
Vacation rentals in Ossawinnamakee Lake
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Top-rated vacation rentals in Ossawinnamakee Lake
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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!

Out in the country getaway
Please mind: This is a private home, it is not shared. :) Remodeled mother-in-law's house in the country beautiful area 20 acres to walk on. Restaurant and bar within walking distance less than 1 mile, great food and nice people. Lots of wildlife whether you like to fish,hunt, hike, or just sit back and take in the nature; Right on the snowmobile trails! I will also set up for special occasions w/ decorations or whatever you'd suggest; Birthdays, Valentine's, you name it! Great WiFi connection.

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.

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.

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.

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.

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.

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! 🔥

Custom Built Aframe | Dog Friendly
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

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!

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.

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.
Popular amenities for Ossawinnamakee Lake vacation rentals
Other great vacation rentals in Ossawinnamakee Lake

Luxury lakefront cabin - private beach and dock!

Summer Memories Made Daily - Reserve Now!

Cozy A-frame with Sauna + Indoor Fireplace

Lakefront Tiny Cabin Barrel Sauna Fire Pit Kayak

Breezy Point Cabin. Your summer adventure awaits!

Northwoods Hideaway near Whitefish Chain of Lakes

Lakeside Sunset cabin on beautiful Serpent Lake

Restored Cozy 1894 School House on serene lake
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