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Holiday houses in Ossawinnamakee Lake

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Top-rated holiday rentals in Ossawinnamakee Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A sandy beach area features colorful Adirondack chairs arranged around a fire pit. A tiki bar can be seen in the background, alongside a private dock. A palm tree adds a tropical touch, while calm water stretches into the distance, framed by lakeside greenery.
Guesthouse in Pequot Lakes
4.88 out of 5 average rating, 214 reviews

Pelican Lake Guest Cabin Tiki Beach Bar BNB Dock

"Casa Pelicano” is a 1 BR/1 BA Private BNB Style Studio Guest Suite 1 mile from Breezy Point Resort on Pelican Cozy, Comfortable, Clean BRING YOUR BOAT! Amenities: Private Patio, Sand Beach/Dock, Paddle Board, Blackstone Grill, Beach Bar, Palapa, Palm Tree, Loungers, Fire Pit/Wood, Roku Smart TV, DVD, CD player, Microwave, Fridge/Freezer, Keurig Coffee, AC, WIFI, Yard Games Area: Breezy Point Resort 1 Mile, Golf, Fish, Gooseberry Island Sand Bar, Boat Rentals, Restaurants/Bars, Shopping Nearby.

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

Guest favourite
Cabin in Pequot Lakes
4.94 out of 5 average rating, 104 reviews

Up North Private Escape | Dog Friendly

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for your up North summer getaway. Custom designed, every detail has been thought of to promote relaxation. The cabin features one queen bedroom on the first floor, large king room with nature views on the upper level, modern kitchen, spa-like bathroom, work desk area for remote workers, living/dining area with floor to ceiling windows, and an outdoor Solo Stove. 5 mins to Pequot Lakes and 10 mins to Gull.

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 two-story cabin elevated on stilts is situated amidst tall trees, surrounded by a grassy area. Large windows allow natural light to filter through, while a set of stairs leads to the inviting entrance. The structure features a modern design blending with the natural environment.
Treehouse in Crosslake
4.97 out of 5 average rating, 221 reviews

Treehouse on Stilts | Pines & Lakes, Crosslake

Perched on 4 private acres of towering Minnesota pines, the Treetop Cabin is a two-story stilt cabin that puts you genuinely in the trees. Inside: a wood-burning fireplace, log furnishings, and a full kitchen with stainless appliances. Unplug completely! Crosslake's lakes, trails, and restaurants are minutes away. Note: the cabin is accessed via 20+ stairs, and the loft staircase is steeper than standard. Not recommended for guests with limited mobility. Crosslake STR License #123510

Top Guest favourite
The exterior of the custom-built cabin is shown, featuring a modern design with angled roofing and large glass doors. Two wooden chairs are positioned outside, complemented by a bicycle mounted on the side. The surroundings include lush greenery and gravel pathways.
Cabin in Ironton
4.99 out of 5 average rating, 102 reviews

Iron Owl 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.

Top Guest favourite
A rustic cabin is set amidst a wooded area, featuring a large deck with steps leading down to the grassy yard. Panoramic windows allow for ample natural light, while the surrounding trees provide a sense of seclusion and tranquility.
Home in Pequot Lakes
4.97 out of 5 average rating, 32 reviews

Hutte du Nord, Pequot Lakes

Relax in the woods at this up north getaway. Two bedroom plus sleeping loft (queen and four twins) with smart tv nestled between Whitefish Chain of Lakes and Lake Ossawinnamakee. The Ossi public boat launch is less than a mile down the same road. Easy access to boating, fishing, golfing, or snow sports. Bring all the toys - plenty of parking and room to get your trailer in and out. Lakes, golf courses and restaurants within minutes or enjoy a meal on the deck in this serene setting.

Top Guest favourite
The lodge is illuminated during dusk, revealing its striking architecture with large windows. Stone steps lead up from a sandy area, bordered by a rocky landscape. Surrounding trees add to the serene ambiance, creating a welcoming atmosphere for evening relaxation.
Cabin in Crosslake
4.99 out of 5 average rating, 137 reviews

Summer Vibes|Sauna|Hot Tub|Seconds to Trails

Escape to Border Point Lodge in Crosslake, MN! Enjoy beautiful views of peaceful Fawn Lake from this cozy lakeside retreat. Relax in the hot tub overlooking the water or unwind in the barrel sauna. Head outside for fun with kayaks, SUP's, yard games, or stay in & enjoy board games, DVDs, & plenty of space to relax after a day on the lake. Whether you're here to explore or simply recharge, Border Point Lodge is the perfect Northwoods getaway. Firewood is provided for your stay! 🔥

Guest favourite
Tiny home in Crosby
4.88 out of 5 average rating, 121 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!

Superhost
An inviting open layout showcases a dining area with large windows, allowing natural light to illuminate the space. A cozy seating arrangement in a living area features comfortable chairs and a tasteful rug. A stone fireplace enhances the warmth, while a well-furnished bedroom offers serene views.
Cabin in Crosslake
5 out of 5 average rating, 4 reviews

Elk Lodge on Cross Lake

Elk Lodge is a spacious and luxurious home on Cross lake of the Whitefish Chain Of Lakes; in the center of Crosslake, Minnesota. This 4 bedroom, 3 bathroom home is within walking distance of many local hotspots if you choose to check out the area, or choose to stay home and enjoy the outdoor kitchen, fire pit, patio area, swimming in the lake or simply taking in the breathtaking views. Perfect getaway retreat for the family, sleeping 8-10 comfortably.

Top Guest favourite
Cabin in Hackensack
4.96 out of 5 average rating, 182 reviews

Modern A Frame Cabin on Private Nature Lake

Welcome to Oda Hus. A modern A Frame cabin, nestled on a secluded 12 acres of towering Norwegian Pines. Sitting on a peninsula of Barrow Lake, conveniently located across the street Woman Lake. Floor to ceiling windows, open layout, and modern appliances and amenities. Go for a swim off the dock, take the kayaks and watch the loons, or relax in our newly added cedar barrel sauna. The perfect blend of modern luxury and nature.

Popular amenities for Ossawinnamakee Lake holiday rentals