Family-friendly holiday rentals in Cook

A dining area features a rustic wooden table surrounded by two dark wooden chairs. A small potted plant is centered on the table. Natural light enters through a window dressed with white curtains, while a light fixture hangs above. A patterned rug covers the floor.

4.91 out of 5 average rating, 446 reviews

"Loftville": Sweet Lake Sup Loft near Grand Marais

Wonderful location for enjoying all that Grand Marais has to offer, while being slightly removed to enjoy the tranquil shoreline. Relax and listen to the waves crash from this newly buillt, charming, clean, and comfortable loft. Perched along the scenic lakeside, Croftville Road, you can enjoy the quiet Lake Superior life while being a short bike ride (use our bikes) to "the coolest small town in America", Grand Marais. Beautiful winter scenery at greatly discounted rates: check our calendar!

4.91 out of 5 average rating, 180 reviews

A quaint cottage with a sloped roof and white siding is nestled among lush trees. A spacious deck extends from the front, providing steps leading down to the surrounding grounds. The natural landscape is complemented by a gravel pathway leading to the entrance.

Cottage in Lutsen

The Hawk

The Hawk Cottage was built in the 1930's and is a perfect retreat for those who crave nostalgia and a cozy, rustic experience. Tucked back in the woods and just off the North Shore of Lake Superior, it is the perfect spot to relax with a good book by the cobblestone fireplace or to enjoy the beautiful North Woods scenery from the large deck. Located between Lutsen and Grand Marais, The Hawk is a great place to setlle in and then head out to explore all of the wonder that Cook County has to offer

4.96 out of 5 average rating, 529 reviews

An inviting living area features modern wood furnishings and a textured area rug. A spacious sofa is complemented by natural light from a nearby window. The open layout reveals the bedroom in the background, providing a glimpse of the cozy atmosphere enhanced by warm tones.

Condo in Tofte

Vintage Chic Overlooking the Shore and a Creek

Sunny first-floor condo situated high atop rocky cliffs overlooking Lake Superior—just steps to the water's edge. Private end unit offers windows on 2 sides w/ stunning views & a stereo-like symphony of sounds of the lake & adjacent creek. A carefully curated collection of antique, vintage & modern furnishings & collectibles meld w/ modern conveniences. Relax on the private patio or along the shore. Easy access to hiking, biking & ski trails, great restaurants, Lutsen Mountains, a winery & more.

An outdoor deck features a circular firepit surrounded by comfortable chairs. A glass dome structure offers a cozy gathering space. The backdrop includes a modern home, large windows reflecting natural light, and lush greenery suggesting a serene atmosphere.

4.93 out of 5 average rating, 308 reviews

Lake View, Outdoor Pizza Oven, Deck Dome, Spacious

Dreaming of a relaxing north shore getaway with amazing views? Our spacious, modern and comfortable home is the magical escape you’ve been longing for. Located within minutes from downtown Grand Marais. You can enjoy amazing sunsets over the lake on our peaceful, oversized deck. Perfect for family, girls or guys weekends or a romantic couples getaway. We offer all the amenities and comforts of home. All Decked Out is a bright and sunny home with Lake Superior views from every room or Patio.

4.97 out of 5 average rating, 638 reviews

A rustic cabin is nestled among dense greenery, surrounded by various pines. Its wooden structure features large windows, blending harmoniously with the natural landscape. A slight glimpse of the rustic roof is visible above the surrounding tree line, showcasing its secluded location.

Cabin in Tofte

Firefly (Private Rustic Log Cabin-View L Superior)

Firefly is a beautiful timber frame cabin on 2 acres of land w/ parking and a sauna! Surrounding windows offer views of pines & a small glimmer of Lake Superior. Perfect for solo adventures & couples willing to pack-in/pack-out. You are the CLEANER (you must vacuum, wipe, remove ALL food/garbage/rocks/crumbs and leave tidy!). It's fundamental to providing a healthy space for the next folks seeking a peaceful place to rest and rejuvenate. Near Superior Hiking Trail, Coho/Bluefin Bay, Lutsen

A light-filled living area features a round wooden coffee table at the center and two soft gray sofas positioned around it. Nearby, a floor lamp and a small side table complement the inviting space, while large windows provide a view of the surrounding greenery.

