Vacation rentals in Osakis

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we do have 3 young children) & guests having full, private access to the bottom half. Guests are given a private garage & back yard w/ free firewood. Private entry gives access to 2,200 sq ft of private space that includes a 3 seasons room with gas fireplace, laundry, and full kitchen. 1 open room, one private, and one partial room with no windows. Close to the bike trails, beaches, mini-golf, etc. Happy to answer any questions!

Wizard's LOTR Cottage and Treehouse! Pet Friendly!

Our LOTR-themed Wizard's Cottage, along with our LOTR Stargazer treehouse, are on 2+ acres, & have been described as a "love letter to Tolkien himself." Our home is about 200 ft. from the Cottage & far from Stargazer (back of the acreage). Greenery provides privacy. Enjoy our hot tub & Mordor -(dare to open the "Mor Do[o]r")! We are solidly in farm country; 2 miles from lovely Cedar Lake; Soo Line Trail has hiking, biking & snowmobiling; park & bar in walking distance. Diversity is welcome.

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.

Lake Osakis Family Getaway: Game Room, Dock

Indulge in the warm comforts of our 8BR 4BA family getaway nestled on a gorgeous lakefront property in Osakis, MN. This spacious estate offers the perfect retreat from bustling crowds with its cozy design, convenient amenities, and scenic outdoors with a private dock. ✔ 8 Comfortable Bedrooms (Sleeps 24) ✔ Open Design Living ✔ Full Kitchen ✔ Game Room (Pool, Foosball, Bar) ✔ Deck & Backyard (Fire Pit, BBQ, Dining) ✔ Private Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

1915 Storefront Turned Lake Country Retreat

Escape to a one-of-a-kind renovated storefront studio nestled in the heart of a popular lakes areas. Immerse yourself in the cozy, historic, and eclectic vibe of this unique retreat that's just minutes from the shops of Battle Lake, beautiful Glendalough State Park, and convenient public access to Battle, Otter Tail, Clitherall Lakes, and more. Overflow sleeping for cabin guests. A unique experience in a small town. Come to boat, fish, hike, cc ski, snowmobile, write, paint, or simply relax.

“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.

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.

Sunrise Lake Escape with hot tub and massage chair

Relax on Lake Osakis on 3 acres. 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, spaa 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. RV electrical available. Pontoon for rent. No water in guest house October 17-April 15.

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.

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**

Farmer's Cabin - Serene Views, SAUNA, peaceful

Nestled at the end of a quiet dead-end road, our newly renovated, farm-themed cabin offers the ultimate cozy lake escape. Wake to peaceful water views, sip coffee on the large patio, and enjoy a flat sandy shore perfect for swimming and playing. We provide a raft, lily pad, paddle board, tons of water toys, and a relaxing sauna. Inside, everything is fresh, bright, and filled with charm — a perfect private retreat to unwind, recharge, and make lasting memories.

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,