Cottage holiday rentals in Leland

The Hobbit House on Spider Lake

Welcome to our Hobbit House on the lake in Northern Michigan! This private cottage is nestled within a quiet cove of scenic Spider Lake, just east of Traverse City. With two bedrooms and an open-concept kitchen and living room, the Hobbit House can sleep six people — perfect for a group getaway. The outdoor accommodations are endless with a front porch, beach patio, and dock to relax on the water. Guests have plenty of space to soak up the summer sun. Book your stay at the Hobbit House today!

Private BeachM22! wine country Amazing Fall Colors

Your family will love to relax here! Best beach in the area, great for small swimmers and big swimmers alike. Warm and shallow, and the cottage is recently updated with all the comforts of home. Close to some of the world best wineries, skiing and ice fishing. Spend days kayaking with provided kayaks. New beds, organic bamboo bedding, fully stocked kitchen, and a beach side fire pit will help you create lasting memories for years to come. Pets allowed with pet fee, please read rules

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.

Adorable Guest Cottage Close to Beach

Relax in your own cheery cottage on a sweet private lane with one queen-size bed. There are two cottages on the property. This cottage sits behind our main cottage; the family home is next door. While not directly on the beach, it is approximately a 150 ft. walk down your private path to Lake Michigan and your own beach along with chairs, kayaks, boat, and fire spot. You can walk both directions and the Antrim Creek Natural Area is very close. Gorgeous beach and amazing

Applewood Cottage

Applewood 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. Applewood and its sister cabin, the Cherrywood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.

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.

A-Frame | Lakes, Trails & Sleeping Bear Dunes

Experience the charm of our freshly renovated A-Frame nestled in the serene woods, just a short 10-minute drive from downtown Lake Ann and Interlochen. Across the street, you'll find public access to Bronson Lake, and down the road lies the Platte River, renowned for world-class fishing. If you crave the rustic allure of dirt roads and the tranquility of escaping the hustle and bustle, this is the perfect getaway for you!

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.

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.