4.99 out of 5 average rating, 101 reviews

Hawkweed House

Welcome to Hawkweed House, your peaceful getaway in Grand Marais. The perfect place to explore and enjoy the North Shore, we are located 10 minutes from downtown Grand Marais on a quiet wooded 3 acre lot at the edge of a wildflower meadow. The whole house has recently been updated and remodeled and is filled with light and greenery and offers lots of privacy. This cozy home offers a balance of open common areas, private relaxation spaces, and outdoor spaces to enjoy during your visit.

4.9 out of 5 average rating, 427 reviews

A comfortable living area is highlighted by a wood-burning fireplace, which adds warmth with a visible flame. A spacious sofa, adorned with cushions, faces a rustic coffee table. The open kitchen area features wooden cabinets and modern appliances, visible in the background.

Condo in Tofte

Stoney Brook Nook on the shore of Lake Superior

Wake up to the sunrise over Lake Superior. Listen to crashing waves or enjoy a winter ski retreat. This bright space offers incredible views and sits on a stunning, rocky shoreline. Spend the day reading by the fire or venture to nearby trails for a day of skiing, snowshoeing, and hiking. Just miles from Lutsen Ski Resort, sweet restaurants, a winery, and more. End the day in the private jet tub or enjoy the building's hot tub, sauna, outdoor fire pits, and panoramic deck.

4.9 out of 5 average rating, 145 reviews

A charming cottage is situated on the shore, featuring a large deck with several chairs overlooking the water. The building showcases a blue exterior and a metal roof, with trees surrounding the property providing a natural backdrop.

Cottage in Grand Marais

Cozy Lake Superior cottage with a private beach!

A bright sunny cottage welcomes the whole family! Enjoy the power and beauty of Lake Superior from the deck or your beach. The cottage. built in 1935 by the Crofts, has been modernized and enlarged to be used all year around. Grand Marais is known as Artsy-it is reflected by the local art on the walls. Close to activities summer and winter you can choose to be busy or laid back and just enjoy the lake, the sun, the stars....and maybe a storm! Welcome to Shoreside!

4.97 out of 5 average rating, 269 reviews

A cozy loft net stretches across a triangular window, offering views of snow-covered trees outside. A person sits comfortably with a warm drink and a book, enjoying the serene atmosphere in this elevated, inviting space.

Cabin in Grand Marais

Lake Superior A-Frame w/Sauna-Near GM+Dog Friendly

Float among the stars and aurora gaze in the hanging loft net. This idyllic woodland setting is home to fox, bear, deer, eagles, wolves, and even possibly a wandering moose. ⋇ Sauna ⋇ 1 min Walk to Lake Superior Beach ⋇ 9 miles from GM ⋇ Backyard Access to Superior Hiking Trail ⋇ Backs Superior National Forest ⋇ Seasonal Lake Superior Views ⋇ Built & operated by your local hosts. An ideal place for reconnecting with nature, a favorite person, and simple joys.

A view of the Retreat at Rosebush Creek is presented, nestled among tall pines with a tree-lined approach. The rustic architecture is complemented by the nearby greenery and a glimpse of Lake Superior in the distance, enhancing the private and serene setting.

5 out of 5 average rating, 105 reviews

The Retreat at Rosebush Creek: Lake View & Sauna

Welcome to your private getaway at the Retreat at Rosebush Creek. Your home away from home in Grand Marais, MN. Enjoy the indoor sauna and our secluded 8 acre lot in Superior National Forest, which offers treetop views of Lake Superior and provides a perfect setting for a well deserved get away. Located just 10 minutes from the heart of downtown Grand Marais, less than 20 minutes from the Lutsen Mountains Ski Resort & the Superior National Golf Course.

Shipping container in Lutsen

A modern living area features a large sectional sofa, accent chairs, and a natural wood coffee table. Floor-to-ceiling windows provide views of the surrounding greenery, while the open layout connects to the dining area and fully equipped kitchen with sleek cabinetry and ambient lighting.

5 out of 5 average rating, 215 reviews

Minutes to Lutsen MNTS—Ham’s Haus Container Cabin

Welcome to Ham’s Haus Lutsen, the first container cabin on Minnesota’s North Shore. A true North Shore experience. Nestled in the pines and maples with panoramic forest and Lake Superior views. Featuring art curated from MN-based artists and locally sourced goods for you to enjoy. Central location perfect for adventuring. Less than 2 miles from Hwy 61 and 8 minutes to Lutsen Mountains for skiing and hiking. Staying in? You might not want to ever leave.