Vacation rentals in Ossawinnamakee Lake

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Top-rated vacation rentals in Ossawinnamakee Lake

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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, 119 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 12 acres. It is a short six block walk to Manhattan Beach Lodge for dining.

Guest favorite

A functional kitchen area is featured, highlighted by wooden cabinets and a large dining table with black chairs. Basic appliances, including a microwave and refrigerator, are visible. A prominent clock hangs on the wall, and a small plant centerpiece adds a touch of greenery.

Apartment in Crosslake

4.88 out of 5 average rating, 267 reviews

The Shed: Comfortable & Convenient to Everything!

We call this place "The Shed". It is part of a commercial building that we have transformed into a comfortable & cozy getaway! The name of the game is convenience! We are right on snowmobile trail, close to bike trails, close to fishing & boating on the lake, close to golf, shopping, lots of restaurants & all of the wedding venues! There is room to park your sleds, boats or trailers! Spend the day enjoying all that Crosslake has to offer then come home to cozy up to a nice warm fireplace!

Top guest favorite

A cozy living area features a brown sofa and a wooden coffee table at its center. A wood stove stands in the corner, providing warmth, while a large window allows natural light to fill the space, framed by wooden walls.

Cottage in Pequot Lakes

4.95 out of 5 average rating, 356 reviews

Private Cottage w/Queen Bed + Lakes, golfing, etc.

Beautiful, cozy cottage located on owner's property. Surrounded by lakes (however not on one), world-class golf, towering pine trees and amazing restaurants and shopping. You will have the cottage to yourself. There is a private bedroom with a queen bed, also a full bath. The living room sofa pulls out to sleep two more. We are walking distance to Pequot Lakes, and just a 10 minute drive to Breezy Point or Nisswa for an amazing shopping experience. We welcome friendly, fully vetted dogs.

Top guest favorite

A charming red cabin is set among a dense grove of pine trees, showcasing a metal roof and white trim. A patio area features outdoor seating and a charcoal grill, providing a serene spot to relax in nature.

Cabin in Pine River

4.95 out of 5 average rating, 307 reviews

Scandinavian Cabin in the Pines w/Sauna & River

NO SERVICE FEES! This Scandinavian-inspired cabin is nestled in a 40-year-old Red Pine Tree Plantation. Built by 2 best friends, it is constructed almost entirely by local lumber. The cabin sits across the street from the gently flowing Pine River. Sweat away your adventures in the sauna, relax by the fire pit, or float the river. If you're a biker, we are 2 miles from the Paul Bunyan trail and 45 minutes from the Cuyuna Lakes MTB Trails. We allow 1 well-trained pet under 40lbs with approval.

Top guest favorite

A spacious living area features vaulted ceilings and large windows offering views of the surrounding greenery. A dining table with chairs occupies one side, while a cozy seating arrangement with a side table is positioned on the opposite side. Natural light enhances the inviting atmosphere.

Cottage in Brainerd

4.98 out of 5 average rating, 415 reviews

Adventure Studio

The Adventure Studio is like stepping into a treehouse that boasts stunning views and a cozy relaxing deck overlooking 200' of shoreline on a great fishing lake. Inside enjoy views from two full walls of windows, a skylight and vaulted ceilings. Well appointed kitchen for a several day stay. A fire pit, pedal boat, paddleboards, wooded acreage, a mile long nature hiking, biking trail and access to other adventures. All on a quiet tree lined road, perfect for peaceful strolls at sunset.

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, 111 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

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, 190 reviews

Treehouse Cabin in the Heart of Crosslake

Welcome to the Treetop Cabin — a cozy, elevated getaway on 4 private acres of pines in the heart of Crosslake! Built in 2017, this two-story cabin features a great room with a fireplace, a full kitchen with stainless appliances, and comfy log furnishings. Relax on the porch, play yard games, or watch for deer and wildlife! Close to lakes, trails, shops, and restaurants. Note: 20+ stairs up to the cabin; loft stairs are steeper than standard. Crosslake STR License #123510

Guest favorite

A serene outdoor space is showcased with a circular fire pit area surrounded by wooden chairs. The Aframe cabin stands in the background amidst lush greenery, framed by trees under a partly cloudy sky.

Place to stay in Deerwood

4.96 out of 5 average rating, 231 reviews

Custom Built Hilhaus Aframe //\\ Crosby, MN

Relax in style, then eat, drink and explore in historic Downtown, Crosby. Hilhaus is a brand new Aframe cabin custom built with love and ready to be shared with you. Enjoy your morning on the back deck, cozy up in the swinging hanging chair, or unwind around the fire pit out back. Perfect for a couples weekend, birthday treat, family getaway, or mountain biking retreat! Upgraded to Starlink WIFI January 2023. Stay up to date with all the latest on IG @hilhausaframe

Guest favorite

Cabin in Hackensack

4.96 out of 5 average rating, 140 reviews

Modern A Frame Cabin on Private Nature Lake

Nestled in 12 acres of towering Norwegian Pines, Oda Hus gives you the ultimate privacy and seclusion and is a destination all of its own. Sitting on a peninsula of Barrow Lake, conveniently located across the street Woman Lake. Floor to ceiling windows throughout, letting in all the light and providing all the views. Go for a swim off the dock, take the kayaks for a spin, and cozy up to a fire in front of the cabin at dusk. The perfect blend of modern luxury and nature.

Guest favorite

A stone patio surrounds a fire ring with a crackling fire, accompanied by two chairs. A propane grill is visible nearby, and a two-story black cabin features large windows and a wooden overhang, set amidst lush greenery.

Cabin in Aitkin

4.97 out of 5 average rating, 105 reviews

The Escape at Deer Lake, Crosby, MN

Kick back and relax in this peaceful, stylish space. Every piece of this home is custom finished by local expert craftsmen! Enjoy all that Cuyuna country has to offer or simply unwind and enjoy the tranquility of up north living. With a spacious kitchen, master loft, custom tile rainfall shower, and cozy woodburning stove, you won't want to leave the house! Come for a couple's getaway or bring a group, there's plenty of room for all at the Escape at Deer Lake.

Superhost

The cabin is set among lush Norway pines, featuring a deck leading to the entrance. Large windows along the front allow warm light to illuminate the interior, showcasing a welcoming atmosphere. A path can be seen extending into the surrounding nature.

Cabin in Nisswa

4.86 out of 5 average rating, 209 reviews

Pedal and Pine on the Lake

On the shore of Clark Lake and nestled under a canopy of Norway pines, the cabin provides a cozy getaway. With lake access, you can fish right from the dock, enjoy a paddle on the water, or relax by the outdoor fire pit. The Paul Bunyan trail is just steps away. Bike or stroll (or snowmobile!) straight into the town of Nisswa, home to shops, great coffee, and unique places to eat. In the warmer months, you might even see some turtles racing downtown!

Top guest favorite

A modern cabin exterior is framed by vibrant autumn foliage. Two chairs sit on the patio, inviting relaxation, while large windows reflect the surrounding nature. A BBQ grill is positioned nearby, enhancing the outdoor experience.

Tiny home in Merrifield

4.98 out of 5 average rating, 237 reviews

Cozy Modern Cabin | Loon Overlook

Escape to this unique getaway and enjoy views of Bass Lake and a small pond that surrounds the property. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. We have a firepit, chairs, and a BBQ grill for guest use. Kick back and relax in this calm, stylish space.