Cottage vacation rentals in The Sleeping Bear

Cozy Lake Street Retreat

Kick back and enjoy this updated, wooded retreat. It is just up the hill from Crystal Lake, and the Betsie Valley Trail, and is close to beaches, rivers, Crystal Mt., shopping, dining, breweries, hospitals, and Sleeping Bear Dunes National Lakeshore! The well appointed upper level kitchen opens to the dining/living area, all with lovely views of the woods, and some seasonal peeks of Crystal Lake. For privacy, there is a bed/bath on each level. Relax on the decks, or warm up by the fire pit.

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.

Magical Northern Michigan Cottage w/ Hot Tub & AC

Meadow Cottage is a newly renovated 100 year old farmhouse with a hot tub located in beautiful Northern Michigan. New central AC for 2026! Perfectly situated for year round fun including skiing at Crystal Mountain (13 miles), Caberfae (36 miles), snowmobiling (.2 miles), Lake Michigan (7 miles), or golfing at Arcadia (9 miles). Beautifully designed rooms provide space for up to 8 guests. Step outside to our patio to soak in our large spa under the stars or sit around the campfire.

Lemon Drop Cottage

This place is a winter and summer wonderland. Our cottage is a small 50's style with much character tucked away in the woods. We’re surrounded by the 70,000 acre Sleeping Bear Dunes. There’s plenty of skiing, canoeing, hiking and fishing, peace and quiet. We're on the boarder of Benzie and Leelanau Counties, the best of wine regions this side of the Mississippi and a true artisanal food destination It's a short drive to Honor, Empire or Glen Arbor. Traverse City is 25 miles east.

Sleeping Bear Stunner - private, gorgeous views

Welcome to Blue Kettle Cottage. Updated home on 4 acres of private land adjacent to 480 acres of Sleeping Bear Dunes National Lakeshore land. Close to Glen Arbor and Empire. Two generous bedrooms, one bathroom, outdoor shower, beautiful patio with couch and table and fire pit area. The Kettles Trail is your backyard and accessible all year long for hiking, snowshoeing and cross-country skiing. If you are bringing a dog, please read the pet rules and rates before booking.

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.

Nature Escape w/ Hot Tub Spacious TC Cottage

STR006894 Welcome to Cedar Lodge! Spacious and private cottage (2600 square feet) with Hot Tub, minutes from downtown Traverse City, Sleeping bear Dunns and Lake Michigan. Bring the whole family and friends to this beautiful and cozy cottage and enjoy all of Northern Michigan attractions. This cottage is a 5 minute drive to Long Lake beach, 15 minutes drive to Downtown Traverse City and a 20 minute drive to Empire beach on Lake Michigan.

Dreams & Streams Cottage Relax and Recharge

Keep it simple at this peaceful and centrally-located place. Manistee- 18 miles Cadillac- 30 miles Traverse City- 46 miles Parks/Nature: Manistee River/Tippy Dam Spirit of the Woods Trail North Country Trail Manistee River Trails Little Mac Footbridge Entertainment/Activities Cherry Bowl Drive-In Theater Caberfae Peaks Crystal Mountain Essentials: Dublin General Store Dollar General Brethren EZ-Mart Meijer

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.

Quiet Canal Hideaway - Near Ski, Lake and Trails

Welcome to The Quiet Canal Hideaway, a cozy 3-bedroom lake-life retreat tucked along the peaceful Lake Mitchell canal. With a spacious yard, inviting firepit, and easy access to skiing, snowmobile trails, and waterfront fun, it’s the perfect all-season getaway. We are under the rules of Cherry Grove Township Property #250006. Please follow all rules so we can continue to share our home.

Roost A-Frame

Escape to our meticulously renovated A-frame cabin in the woods, perfect for 4 guests. This stylish haven features a king bed, loft with twin beds, a year-round hot tub, and a firepit. Located just 10 minutes from Lake Ann and Interlochen, it's the ultimate serene getaway. Enjoy modern comforts like a full kitchen and A/C in a rustic, private setting.