Holiday rentals with a fire pit in Leland

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!

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

Norra House -Curated Home, 5 Acres in Wine Country

Welcome to The Norra House! In 2022, this home was renovated top to bottom with no detail left untouched. This space was curated to be a place of peace between your time exploring. It is also very family friendly for those traveling with kids. The house is conveniently located between Suttons Bay and Traverse City in the heart of wine country. You are minutes from multiple wineries, breweries, and restaurants. The home sits on a peaceful 5 acres. Managed by Kara, owner of Two Bay Stay (dotcom)

Tranquil 3-bedroom lakeview retreat with hot tub

This spacious, newly-remodeled hillside home offers your family a tranquil space to relax and enjoy all that Northern Michigan has to offer. Just one mile north of the charming village of Suttons Bay, you will be within minutes of Grand Traverse Bay, the gorgeous Suttons Bay beaches, many local wineries and breweries, the TART bike trail, and Sleeping Bear Dunes Lakeshore. When you are done adventuring, you can relax and enjoy the Lake views from the large deck or the 6-person hot tub.

Vineyard Cottage | Barrel Sauna on a Vineyard!

The Vineyard Cottage is a charming 4-bedroom home located in the heart of Leelanau's wine country by Aurora Cellars. This property overlooks estate vineyards, the boutique winery, and beautiful rolling countryside. Enjoy our barrel sauna with panorama views! Aurora Cellars is open year round, so stroll over and have a glass of wine or flight during your stay and enjoy the beautifully manicured property and vineyard trails or explore Leelanau County from this centrally located oasis.

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.

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.

Clarity House, Downtown Glen Arbor, Hot Tub

Hidden in the heart of Glen Arbor, Clarity House is a modern chalet cabin with 3 bedrooms & 3 full baths; dramatic open concept kitchen/great room; Polished concrete floors (with in-floor heat); large island is central gathering spot with focal points to oversized south/east/west-facing windows for max daylight; 24ft ceiling; stylish design and furnishings. Peaceful outdoor patio with fire pit and hot tub feels “in the woods”, despite being in the center of town!

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.

Lincoln Lodge: Secluded~Wineries~Dog Friendly

🌲 Secluded 4-Acre Hardwood Retreat 🐶 Pet-Friendly for Family & Friends 🏞️ Covered Porch with Wildlife Views 🌅 Floor-to-Ceiling Nature Windows 💻 Fast 300 Mbps Wi-Fi Hosted by Catered Stays Rentals, we cater to the ideal guest experience, ensuring your comfort and satisfaction. Enjoy a secluded 4-acre property immersed in nature, perfect for both relaxation and adventure. Explore nearby attractions, unwind, and create lasting memories.

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.