Holiday rentals in Lake Osakis

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Top-rated holiday rentals in Lake Osakis

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Guest favourite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.94 out of 5 average rating, 95 reviews

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion

✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point

Top guest favourite
A spacious living area is furnished with a comfortable couch and a dining table surrounded by six black chairs. Large windows provide an unobstructed view of Fairy Lake, allowing ample natural light to fill the interior.
Cabin in Sauk Centre
5 out of 5 average rating, 12 reviews

Fairy Lake Cabin with Lakeshore Frontage

Come stay at this peaceful cabin on Fairy Lake by Sauk Centre, MN. Great outdoor space to enjoy swimming, fishing and boating. Bring your boat or kayak and enjoy the outdoors. Fairy Lake also has a large public beach across the lake. Sauk Centre has three golf courses & a 6-screen movie theatre downtown. Sauk Centre has great bar & grills, fun downtown shops and the 510 Art Lab. Great Parks & in July we celebrate Sinclair Lewis days. SC has murals painted all around town by local artist.

Top guest favourite
A view of the cozy cottage exterior is presented, featuring gray shingle siding and large windows. A covered grill sits on a wooden deck, surrounded by green grass and decorative plants. Evening lights add a gentle glow to the serene outdoor space.
Cabin in Osakis
5 out of 5 average rating, 16 reviews

The Hurlen Hytte (cabin, in Norwegian)

This cozy, Norwegian inspired cottage is literally steps away from Smith lake and is located between Alexandria and Osakis, Minnesota. The interior features, rustic knotty pine, hardwood floors, stone fireplace and sunlit porch. Step outside to the layered deck, grill, fire pit, log swing and dock. Enjoy our assortment of lake toys, or just sit back, relax and watch the fish jump. Rediscover the charm of simpler times and create lasting memories by booking your stay today! Douglas Co lic#2225

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, 205 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.

Top guest favourite
Cabin in Pequot Lakes
4.97 out of 5 average rating, 34 reviews

Cozy A-frame with Sauna + Indoor Fireplace

Welcome to Northbound A-frame, our brand new cabin nestled on 10 acres of northwoods! Located across from a small quiet lake, minutes from downtown Pequot Lakes, 10 minutes from downtown Nisswa, Gull Lake, and so much more! Our cabin has all of the conveniences of a modern build, in a space that feels like a traditional up north cabin that has been a part of Minnesota for years. You’ll be able to enjoy our secluded property, cedar barrel sauna, fire pit, Loon Lake public access, and more!

Top guest favourite
A spacious backyard is highlighted by a colorful playground featuring a slide and swings. The modern house, with a covered deck above, is surrounded by well-maintained grass and landscaping. Natural foliage borders the property, enhancing the outdoor space.
Cabin in Alexandria
5 out of 5 average rating, 17 reviews

Family-Friendly Lakeside Escape with Pontoon

Welcome to The Haven! A happy, welcoming retreat 4 miles from Alexandria, set in a quiet neighborhood on a peaceful lake with little boating congestion. This 6-bedroom, 3.5-bath home is perfect for all generations, featuring a no-step entry, main-level primary suite, and zero-entry shower with bench. Designed with three distinct 2-bedroom + bath areas it is ideal for families. Enjoy beautiful lake views, fishing, a Rainbow Playset for kids, plus a 22-ft pontoon & paddle boat (May–Sept)!

Top guest favourite
The custom-built cabin is framed by tall pines, showcasing an angled roof and a combination of gray and wood siding. A wooden seating area is visible on the patio, inviting relaxation amidst the natural surroundings.
Cabin in Ironton
4.97 out of 5 average rating, 116 reviews

Dragonfly Cabin | Near Cuyuna Recreation Area

Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Perched above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway—close to adventure, lakes, shops, and great places to eat.

Top guest favourite
The cabin's exterior features warm pine siding complemented by a covered porch. Two adirondack chairs sit welcomingly on the porch, flanked by trees and landscaping. The front door is painted in a bright hue, and a small plaque adorns the wall beside it.
Cabin in Long Lake Township
4.98 out of 5 average rating, 117 reviews

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.

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
4.88 out of 5 average rating, 17 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 cozy living area features a comfortable sofa and an accent chair with a colorful pattern. Large windows provide unobstructed views of Lake Osakis, allowing natural light to brighten the wood-paneled walls. A coffee table sits centrally, highlighting the inviting atmosphere.
Cabin in Osakis
4.93 out of 5 average rating, 14 reviews

Rizzy's On the Lake Oland Villa

Oland Villa, named after a small island and province just off the southeast coast of Sweden, is a two-bedroom, one-bath, dog-friendly unit offering a single full bed in one room and twin bunks in the other. The living room has a pullout sofa for additional sleeping space. Kitchens are fully stocked with basic cooking essentials and panoramic views of Lake Osakis. All units have central air and heat, all bedding linens, bath towels plus basic kitchen essentials are provided.

Guest favourite
Cabin in Upsala
4.92 out of 5 average rating, 860 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

Guest favourite
Tiny home in Crosby
4.88 out of 5 average rating, 122 reviews

Hot Tub + Sauna Tiny Pine A\ Cuyuna Matata

NEW TWO PERSON HOT TUB! Relax and unwind with your closest friends or loved ones in this newly built 500 sqft A Frame. The Tiny Pine A\\ is one of the three Cuyuna Matata Cabins on 8.5. acres overlooking the peaceful Pine River. An ideal nature getaway far enough away from town yet a short 10 minute drive to Cuyuna State Rec biking trails. Enjoy the new cedar wood barrel steam sauna and complimentary items such as snowshoes for the winter and kayaks in the summer!

Popular amenities for Lake Osakis holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Lake Osakis