
Holiday houses in Osakis
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Top-rated holiday rentals in Osakis
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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.

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 (currently not permitted for use, anticipate permit in April)- 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.

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.

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.

Suite Cherry No. 1
Enjoy a private, main floor, three room suite with private off street parking and private entrance. No stairs to climb, just a ramp onto the deck entrance. You will have a living room with a couch, recliner, TV and small dining table. The bedroom has a queen size bed and a well stocked kitchenette. The ensuite provides a closet, plenty of shelving, storage cabinet and a full bathroom with apartment size combination washer & dryer. We'd be happy to share our back deck with you as well.

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.

Spacious Family Lake Retreat: Dock, Game Room, BBQ
Discover the tranquility and comfort in this 4BR 2BA lake getaway. Enjoy easy access to Lake Osakis from the private dock, sit around the fire pit, or spend the day exploring scenic Osakis! Outdoor bliss, warm design, and unparalleled serenity make this retreat perfect for a family vacation! ✔ 4 Comfortable Bedrooms ✔ Relaxing Living Room ✔ Game Room (Foosball, Arcade, Bar) ✔ 2 Full Kitchens ✔ Outdoors (BBQ, Dining, Fire Pit, Dock) ✔ Smart TVs ✔ Wi-Fi ✔ Parking Learn more below!

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**

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,

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.
Popular amenities for Osakis holiday rentals
Other great holiday rentals in Osakis

Entire main floor of comfortable farmstyle home.

Cedar Street Cottage

Stoney Ridge Treehouse

Countryside Knotty Pine 1King,2Queen, 2bunk beds

The Barrett Cabin

Cozy Lakefront Cabin | Private dock& Stunning view

Rizzy's On the Lake Oland Villa

Cozy, private apartment in the Lake Country!
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