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Holiday rentals 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, 138 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 favourite
A sandy beach area features colorful Adirondack chairs arranged around a fire pit. A tiki bar can be seen in the background, alongside a private dock. A palm tree adds a tropical touch, while calm water stretches into the distance, framed by lakeside greenery.
Guest house in Pequot Lakes
4.88 out of 5 average rating, 210 reviews

Pelican Lake Guest Cabin Tiki Beach Bar BNB Dock

"Casa Pelicano” is a 1 BR/1 BA Private BNB Style Studio Guest Suite 1 mile from Breezy Point Resort on Pelican Cozy, Comfortable, Clean BRING YOUR BOAT! Amenities: Private Patio, Sand Beach/Dock, Paddle Board, Blackstone Grill, Beach Bar, Palapa, Palm Tree, Loungers, Fire Pit/Wood, Roku Smart TV, DVD, CD player, Microwave, Fridge/Freezer, Keurig Coffee, AC, WIFI, Yard Games Area: Breezy Point Resort 1 Mile, Golf, Fish, Gooseberry Island Sand Bar, Boat Rentals, Restaurants/Bars, Shopping Nearby.

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, 397 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.

Guest favourite
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
4.93 out of 5 average rating, 89 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 favourite
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, 323 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 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, 143 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
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.

Guest favourite
Cabin in Crosslake
5 out of 5 average rating, 13 reviews

Lakefront Tiny Cabin Barrel Sauna Fire Pit Kayak

Situated just 50 ft off the beautiful Crosslake waterfront, this intimate cabin is perfect for a couples weekend on the lake. Built in 2023, this cabin is filled with amazing panoramic views & cozy loft for your romantic getaway. The main level has a small couch, kitchen table, full service kitchen, and bathroom with a shower. Up the ladder to the loft is your queen bed! Outside you’ll find a large deck with furniture & a fire pit just below leading to your own private dock.

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, 128 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! 🔥

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
Tiny home in Merrifield
4.98 out of 5 average rating, 257 reviews

The Lazy Loon Cabin | Water Views + Fire Pit

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.

Popular amenities for Ossawinnamakee Lake holiday rentals