Holiday rentals 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!

Guest favourite

A wooden dock extends over calm waters, leading to a rustic cabin framed by tall trees. The cabin showcases multiple large windows, providing a view of the serene surroundings. The gentle waves reflect the natural scenery, creating a peaceful lakeside atmosphere.

Cabin in Browerville

4.89 out of 5 average rating, 62 reviews

Coal Lake Cozy

Experience serenity at our charming cabin on the tranquil south shore of a 171-acre lake. This peaceful retreat sleeps up to four guests and offers easy access to the water, with public boat access near by. Enjoy the convenience of a shared dock with property owners, perfect for your boating adventures. Our friendly hosts will meet you in person, provide a quick tour, and ensure you have everything needed for a relaxing and enjoyable stay. Embrace comfort and natural beauty of a lakeside escape.

Top guest favourite

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, 32 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 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, 621 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

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

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, 119 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.

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, 9 reviews

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.

Guest favourite

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

5 out of 5 average rating, 10 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!

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, 88 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, 197 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,

Guest favourite

The A-frame cabin is framed by tall trees and lush greenery along the water's edge. Large windows reflect the serene lake, while a wooden dock extends into the calm water. The peaceful setting invites relaxation and enjoyment of nature.

Cabin in Osakis

4.95 out of 5 average rating, 41 reviews

The A-Frame on Lake Osakis

Welcome to the A frame on Lake Osakis. This charming cabin is an easy escape from the every day hustle and bustle. In warmer months enjoy canoeing, paddle boating or playing yard games on our private 1 acre lot. Don’t forget about fishing; Lake Osakis is a premiere fishing lake & the cabin is located on a Walleye spawning creek with its own private bridge! In the winter, snow mobile right onto the ice for fishing, or check out the nearby trails!

Guest favourite

A modern kitchen setup features natural wood cabinetry and a spacious countertop. Stainless steel appliances, including a dishwasher, are prominently displayed. Large windows allow natural light to illuminate the area, while light-colored walls create an airy feel.

Flat in Henning

5 out of 5 average rating, 47 reviews

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!