Holiday houses in Osakis

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Top-rated holiday rentals in Osakis

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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, 228 reviews

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!

Top Guest favourite
A charming red cottage is framed by lush greenery and colorful flower beds. Vibrant blooms in varying shades surround a stone border, enhancing the inviting outdoor space. A patio area with seating is visible, providing a tranquil setting for relaxation.
Cabin in Upsala
4.91 out of 5 average rating, 627 reviews

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.

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, 12 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 (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.

Guest favourite
The cabin is set in a spacious yard surrounded by trees, offering a sense of privacy. The exterior features light-colored siding and an arched window. A deck extends from the front, providing outdoor access, while the lawn is well-maintained and open.
Cabin in Verndale
4.93 out of 5 average rating, 136 reviews

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.

Guest favourite
A cozy seating area features a vintage green sofa paired with two gray armchairs. A round wooden coffee table sits in the center, adorned with a small potted plant. Warm lighting is provided by two lamps, and a desk with a chair is visible nearby, complemented by large windows allowing natural light.
Place to stay in Clitherall
4.93 out of 5 average rating, 43 reviews

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.

Top Guest favourite
An outdoor view of the Tiny Timber cabin showcases its rustic charm. A wooden hot tub is positioned near the porch steps leading to the cabin's entrance. Simple black chairs are arranged on the patio, surrounded by tall trees, creating a serene outdoor setting.
Tiny home in Cushing
4.96 out of 5 average rating, 125 reviews

“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.

Top Guest favourite
A cozy sleeping area features a murphy bed with a soft teal blanket and decorative pillows. A map of the world is displayed above the bed in a vintage frame, while bookshelves are filled with various books and decorative items on either side.
Guest suite in Fergus Falls
4.93 out of 5 average rating, 139 reviews

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.

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.

Superhost
A concrete dock extends into a calm lake, providing access to the water. The dock is lined with poles and features a tire hanging on the side. The clear blue sky reflects on the lake's surface, enhancing the serene environment.
Home in Osakis
4.85 out of 5 average rating, 13 reviews

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!

Top Guest favourite
A spacious living area features a light-colored sectional sofa and armchair, complemented by a large area rug. Natural light enters through large windows, illuminating the room's blue accent wall and wood-paneled ceiling. A dining area with wooden chairs is visible in the background.
Cabin in Glenwood
4.9 out of 5 average rating, 94 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**

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
4.98 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 favourite
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, 189 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.

Popular amenities for Osakis holiday rentals

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