Holiday houses in Osakis

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Top-rated holiday rentals in Osakis

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Top Guest favourite
A wooden dock extends into a serene lake, flanked by tall grasses. In the background, a two-story house is partially obscured by vibrant orange and yellow trees, creating a warm autumn scene.
Home in Alexandria
4.97 out of 5 average rating, 130 reviews

Sunny 6BR home on quiet lake in Alexandria.

Spacious, 6BR home on quiet lake, minutes from downtown and Carlos Creek Winery. Well equipped kitchen, and large dining table that sits 12. Hang out on the deck under the pergola, on the patio or on the dock. Swim and fish from dock in sandy bottom. Cozy up near bond fire in summer and indoor fire stove in winter. Big field for yard games on property. Bicycle path to pickleball courts and Central Lakes bike trail. Perfect for relaxing with your group any season. Free EV charging for guests.

Guest favourite
A serene lakeside view is captured, showcasing a sandy beach and dock that extends into the calm water. Lush trees frame the scene, with gentle waves reflecting the soft colors of the setting sun. A figure is visible near the water's edge, adding to the tranquility.
Cabin in Richmond
4.84 out of 5 average rating, 131 reviews

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

Top Guest favourite
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, 200 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.

Top Guest favourite
The cabin's exterior features warm pine siding complemented by a covered porch. Two adirondack chairs sit welcomingly on the porch, flanked by trees and landscaping. The front door is painted in a bright hue, and a small plaque adorns the wall beside it.
Cabin in Long Lake Township
4.98 out of 5 average rating, 112 reviews

Quaint modern cabin set in private woodland

Escape into the forest at the Ursa Minor cabin. Built in 2017, this comfortable and tranquil getaway includes a full kitchen, bathroom with a cedar-lined shower, electric in-floor heat, a wood stove, warm pine siding throughout, and a spacious sleeping loft. A covered porch, fire pit and fully-stocked woodshed are right outside the door. Your stay includes access to more than ten kilometers of trails traversing hundreds of acres of private woodland originating steps from your door.

Top Guest favourite
A charming log cabin is nestled among lush greenery, featuring a prominent stone chimney and large windows that invite natural light inside. The exterior showcases natural wood siding, complemented by vibrant landscaping that enhances the peaceful setting.
Cabin in Atwater
4.99 out of 5 average rating, 269 reviews

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

Top Guest favourite
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, 18 reviews

Sunrise Lake Escape with hot tub and massage chair

Relax on Lake Osakis on 3 acres. Pet-friendly, private dock. Fire pit, outdoor shower, outdoor/indoor kitchen, fish cleaning area, grill, pellet smoker, hot tub. Main house sleeps 6. Guest house sleeps 4. 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 (currently not permitted for use, permit in April). RV electrical available. Pontoon for rent. No water in guest house October 17-April 15.

Guest favourite
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, 229 reviews

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we have 3 young children) & guests having full, private access to the bottom half. Guests are given a private garage ( not available November to April) & backyard w/ free firewood. Private entry gives access to 2,200 sq ft of space that includes a 3 seasons room w/ gas fireplace, laundry, & full kitchen. 1 open room, one private, & one partial room w/ no windows. Close to the bike trails, beaches, mini-golf, etc.

Guest favourite
A serene lakeside cabin is framed by lush greenery, facing shimmering water. A dock extends into the lake, with colorful kayaks positioned on the shore. The cabin features large windows, allowing natural light to illuminate the inviting interior.
Cabin in Dent
4.93 out of 5 average rating, 275 reviews

Life is good on the lake!

Relax and enjoy the beautiful view on Marion Lake. This cabin, nestled in the western shore, is the perfect getaway for anyone looking for peace and quiet, gorgeous sunrises, and fun on the lake. Guests enjoy a fully stocked kitchen, propane grill, fire pit, kayaks, a dock, and swim beach. If guests decide to go out, the Perham area offers a variety of attractions including shopping, hiking, golfing, and dining. Come unwind, life is good on the lake! (Available year round.)

Guest favourite
A cozy living area features a comfortable sofa and an accent chair with a colorful pattern. Large windows provide unobstructed views of Lake Osakis, allowing natural light to brighten the wood-paneled walls. A coffee table sits centrally, highlighting the inviting atmosphere.
Cabin in Osakis
4.86 out of 5 average rating, 7 reviews

Rizzy's On the Lake Oland Villa

Oland Villa, named after a small island and province just off the southeast coast of Sweden, is a two-bedroom, one-bath, dog-friendly unit offering a single full bed in one room and twin bunks in the other. The living room has a pullout sofa for additional sleeping space. Kitchens are fully stocked with basic cooking essentials and panoramic views of Lake Osakis. All units have central air and heat, all bedding linens, bath towels plus basic kitchen essentials are provided.

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 844 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. A manager lives 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."

Guest favourite
The exterior of the A-frame cabin showcases a distinctive triangular design with large windows allowing natural light to illuminate the interior. Surrounded by green trees, the cabin offers a serene setting. A small patio area with a table is visible in front.
Cabin in Alexandria
4.97 out of 5 average rating, 117 reviews

The Lake Place - A-Frame on Lake Miltona w/ Sauna

The Lake Place is a brand new A-frame cabin built to share our favorite place with you! Make memories in the cozy living room with friends around the electric fireplace, climb the ladder to the 3rd story loft for the view or perfect kid’s hideout, or open the oversized patio doors to visit the lake, just steps from our back door! We just added a brand new sauna for you and guests to use as well! Stay up to date with all the latest on IG @thelakeplacemiltona

Top Guest favourite
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
4.99 out of 5 average rating, 200 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. Family friendly with all the necessities. Minutes from The Chain of Lakes, Lake Brophy Park, Lake Carlos State Park, Carlos Creek Winery, Andes Tower Hills, the Central Lakes Trail, Big Ole Viking Statue, and the Runestone Museum,

Popular amenities for Osakis holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Douglas County
  5. Osakis