. We will supply bedding, bath towels, cooking utensils, plates, cups & silverware.

Top guest favorite

The exterior of a spacious lake home is showcased, featuring large windows that reflect natural light. A well-maintained lawn surrounds the house, with vibrant landscaping and a large deck that extends outwards. Nearby trees provide shade, enhancing the outdoor space.

Guest suite in Alexandria

4.98 out of 5 average rating, 191 reviews

Jake's on the Lake, Main Floor and Loft #2193

Wake up to gorgeous sunrises on beautiful Lake Louise! 2 bedrooms, 2 bathrooms, loft, living area and kitchen in lake home with separate entrance. Includes use of regulation pool table, paddle boards, kayaks, dock and deck. Minutes from The Chain of Lakes, Lake Brophy Park, Lake Carlos State Park, Carlos Creek Winery, Breweries, Inspiration Peak, Andes Tower Hills, Snowmobile Trails, the Central Lakes Trail, Big Ole Viking Statue, Runestone Museum, and dining at our resorts and on Broadway.

Guest favorite

A treehouse structure is elevated above the ground, featuring a small balcony and ladder. Below, a shaded seating area with outdoor furniture is situated on a circular patio made of stone. Lush greenery surrounds the space, enhancing the outdoor setting.

Home in Alexandria

4.92 out of 5 average rating, 224 reviews

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we do have 3 young children) and guests having full, private access to the bottom half. Guests are given a private garage and back yard that includes free firewood. Private entry gives access to over 2,200 sq ft of private space that includes a semi-four seasons room with gas fireplace, laundry, and full kitchen. Close to the bike trails, beaches, mini-golf and many more locations. We're happy to answer any questions you have!

Top guest favorite

A view of the cozy cottage exterior is presented, featuring gray shingle siding and large windows. A covered grill sits on a wooden deck, surrounded by green grass and decorative plants. Evening lights add a gentle glow to the serene outdoor space.

Cabin in Osakis

5 out of 5 average rating, 13 reviews

The Hurlen Hytte (cabin, in Norwegian)

This cozy, Norwegian inspired cottage is literally steps away from Smith lake and is located between Alexandria and Osakis, Minnesota. The interior features, rustic knotty pine, hardwood floors, stone fireplace and sunlit porch. Step outside to a layered deck, grill, fire pit, log swing and dock. Enjoy our assortment of lake toys, or relax while watching our Purple Martin colony! Rediscover the charm of simpler times and create lasting memories by booking your stay today! Douglas Co lic#2225

Guest favorite

A cozy seating area features a comfortable couch positioned beneath large windows that provide gentle natural light. A spiral staircase winds upward, and a gentle glow from a lamp illuminates the space, enhancing the warm atmosphere of the treehouse.

Cabin in Upsala

4.93 out of 5 average rating, 805 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. Joan and I live on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r." Diversity is welcome.

Guest favorite

A wooden cabin features a porch with railing, providing easy access and outdoor space. Large windows allow natural light to fill the interior, and a tree offers shade nearby. The cabin is surrounded by maintained grass, contributing to a tranquil outdoor setting.

Cabin in Osakis

4.95 out of 5 average rating, 19 reviews

Walleye on Lake Osakis (kayaks/games/year round)

Enjoy the best of lakeside living at our cabin in Osakis, MN! Just 15 min from Alexandria, this cozy cabin is surrounded by lakes and offers access to hundreds of miles of bike and snowmobile trails—many of which are just steps from the cabin. From June through the end of September, you're welcome to bring your small fishing boat and use our boat lift. We also provide free kayaks! Winter Stay? You’ll stay warm and cozy thanks to our brand-new furnace—perfect after a day on the snowy trails.

Guest favorite

An outdoor view of the Tiny Timber cabin showcases its rustic charm. A wooden hot tub is positioned near the porch steps leading to the cabin's entrance. Simple black chairs are arranged on the patio, surrounded by tall trees, creating a serene outdoor setting.

Tiny home in Cushing

4.95 out of 5 average rating, 109 reviews

“Tiny Timber” Scandi cabin W/ Sauna, plunge tub!

Escape to the serenity of the Tiny Timber cabin, where stunning nature views and modern comfort await. This charming 450 sqft cabin offers a cozy respite from the hustle and bustle, with breathtaking scenic views that will leave you in awe. Nestled within reach -fantastic lakes, nearby restaurants, and a host of recreational activities, this is the perfect base for your getaway. Unwind, have a campfire, enjoy the sauna, play games or simply relax and soak in the beauty of the surroundings.

Top guest favorite

A family interacts with baby animals on a grassy area of the farm. Two small pigs are being cradled gently by children, while an adult assists them. The golden light of sunset casts a warm hue on the scene, adding to the farm's welcoming atmosphere.

Barn in Belgrade

5 out of 5 average rating, 17 reviews

O'Halloran House-Feathered Acres Learning Farm

Come visit Feathered Acres Learning Farm + Inn. Immerse yourself in real farm life at Feathered Acres Learning Farm + Inn! Stay in our beautifully renovated milking barn and experience the charm of a working regenerative farm. We have baby animals year-round and pasture-raise sheep, hogs, and chickens! Farm Tours: - Included with stays of 2 or more nights - Available as a $45 add-on for one-night stays Meet our friendly pigs, sheep, chickens, ducks, geese, and farm cats on your tour!

Guest favorite

The rustic log cabin features a spacious porch with wooden rocking chairs, set against a backdrop of trees. The weathered logs showcase the cabin's history, while the metal roof provides protection from the elements.

Cabin in Long Prairie

4.95 out of 5 average rating, 190 reviews

The Maynard Cabin, a Civil War era log cabin

The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

Guest favorite

A serene outdoor space features two tall trees with vibrant green leaves, illuminated by the setting sun. A circular fire pit area is visible on the grass, creating a tranquil atmosphere surrounded by nature. The distant field is softly illuminated, enhancing the peaceful setting.

Home in Osakis

5 out of 5 average rating, 5 reviews

Sunrise Lake Escape

Relax with the whole family on Lake Osakis with 3 acres of space. Plenty of room for dogs, vehicles, and your boat on our dock. Property features a fire pit, outdoor shower, outdoor and indoor kitchen, fish cleaning area, grill, pellet smoker. Main house sleeps 6. Guest house sleeps 4 - it has two bedrooms, one bathroom. Guesthouse available for more than 6 guests at $100 per night $50 per stay additional cleaning fee. It is 3 season. RV electrical available. Pontoon available for rent.

Guest favorite

A spacious living area features a light-colored sectional sofa and armchair, complemented by a large area rug. Natural light enters through large windows, illuminating the room's blue accent wall and wood-paneled ceiling. A dining area with wooden chairs is visible in the background.

Cabin in Glenwood

4.89 out of 5 average rating, 84 reviews

Cabin with private beach access to Lake Minnewaska

Take a break and unwind at this peaceful cabin. It is steps away from a privately owned beach for you to sit back, enjoy the sunrise/sunset with a firepit. 5 minute walk away from the well-known Barsness park. Also, 5 minute walk away from Lake Minnewaska public boat landing and public beach. Or enjoy a nice walk to go downtown Glenwood to enjoy all the city has to offer!! Not handicap accessible **Property is an approved short term rental and licensed with the City of Glenwood**