
Holiday houses in Ossawinnamakee Lake
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Top-rated holiday rentals in Ossawinnamakee Lake
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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.
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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
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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.
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NEW Crosslake Cabin - 5 Beds+Pontoon/Winter Avail.
This Crosslake vacation rental, nestled on the clear and quiet shore of Goodrich Lake, is perfect for creating your lasting family memories! This recently renovated getaway boasts incredible winter wonderland views, three gas fireplaces along with family friendly amenities such as smart TV's, internet & board games. Just a short drive from Crosslake's charming shops, restaurants, and winter festivities. Our lake home offers both seclusion and convenience, which makes a perfect cozy getaway.
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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.
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Camp Pelican
Escape to Camp Pelican, a charming cabin on the sandy shores of Pelican Lake in Breezy Point, MN. Relive the nostalgia of summer camp in this cozy retreat featuring 2 bedrooms, 1 bath, and a pull-out sofabed. The cabin offers modern comforts such as central air, heating, a well-equipped kitchen, and a washer/dryer. With 50 feet of lake frontage, enjoy fishing, boating, or relaxing by the water. Use the private dock to tie up your boat for easy access to Pelican Lake's endless adventures.
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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.
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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!
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Four seasons, lake front, family friendly cabin!
Celebrate the holidays lakeside! It doesn't get closer to the lake than this! Spacious 3 bedroom/2 bath home w/ two living areas & garage, nestled among the pines, & only steps from the water. Panoramic lake views throughout the main floor and 3-seasons room. Many lake toys included! Feel the comforts of home with a fully stocked kitchen, granite counter tops, SmartTVs in each bedroom, & luxury bedding. Close to everything. Welcome to Jack Pine Lodge in the heart of lake country!
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Star Lake Cottage with Sauna & optional Pontoon
Cozy lakefront cabin with loft, Sandy beach & dock with optional pontoon rental onsite. Star Lake is a quiet, private and scenic lake known for excellent fishing and peaceful boating opportunities. Guests can enjoy fishing for bass, northern pike, panfish, and crappies right from the dock or while exploring the lake by boat. The cabin is conveniently located just minutes from Crosslake's restaurants, shops, golf courses, trails, and the Whitefish Chain attractions.
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Private Lake, Fall fires | Hot tub & Sauna
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.
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The Nordic - Dog-Friendly - Lake Front - Hot Tub
Relax at The Nordic, where Scandinavian charm meets modern comfort! Enjoy plush bedding, a fireplace, a fully equipped kitchen, and luxury finishes. Explore 175 ft of lakeshore, a sandy beach, paddleboards, and a boat dock. Unwind in the 6-person hot tub with lake views or hit the Paul Bunyan Trail for year-round adventure. Perfect for families, couples, or friends. Amenities: Smart TVs, games, washer/dryer, fire pit, ninja course, and more! Book your retreat now!
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Popular amenities for Ossawinnamakee Lake holiday rentals
Other great holiday rentals in Ossawinnamakee Lake

Crosslake Beautiful Guest House
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Fawn Lake Retreat | Pontoon, Beach & Game Room
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Sunset Serenity|Sauna, Dock, Jetted Tub, Sleeps 10
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Posh Pelican House is area favorite for guests!
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2 BR Cabin on Crosslake Sauna Fire Pit Porch
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Cozy Cabin on Dewdrop Lake
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Secluded Lakefront Retreat on Whitefish Lake Chain
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The Cozy Cub-year round-winter
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