Family-friendly holiday rentals in Leelanau Township

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 :)

The Relaxed Ranch

Welcome to our cozy 3-bed, 1-bath retreat in beautiful Frankfort, Mi! Entire 1300 sq ft upper level(tenants reside in the bottom level) is perfect for families or small groups, nestled on a serene 10-acre lot. Inside, enjoy a well-appointed living area, fully equipped kitchen, and three inviting bedrooms. A perfect getaway close to everything!! *note we do use the dressers and bedroom closets for storage, so they aren’t available, but there is plenty of other space available for your storage!

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.

Secluded log cabin with acreage + all the comforts

Located 3 mi. west of the small town of Frederic, Mi, & situated on 20 acres of land, this rustic log cabin provides a peaceful respite from the hectic pace of urban life. The property is bounded on 3 sides by the Au Sable State Forest. Situated in a relatively remote portion of the lower peninsula, guests are virtually assured a tranquil stay. Whether you seek a romantic get away with someone special, or a lively get together with friends or family, this place offers something for everyone.

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

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

*Cabin*Up North*Spring Wildflowers & Relaxing

A delightful tiny cabin on the edge of the forest in Northern Michigan! Close to summer beaches! Close to protected lands for hiking & mountain biking. Sip fair-trade drip coffee & enjoy a hand-crafted space. A chance to live close to nature while remaining close to Frankfort, Elberta, beaches,& more. Guests have explored Sleeping Bear Dunes, Traverse City, Empire, etc. Experience simple living! 125 sq ft!! A perfect place to celebrate your anniversary & birthday!

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.

OMENA Garden Safari Studio - Unique and tranquil

Peaceful setting in spectacular Omena, Leelanau County with a short drive to Sutton's Bay, Northport and Leland. Ground floor studio w/ outside private entrance, large private yard & 2 minute walk to Omena Bay (Lk. Michigan) Walk to Knot Just a Bar, Leelanau Cellars, V Gallery & Omena Country store. Seasonal listing, open late May to mid Oct. Minimum 2 nights, holidays -3. Private car necessary to get around. Enough parking for small boat w/ trailer.

Modern Vintage Airstream "Cabin": One of a Kind !

Escape to the picturesque beauty of Northern Michigan and indulge in a truly unique experience by booking our Vintage Modern Airstream Cabin today. Immerse yourself in the perfect blend of vintage charm and modern luxury while exploring everything this breathtaking region has to offer. With its stunning landscapes, vibrant culture, and a plethora of outdoor activities, Northern Michigan promises an unforgettable adventure for all.