Vacation rentals in Osakis

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Top-rated vacation rentals in Osakis

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Top guest favorite
A spacious living area features a large sectional sofa and a dark ottoman with a tray. A warm wood accent wall adds depth, while a single artwork piece is displayed above a console. The area is complemented by natural light from overhead fixtures.
Home in Miltona
5 out of 5 average rating, 46 reviews

Copper Lodge at Lake Miltona Family & Pet Friendly

Large, family friendly gathering space with large yard and lakefront access to beautiful Lake Miltona, nearby Alexandria area lakes & activities — golf, water sports, fishing, winery, restaurants. Great for family, friends & groups, Copper Lodge was built for families & friends to enjoy lake country recreation, family fun & cozy nights by the fire. With private lake access, shallow water front & a long dock for easy fishing, Copper Lodge is mere minutes from the Lake Miltona public boat ramp

Top guest favorite
A seating area features brightly colored adirondack chairs in orange, yellow, and blue, arranged around a fire pit. The view overlooks the serene lake, with lush greenery lining the shore and a clear sky above.
Vacation home in Alexandria
4.99 out of 5 average rating, 120 reviews

Lake home with great views in Alexandria

Lake Henry is the hidden gem of Alexandria. This lower traffic lake is perfect for swimming or boating and it has some of the best Walleye fishing in the area. Located in the heart of Alexandria this house is minutes from everything while still having a country feel- you will not find more stunning views. The stylish interior has a fully equipped kitchen, washer/dryer, multiple TVs, and fast Wifi. The exterior has a beautiful 3-season porch and deck that faces the lake along with a fire pit.

Guest favorite
A treehouse perched on elevated stilts features a spacious deck surrounded by a wooden railing. Lush greenery is visible in the background, and outdoor seating is arranged thoughtfully. The structure combines modern design elements with natural surroundings, creating an inviting outdoor space.
Cabin in Upsala
4.93 out of 5 average rating, 840 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.

Top guest favorite
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.

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, 16 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 favorite
An aerial view captures the cabin nestled among lush greenery, with a serene lake visible in the distance. Trees surround the property, while a dirt road leads alongside the residence, enhancing the sense of privacy and natural tranquility.
Cabin in Glenwood
4.91 out of 5 average rating, 98 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**

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, 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 favorite
Apartment in Fergus Falls
4.92 out of 5 average rating, 137 reviews

Uptown Living #2

Keep it simple at this peaceful and centrally-located place. We are conveniently located on the main business street of the beautiful city of Fergus Falls! Shopping and dining experiences are literally just outside the apartment door! This upper level apartment faces north and is a quiet sanctuary that will allow you to relax and enjoy your stay! If you like to explore, the city River Walk is less than a block away and Lake Alice offers a wonderful walking tour year round!

Guest favorite
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.

Top guest favorite
A spacious living area is showcased with large triangular windows, providing a serene view of the lake and surrounding greenery. Natural light floods the space, highlighting wooden accents and a cozy seating area. A dining table is positioned nearby, complementing the open layout.
Guest suite in Alexandria
4.98 out of 5 average rating, 198 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,

Top guest favorite
The image displays the exterior of The Flower Mill, a flower shop located in a historic brick building. Large windows allow for visibility into the store. Colorful potted flowers line the entrance, and a bright yellow door adds a cheerful accent to the facade.
Apartment in Fergus Falls
4.97 out of 5 average rating, 195 reviews

Riverfront Retreat

You and your guests will enjoy easy access to everything from this centrally located apartment. Located in an upstairs unit in historic downtown Fergus Falls, this location is walking distance from multiple retail stores, eating & drinking establishments and the brand new community pavilion located in Spies Riverfront Park where not only multiple community events are held but also our local Farmer's Market is hosted during the warm seasons.

Guest favorite
The open living area features large windows offering views of Lake Ida. Soft seating with light grey upholstered chairs and a wooden coffee table complements the modern design. A tall dining table with stools is positioned near the kitchen, enhancing the spacious atmosphere.
Cabin in Alexandria
4.95 out of 5 average rating, 183 reviews

Haven on Ida - Modern Lakeside Cabin w/Cozy Porch

Experience pure relaxation at our cozy, lakefront vacation rental, on Lake Ida. Haven has 2 bedrooms (1 queen room, and 1 bunk room w/1 queen and 3 twins), along with 1 full bathroom. This cozy retreat offers comfort for all! Enjoy mosquito-free nights on the screened-in porch, stunning lake views, a large private dock & sandy beach area. Book now for an unforgettable escape! License #2000

Popular amenities for Osakis vacation rentals

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