Family-friendly vacation rentals in Cook County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cook County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

Home in Grand Marais

4.9 out of 5 average rating, 392 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!

Superhost

Place to stay in East Cook

4.95 out of 5 average rating, 138 reviews

Points Unknown Guest Suite (Private)

Modern off-grid with sled dogs! SHT Day Trippers - one FREE SHT Shuttle to trailheads off of the Arrowhead Trail, with a 3 night stay. Sled Dog Cuddles included! Lake Superior, Superior Hiking Trail, BWCAW, Waterfalls, Grand Marais, MN. We are entirely (modern) off grid and located in the remote north woods of MN's Arrowhead Region. It is a peaceful lifestyle living and working with sled dogs. Immerse yourself in our lifestyle or passively enjoy it year 'round as a base for outdoor adventures.

Guest favorite

Cabin in Grand Marais

4.93 out of 5 average rating, 84 reviews

Log Cabin on Saganaga Lake

Our place is a one of a kind property that is a wonderful escape for just about any kind of group. The cabin sits perched up on a beautiful scenic vista with expansive views of the Lake Saganaga. This is the entry point to paradise. Both the Boundary Waters Canoe Area and Quetico Park offer unmatched scenery, wilderness and wildlife. No matter the season you will find our home to be the perfect retreat. The property has been fully updated and is the perfect combination of rustic and modern.

Guest favorite

Cabin in Lutsen

5 out of 5 average rating, 87 reviews

Storybook Northwoods Log Cabin on Lake Superior

Painted Rock sits perched on a quaint spit of ledge rock, halfway between Lutsen and Grand Marais, on the edge of Cascade State Park. This historic log cabin has been lovingly restored to retain all its original charm and history, while updated with all the luxury amenities. A large Main Room is home to a wood-burning fireplace, dining table, game table, and picture windows that bring the Big Lake indoors in all seasons. A bathroom with a deep soaker tub and heated floors adds spa-like comfort.

Guest favorite

Townhouse in Tofte

4.94 out of 5 average rating, 17 reviews

North Shore Retreat, 5 Bed/4 Bath, Ski in-Ski out

Our house has the most 5 star reviews (219) in Lutsen (on vrbo #790867) ! With 5 bedrooms, our place sleeps up to 14 people, ideal for family gatherings & groups! Our North Shore Retreat, located on Lutsen Resort sits at the base of Moose Mountain, in MN's largest ski resort. Our house is not just a winter wonderland of skiing & snowboarding though. Summer enters in trail rides, hiking, and shopping in Grand Marias. Fall brings amazing fall colors up the mountain & all along the North Shore.

Guest favorite

Home in Grand Marais

4.96 out of 5 average rating, 115 reviews

The Aurora- Award Winning- Sauna available

This is a special neighborhood within the oldest section of Grand Marais. This was a property that was in the same family for generations, and now it is newly developed by the celebrated Minnesota Nordic architect David Salmela from Duluth. Pull in, park your car in the protected carport with it's green roof, and leave your keys on the counter- you won't need them again unless you are voyaging up the Gunflint Trail or to some of the more distant attractions. We love living here, we live next d

Guest favorite

Cabin in Schroeder

4.99 out of 5 average rating, 184 reviews

Lake Superior Home with Awesome Views and WiFi

Enjoy all that the North Shore has to offer! Beautiful 3 bedroom home steps from Lake Superior with great views throughout. Our home has all of the conveniences to make your stay comfortable, plus special features like a sauna and lake-view fire pit. Conveniently located to hiking, golfing, skiing, biking and more! Bring your kayaks and enjoy easy boat access to Lake Superior right out the backdoor! Make this your home-away-from home with Wi-Fi capabilities for work and distance learning.

Guest favorite

Cabin in Grand Marais

4.98 out of 5 average rating, 42 reviews

Solitude on Loon Lake

The Shack is the only open cabin on the entire lake! Surrounded by blankets of snow covering the evergreens and frozen lakes, Loon Lake truly is a winter wonderland. The two bedrooms can be configured with two twin beds in each or a king bed in each or a combination. Sit by the massive stone fireplace on the sleeper sofa enjoy a relaxing evening looking out your window to see the northern lights or dark starry night. Be sure to bring your swimsuits and enjoy a private lakeside sauna!

Guest favorite

Chalet in Lutsen

4.99 out of 5 average rating, 210 reviews

Honeymoon House on Superior Pebble Beach

Nestled in the woods on the shore of Lake Superior, this home provides everything the North Shore has to offer. The house features sweeping lake views from all three bedrooms, a creek and bridge, two private pebble beeches, kayaks, and beautiful trees. Located in Lutsen, Minnesota only 15 minutes from Grand Marais. The house has heated floors, North woods art from local artists, comfortable beds, and unique architectural features. Perfect escape for weekend away or special occasion.

Guest favorite

Cabin in Grand Marais

4.95 out of 5 average rating, 306 reviews

The little house on a county rd.

Our Little House is located just 3 short miles from beautiful down town Grand Marais. There are several stores where you can purchase supplies, a number of fun shops to meander through, good food, great coffee friendly people and of course, Beautiful Lake Superior! There are several hiking, biking, skiing and snowmobile trails as well as lakes for fishing, canoeing and kayaking. We are only 20 mi from Lutsen, and 3 from the North House Folk School to visit or take in a class.

Guest favorite

Cabin in Grand Marais

4.97 out of 5 average rating, 73 reviews

The Barn at Poplar

The Barn at Poplar is located 40 minutes from Grand Marais, just off the Gunflint Trail on beautiful Poplar Lake! You can either enjoy the lake from the deck, screen porch or take the gentle slope down to the dock for easy access to fishing, swimming, or canoeing. The cabin includes four bedrooms, two baths and a fully-equipped kitchen with brand-new appliances. We have a canoe for guest use and there is a public access nearby if you want to bring your own boat.

Guest favorite

Cabin in Grand Marais

4.97 out of 5 average rating, 476 reviews

Wolf Track Den, Cozy Grand Marais Log Cabin

Wolf Track Den Cabin - Located at the foot of the Gunflint Trail and very close to the city of Grand Marais. Enjoy your private cabin on 3 acres in Grand Marias, Minnesota! Dog-friendly and family-friendly! We book far in advance, so book today! 2 night minimum stay. This clean, modern, Scandinavian-feeling cabin, sleeps up to 5; 1 Queen, 1 pull out couch, 1 twin bed. Full kitchen, new stove, fridge, plus full-sized new washer and dryer.