Family-friendly holiday rentals in Lake Leelanau

The "Cherry Cottage", A Vintage Barn Conversion

Brand new custom construction! Nestled on a historic family farm, the Cherry Cottage is a one-of-a-kind, newly converted barn, fusing vintage charm with clean, modern amenities. Two private bedrooms surround a double-height living space, a spacious full bathroom, and a kitchen. Guests are immersed in the beauty of the Leelanau Peninsula and can enjoy the park-like setting of the cottage. Leland, Lake Leelanau, numerous wineries, beaches, hiking and so much more are just a 5-minute drive away!

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.

Dome in Suttons Bay with amazing views!

Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

Lake Leelanau Therapy-HotTub/FirePit/Ponds/AC

Embrace nature in the heart of Leelanau County, Michigan, just a stone's throw away from Traverse City, Leland, and Suttons Bay. Lake Leelanau Therapy is more than a house – it's an experience. This spacious 3,100 sq. ft. retreat style home which sleeps 12 is designed for those seeking the perfect blend of comfort and nature's serenity. The wrap-around deck provides plenty of entertaining space, overlooking the stocked fishing ponds fed by a natural artesian well and a 2 acre open yard.

Stream-side Cottage by Lake Leelanau Beachfront

Our cottage is a beautiful stream-side retreat, a short walk from a quiet Lake Leelanau beachfront. This quaint mid-century style 2 bedroom has many modern updates while keeping its 1950s charm. Enjoy the relaxing cottage vacation atmosphere with beach toys, kayaks, stand-up-paddle board, canoe, private fire pit, and outdoor shower. Located in the heart of Leelanau County, this is the perfect location to explore the amazing restaurants, wineries, and golf courses the area has to offer.

The Sweetbriar

This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

Tree-Loft Suttons Bay in-town retreat

New build loft apartment that feels like a tree house with its full wall of windows looking into the leaves, minutes by foot from downtown shops and the beach. Enjoy coffee on the New Orleans-style balcony and peeks of Suttons Bay over a public park directly across the street. Enjoy as a private couple's retreat, or open the queen sleeper and two Murphy beds for a friend getaway or family vacation. Cozy fireplace and steam shower make it a year-round retreat. Welcoming to all!

Provemont Cottage | Downtown Lake Leelanau

The Provemont Cottage is a charming 3-bedroom home in the beautiful village of Lake Leelanau. This property is perfect for a getaway in the heart of Leelanau County, with prime access to area attractions like wineries, beaches, Fishtown, and the Sleeping Bear Dunes. Local amenities such as restaurants, a cafe, wineries, and distillery are within walking distance. Located near Lake Leelanau, boaters will appreciate ample parking and the close proximity to two boat launches.

Dog Friendly Woodland Retreat, Walking Trails

Welcome to Finnwood hosted by Wander North Rentals! Finnwood is the ultimate destination for a pure Michigan vacation. Enjoy a truly relaxing retreat at this minimalist getaway nestled among ten acres of maple trees. Located 4 miles south of Suttons Bay, minutes from Lake Leelanau, Lake Michigan, TART Trails, quaint beaches and in the middle of Michigan wine country, you can enjoy a quiet getaway and all that Leelanau Peninsula and northern Michigan have to offer.

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.

Hen House

The Hen House is a newly renovated modern ranch home on 2 acres in Leelanau County. The home sits comfortably nestled between Lake Leelanau and downtown Traverse City and was completely renovated in 2020. You’ll enjoy this open-concept, freshly renovated modern home with abundant natural light. With nearly two acres at your disposal, chicken coop and a fire pit area, the options are endless! Follow us @lagom_north License Number: 2025-80

Cozy Good Harbor Cottage with hot tub & fireplace

Welcome to our thoughtfully designed 1940's cottage in the woods just minutes from Good Harbor Beach. This quiet retreat gives you access to the wine, food, and nature the Leelanau Peninsula is known for. Enjoy the outdoor fire pit, charcoal grill, fast wifi, Smart TV, and well-appointed kitchen. Sound travels so please be respectful of our neighbors. Sorry, no parties or events. All are welcome.