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Holiday houses in Ossawinnamakee Lake

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Top-rated holiday rentals in Ossawinnamakee Lake

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Top Guest favourite
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, 134 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.

Top Guest favourite
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, 385 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 favourite
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, 133 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 favourite
A modest cabin is positioned near the water, featuring a welcoming sign. Lush greenery surrounds the cabin, and a wooden dock leads to a tranquil lake, where a sunset is visible in the background, casting warm hues across the sky.
Cabin in Crosslake
4.94 out of 5 average rating, 219 reviews

The Boathouse - On the Whitefish Chain of Lakes

Enjoy the beautiful sunset from your porch as you relax & sip your favorite beverage. This 2 level cabin is just steps from the waters edge & is part of the Whitefish Chain in Crosslake. It is in a perfect location to enjoy all that Crosslake has to offer. On the water, to take advantage of swimming, boating, fishing & water sports & just 5 minutes from town to enjoy golfing, tennis or shopping. Located within 1/2 mile are restaurants, bike trails, paddle boarding & boat rentals.

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, 112 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
5 out of 5 average rating, 29 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 favourite
The cottage's exterior is depicted with a vibrant blue facade and a distinctive architectural design. A wooden walkway connects the parking area to the front door, surrounded by trees and natural light filtering through the branches.
Cottage in Ironton
4.97 out of 5 average rating, 143 reviews

Cuyuna Creek Cottage • Steps from the Trailhead

Relax and unwind in the heart of the Cuyuna Country State Recreation Area. Cuyuna Creek Cottage is a cozy, unique home nestled into 3+ acres of a woodland haven alongside a creek. Directly next to the trailhead of the Cuyuna Lakes State Trail. Less than a minute walk to the trail, which includes a world-class mountain bike trail system. Only 1/2 mile away from the new Sagamore Unit! Conveniently located between Crosby & Brainerd - there are endless amounts of things to do nearby!

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
5 out of 5 average rating, 120 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! 🔥

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
4.98 out of 5 average rating, 211 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 favourite
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, 36 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 favourite
A modern kitchen features a large island with wooden cabinetry and bar stools. Bright light fills the space, highlighting the clean lines and minimalist design. A small planter adds a touch of greenery, while the tiled backsplash complements the sleek countertop.
Cottage in Crosby
5 out of 5 average rating, 283 reviews

Metanoia Cottage

Charming and sumptuous, Metanoia Cottage is everything a retreat ought to be. This property was built in 2019 and offers all the luxuries of home, with the added benefit of a tranquil respite. Metanoia Cottage is just a few blocks from the entrance to the Cuyuna Country State Recreation Area, and only 2 minutes from downtown Crosby, where you’ll find note-worthy restaurants, cafes, artisan ice cream, antiques, and gourmet provisions.

Top Guest favourite
An outdoor patio area features a wooden pergola with warm string lights above. A wooden hot tub is positioned nearby, along with a dining set consisting of a table and four chairs. Surrounding greenery enhances the natural setting.
Cabin in Crosby
4.97 out of 5 average rating, 141 reviews

Hot Tub + Sauna Nature Cabin | Cuyuna Matata

This cozy pet friendly cabin overlooks the serene Pine River. With a hot tub, wood fire stove and wood fire sauna, there are many options of relaxation during your stay. With 5 acres of wooded land, there is plenty of space to roam, explore and enjoy and array of wildlife. Try out the snow shoes, kayaks, or drive 10 minutes to Cuyuna Rec Biking trails and the cute town of Crosby with many fun restaurants and shops to choose from.

Popular amenities for Ossawinnamakee Lake holiday rentals