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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 stone fireplace is featured prominently, with a warm glow emanating from the flames. Soft textures are added by a knitted throw draped over a woven basket positioned nearby. A decorative sign rests against the wall, inviting a sense of comfort.
Cabin in Fifty Lakes
5 out of 5 average rating, 149 reviews

Cozy two bedroom cottage with indoor fireplace.

Come get away to our peaceful home centrally located in Crosslake MN. It is a perfect location to enjoy all that Crosslake has to offer. This home features two king size beds. The cottage includes wifi and a 55" smart tv. There is a full kitchen with stainless steel appliances. The property is surrounded by large pine trees and lots of privacy. This property is located on Ox Lake which is private. The property has 16 acres. It is a short six block walk to Manhattan Beach Lodge for dining.

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, 102 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 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, 152 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.

Guest favorite
Cabin in Pequot Lakes
4.95 out of 5 average rating, 110 reviews

Dog Friendly Up North Private Escape

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 favorite
Cabin in Pequot Lakes
4.98 out of 5 average rating, 40 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 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, 123 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 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
4.92 out of 5 average rating, 38 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
A spacious lakehome is showcased, featuring a combination of wood and stone exterior. The design includes multiple gable roofs and large windows, surrounded by lush greenery. A paved driveway leads to a side garage, enhancing accessibility. The serene environment complements the natural surroundings.
Cabin in Pequot Lakes
4.96 out of 5 average rating, 94 reviews

Lakehome with beach, pickleball, sauna, near golf

2026 summer availability: 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
Tiny home in Crosby
4.87 out of 5 average rating, 126 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!

Top guest favorite
Cabin in Crosslake
4.99 out of 5 average rating, 140 reviews

Lakefront Beach, Hot Tub + Sauna | Near Trails

For families and friend groups squeezing every drop out of lake season, Border Point Lodge is your private slice of Fawn Lake — beach, hot tub, and barrel sauna steps from the door. Kayaks, paddleboards, and firepit s'mores are packed for you, and guests say they hear loons every day. Just 10 minutes to Crosslake dining and the Whitefish Chain, with the Paul Bunyan Byway close by when the leaves turn. Book your late-summer week — or claim a fall-color weekend now.

Top guest favorite
Tiny home in Merrifield
4.99 out of 5 average rating, 269 reviews

The Lazy Loon Cabin | Water Views / Near Nisswa

Your tiny cabin retreat awaits! Perfect for couples or small groups. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Catch the lovely sunrise in the morning. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. Not to mention, a full kitchen, bathroom, and cozy breakfast nook. Kick back and relax in this calm, minimalist space.

Top guest favorite
Cabin in Hackensack
4.96 out of 5 average rating, 190 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 vacation rentals