Vacation rentals in Osakis

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.

“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.

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 full size bed and a well stocked kitchenette. The ensuite provides a closet, plenty of shelving, storage cabinet and a full bathroom with apartment size wash machine (no dryer). We'd be happy to share our back deck with you as well.

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**

Minnesota Nice

Perfectly charming, super clean, fully appointed, private, cozy & comfortable home away from home, whether you've come to work, rest, heal or play. Super short walk to Lake Region Hospital, Clinic, & Cancer Center, Library, Downtown, FF River Walk, Restaurants & Coffee shops, Grotto Lake (Rookery) & Several Parks. Just a 5 minute drive to Pebble Beach, Golf Course, Ball Parks, and Central Lakes Bike/Walking Path. Bring your kiddos-I’ve prepared! Welcome you to my homey home! ☺️

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,

Sunset Country Cottage + movie theatre + lake view

Craving a blend of relaxation and fun? Discover rustic charm just 5 minutes from Fergus Falls and the interstate! Set on a nature preserve lake, our retreat boasts incredible sunsets and abundant wildlife. Stroll along scenic trails, unwind on the patio swing, or enjoy a round of frisbee golf. As evening falls, gather around a campfire for stargazing or step inside to our cozy movie theater for popcorn and a film. Your countryside escape is calling!"

Quiet Countryside Apartment with Lake View

One bedroom apartment with private entrance located on 40 acres of rolling hills. Apartment is on second floor. Quiet location with beautiful views of a lake and countryside. Perfect place for a personal or writer's retreat or if you enjoy a quiet night's sleep. The apartment is attached to a single-family home which is our personal residence. Our home was constructed in 2014.

Sunny Apartment Getaway with Garage

Why pay for a hotel when you can have all the comforts of home? This cute beach loving apartment features a full kitchen, living room with a sofa sleeper, large walk-in shower in the bathroom, a comfortable queen bedroom, walk out patio, and a garage to park your vehicle. Located in the heart of lakes country, this gem is sure to please for a comfortable stay!