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Vacation rentals in Ossawinnamakee Lake

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Top-rated vacation rentals in Ossawinnamakee Lake

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

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Top guest favorite
A wooden sauna is visible through a large window, offering a view of the lake and surrounding greenery. The interior is lined with wooden benches, and a metal stove sits beside a wooden bucket, providing a tranquil atmosphere for relaxation.
Cabin in Pequot Lakes
4.96 out of 5 average rating, 92 reviews

Lakehome with beach, pickleball, sauna, near golf

2026 summer availability: May 31- june 5 August 23-25 Newly updated, Winnamakee Shores offers 5 generous bedrooms, 4 bathrooms and a large kitchen perfect for family/friend gatherings. The lakehome has 100 feet of level sandy beach and provides kayaks, water trampoline, paddleboard, shuffle board, ping pong, & yard games to keep everyone entertained. The community has golf courses, restaurants, & shopping. Also a great winter escape with ice fishing, cross-country skiing, & snowmobiling!

Guest favorite
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, 94 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 favorite
Cabin in Pequot Lakes
4.95 out of 5 average rating, 101 reviews

Private Up North Escape With Views | Dog Friendly

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for cozy year round getaways . Impeccably 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 favorite
An aerial view captures a home surrounded by lush greenery, showcasing a spacious and private backyard. The nearby Pelican Lake glimmers in the sunlight, with trees framing the scene and distant houses nestled along the shoreline.
Home in Breezy Point
4.98 out of 5 average rating, 146 reviews

Year-Round Hot Tub! Home in Breezy Point Resort

Unbeatable relaxation! You will be staying within walking distance of Pelican Lake, golf courses, the city park, and restaurants. Prefer staying in? Enjoy the fully fenced backyard with a hot tub, perfect for privacy and relaxation. The kitchen is well stocked for all of your cooking needs. This home checks all the boxes: convenient, clean, and comfortable. We're confident you will love your stay in the heart of Breezy Point! 2 bedrooms - 960 sq ft No cleaning fees, minimal checkout list.

Top guest favorite
Cabin in Pequot Lakes
4.97 out of 5 average rating, 33 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 favorite
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, 109 reviews

Dragonfly Cabin | Close to 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 favorite
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
5 out of 5 average rating, 30 reviews

North Hut, 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 favorite
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
5 out of 5 average rating, 132 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 favorite
Tiny home in Crosby
4.87 out of 5 average rating, 117 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!

Guest favorite
The exterior of a cabin is captured during sunset, revealing a dark wooden facade complemented by a white-framed entrance. Surrounding trees display autumn leaves, while the ground is blanketed with fallen foliage, creating a serene atmosphere.
Cabin in Pequot Lakes
5 out of 5 average rating, 37 reviews

Lakeshore Ossawinnamakee Cabin

Relax with the whole family at this cozy cabin located on Lake Ossawinnamakee with private dock and lake access. This property is the perfect getaway spot for anyone looking to unwind, recharge and enjoy all the beauty that northern Minnesota has to offer. With 265' of shoreline, there is plenty of opportunities for fishing, swimming, boating, kayaking or paddleboarding. Just minutes away from Breezy Point Resort, 3 golf courses, and multiple restaurants.

Top guest favorite
Cabin in Hackensack
4.96 out of 5 average rating, 176 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.

Guest favorite
A serene outdoor area features a circular arrangement of Adirondack chairs surrounding a fire pit. A private dock extends into the calm water, providing access to a scenic waterfront. Lush greenery and trees frame the space, creating a welcoming environment for relaxation.
Home in Crosslake
4.92 out of 5 average rating, 24 reviews

Protected Channel, Swimming, Fishing from Dock

Check out the onsite rentals below! One of the best spots on the White Fish Chain! We have a protected shoreline and you can easily get anywhere! Make this beautiful three bedroom house the home base for your White Fish Chain adventure! Our friend Walley Dan has agreed to give our guests a discount on his professional guide service! Let them show you an amazing time on the water. Contact us for more info.

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