Guest house holiday rentals in Leelanau County

Eagle Ranch, peaceful with an incredible night sky

This 1200 sq.ft. home, is separate but part of our larger home, in the heart of the beautiful, Leelanau peninsula. 3 BR's, 2 baths, A.C., sleeps six. Spacious, feel at home, Cedar forest, large yard, room to run and play. Full laundry. Flat screen TV, radio, and WIFI to stay in touch. Comfortable furniture. Loaded bookcases. Gas BBQ grill, fire pit, close to; food, Fishtown, wineries, wine tastings, wedding venues, shopping, casino, sunsets and lakeshore beaches. Unmatched night sky !

Cardinal Cottage Guesthouse

A few blocks from downtown Leland, our guesthouse is the perfect location as you explore all that the Leelanau Peninsula has to offer. From quaint towns to beautiful beaches our cozy guesthouse will be sure to welcome you home. Our thoughtfully designed guesthouse features a comfortable King bed, full bathroom, separate work desk, mini refrigerator, coffee station, and air conditioning. Linens/towels provided. **Please note that you will need to climb a set of stairs to access this unit**

Leelanau Winter Wooded Hideaway + Hot Tub

Discover the perfect blend of serenity and proximity in our secluded wooded guest house, 15 minutes from downtown Traverse City. Nestled in the heart of Leelanau wine country, this private oasis is 25 minutes from both Sleeping Bear Dunes and Crystal Mountain. After a day of skiing or vineyards, unwind in the 1 bedroom retreat featuring a cozy nook with an extra full bed. Enjoy the private deck, a hot tub under the stars, and a cup of coffee as you embrace a peaceful forest morning. Welcome.

The Guest House at Blossom Gardens

Private, separate-from-main-house bedroom suite with full bath in the heart of Leelanau County and surrounded by hundreds of acres of tranquility. We are located on a secondary road, favored by cyclists for its winding beauty and open pastureland. Right out your door, you have a deck and Pergola. It’s perfect for one or two people looking for a centrally located, comfortable, affordable, clean and quiet spot from which to explore Traverse City, Leelanau, Old Mission Peninsula and beyond.

Trails, Wine & Beaches! Pet-Friendly Guesthouse

🌄 Surrounded by Old Mission Beauty 🚶 Direct Trail Access to Pelizzari 🏡 Cozy Open-Concept for Families 🏖️ Beaches & Wineries Nearby 📍 10 Minutes to Downtown TC Hosted by Catered Stays Rentals, we focus on creating the ideal guest experience. Nestled on Old Mission Peninsula, this dog and kid-friendly home offers direct access to Pelizzari trails and nearby beaches and wineries. With a cozy open-concept layout and plenty of space to unwind, it’s perfect for families and friends.

White Fence Carriage House Suite at Suttons Bay

The Carriage House at White Fence of Suttons Bay is a truly unique vacation property. The Carriage House at White Fence is a small and quiet property which has been meticulously renovated. The guest suite is artfully done with privacy, quiet and magnificent views of the bay kept in mind. The grounds are beautifully landscaped with seating areas throughout including private decks on the beach. Although we love pets and children, the carriage house suite is not designed for either.

Sugarloaf/M-22/Sleeping Bear Retro Loft Apt!

The Cherry on Top Loft is a newly completed 750 sq ft over-garage apartment with a private entrance located in Sugar Loaf off M-22. This fully furnished apartment features a king bed and a brand new queen sofa sleeper to accommodate up to 4 guests. Featuring a fully stocked kitchen for cooking in, washer/dryer with laundry supplies, full-sized walk-in shower, a coffee station (Keurig and Drip), free high-speed internet, a lovely back patio with gas grill and a backyard firepit.

Quiet home w/ Lake Michigan view & steps from town

Relax and unwind in this calm, stylish private guest cottage with views of Lake Michigan. This cozy sanctuary is perfect for couples or individual travelers looking to enjoy the best of Sleeping Bear Dunes -- it's a short walk to downtown Glen Arbor & the Heritage Bike Trail, and a quick drive to the best trails and beaches in the area. We welcome guests of all races, faiths, genders, and sexual orientations. COTTAGE DOES NOT HAVE DIRECT BEACH ACCESS.

Cozy Guest House in East Leland

Keep it simple at this peaceful and centrally-located place. Whether you are attending a wedding in the area, are touring the wineries nearby or need a place to relax and explore the beauty of Leelanau County, this guest house is a cozy space to stay! Unplug from the busyness of it all and enjoy the screen-free space with views of the lake from the driveway. Leland, Northport, Suttons Bay and Lake Leelanau are all within a few minutes' drive.

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

Lake Leelanau Getaway: Red Barn Retreat

Lake Leelanau Getaway – Near Lake w/ Partial View, No Direct Access. Welcome to Red Barn Retreat, a cozy guest house perfect for two adults seeking a peaceful Northern Michigan escape. Near Traverse City, Suttons Bay & Leland, with easy access to wineries and the TART Trail. Please note: the guest house shares a driveway with the host’s home. Lake access is part of the host’s private property and not available for guest use.

Cedar Valley View

Cozy lower level apartment with it's own private entrance. Recently remodeled kitchen and spacious bedrooms make it a great place to stay for your "up north" getaway. Situated just outside the quaint village of Cedar, (the heart of Leelanau County) the property gives privacy while overlooking the Cedar valley. Centrally located between Traverse City and the Sleeping Bear Sand Dunes.