Family-friendly holiday rentals in Leelanau Township

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Organic Vineyard and Farm Oasis

Stay on Leelanau’s only organic vineyard and farm (Green Bird Organic Cellars). This one-of-a-kind stay puts you close to everything in Northport & Leland, while enjoying the natural beauty of our boutique winery. The space has a private entrance, a lofted bed with a ladder(best for folks with full-mobility), a living/dining area, a fridge/microwave/keurig and a full bathroom with a shower. Please note: we are not hosting any farm interns 2026, so the property will be all yours after-hours :)

Leelanau Secluded Tiny House Northport

Newly built tiny house 2 miles south of Northport. Nestled in the woods overlooking a pond and surrounded by an organic vineyard/farm. Short walk to organic winery, 5 min drive to Northport, 15 min to Leland, and 20 min to Sutton’s Bay. Many beautiful beaches close by! Sleeps 4 total, 2 on a queen sized bed in loft and 2 on a futon on main floor. There is running water inside, hot & cold, but there is not a toilet or shower inside. Outside is a very clean portable restroom and outdoor shower.

Pop's Pride cabin (off grid)

Off- grid timber framed screened in cabin is located at Rocky Top “Preserve”, part of Rocky Top Farm, located halfway between Traverse City and Petoskey in beautiful northern Michigan. -amazing night skies -camping without hauling gear -2.5 miles from Lake Michigan and Torch Lake beaches -many acres of hiking and biking trails to explore on farm - art walk - horseshoes - fish the pond - off- grid (no electric) - cleanest port o potties in northern Michigan - hand pump well -disc golf course

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Cheerful Six Mile Lake Log Cabin.

Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

The Rhubarbary Ruins - with an outdoor sauna

We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.

Joe’s Sunset Cabin/ Glamping experience

Come on in Glamping enthusiast, make yourself at home in our small but adorable 12 by 24 rustic mini cabin. Solar powered lights and electric plug-ins and lights with gas stove and fridge. Queen size futon on main floor , Hot shower outside under the beautiful sky and no more Porta potty located outside. Toilet is now inside! Surrounded by a beautiful hardwood forest. Be one with nature. Sitting just up the hill from our mini donkeys and our 4 adorable boy alpacas.

Tiny home/July 12th & 13th open-highly discounted

Minutes from Boyne Mountain Resort, Grandma Jo’s Farm is your perfect Up North escape—where cozy farmhouse charm meets wide-open space and simple living. The tiny house sits on 13 acres of family farmland, and all 310 square feet offers everything you need to slow down, unwind, and enjoy Northern Michigan year-round. Whether you’re skiing, golfing, biking, hiking, or exploring nearby beaches, you will be centrally located to maximize experiences in Northern Michigan!

Cabin #1 on a century old family farm

The cabin is located on a private wooded hill top with great sunrise and sunset views. You can drive up and park next to the cabin. The cabin is very basic one room structure with a queen size bed, tables and chairs. Bathrooms, shower, furnished wifi loft, coffee, electrical outlets, and kitchen space, are located a short walk away inside the Events Barn shared space. No electricity at the cabin itself but it does have battery operated lights. No air conditioning.

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Cherrywood Cottage

Cherrywood Cottage is a true "Up North" retreat within walking distance to the Village of Northport. 2 bedrooms (queen in each) and sleeper sofa in living room. Inside beautiful knotty pine walls and ceilings; gas fireplace, full kitchen. Outside a large patio overlooking the woods with gas grille. Barrier free. Cherrywood and its sister cabin, Applewood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.