Holiday houses in Ossawinnamakee Lake

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Top-rated holiday rentals in Ossawinnamakee Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

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.

LocationFamilyBiking

5.0 out of 5 average rating, 152 reviews

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

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

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 108 reviews

Top Guest favourite

The entrance displays a spacious porch supported by large wooden beams, featuring a stone façade. Double doors with decorative windows welcome guests. Two chairs are positioned on the porch, creating an inviting area for relaxation.

Cabin in Aitkin

The River Lodge

The River Lodge sits on a peaceful 5 acres on the banks of the Mississippi River featuring three levels with 7 bedrooms plus additional sleeping areas in the loft and game room, making it possible to fit up to 22 guests. The great room provides a large gathering space, perfect for reunions and retreats. With 3 additional living rooms all with smart TVs, 5 bathrooms, a game room with ping pong, several outdoor sitting areas, a beautiful fire pit patio and hot tub to enjoy, there's fun for all!

ValueLocationCheckout

4.96 out of 5 average rating, 301 reviews

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

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.

ValueLocationHeating

4.98 out of 5 average rating, 157 reviews

Guest favourite

Cabin in Pequot Lakes

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.

ValueFamilyBathroom

4.95 out of 5 average rating, 113 reviews

Top Guest favourite

A cozy bedroom features a spacious bed dressed in a striped blanket with decorative pillows. Natural light filters through two windows adorned with bamboo shades, offering a glimpse of greenery outside. Soft lighting is provided by wall sconces on either side of the bed.

Home in Pequot Lakes

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.

FamilyLocationCondition

5.0 out of 5 average rating, 27 reviews

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

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.

LocationValueQuiet

4.91 out of 5 average rating, 43 reviews

Top Guest favourite

A spacious lakehome is showcased, featuring a combination of wood and stone exterior. The design includes multiple gable roofs and large windows, surrounded by lush greenery. A paved driveway leads to a side garage, enhancing accessibility. The serene environment complements the natural surroundings.

Cabin in Pequot Lakes

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!

LocationFamilyLaundry

4.96 out of 5 average rating, 94 reviews

Top Guest favourite

Two wooden Adirondack chairs are positioned on a grassy area near the water's edge, complemented by a small side table. The serene lake is visible, along with docks and boats, framed by trees that provide gentle shade.

Cabin in Crosslake

Last minute deal this weekend! Summer’s not over!

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!

FamilyValueComfort

4.94 out of 5 average rating, 69 reviews

Top Guest favourite

Cabin in Crosslake

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.

ValueFamilyNearby

4.99 out of 5 average rating, 142 reviews

Top Guest favourite

Home in Nisswa

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!

ValueLocationQuiet

4.98 out of 5 average rating, 101 reviews

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

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.

ValueFamilyCheck-in

4.96 out of 5 average rating, 45 reviews