Cottage holiday rentals in The Sleeping Bear

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Top-rated cottage rentals in The Sleeping Bear

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Top guest favourite
A single-story cottage features a welcoming entrance with a pathway leading to a wooden deck. Adjoining the deck are several Adirondack chairs, and blooming flowers are planted along the cottage's exterior. A lush green area surrounds the building, with mature trees in the background.
Cottage in Suttons Bay
4.98 out of 5 average rating, 345 reviews

Cozy Cottage in Leelanau County

Beautiful farm setting nestled in the heart of Leelanau County. Completely renovated in 2018, the cottage sits just beyond the owners home. Enjoy a quiet getaway or fun filled days taking in all the area has to offer. Located between Traverse City & Suttons Bay, minutes from Lake Michigan, Lake Leelanau, TART (bike)Trail, Sleeping Bear Dunes, public beaches, parks, & Michigan’s wine country. Award winning wineries& breweries close, as well as a wide range of restaurants, retail & galleries.

Guest favourite
Cottage in Elk Rapids
4.94 out of 5 average rating, 272 reviews

Charming Waterfront Cottage in Elk Rapids, MI

Welcome to our cottage on the lake! We renovated this home through the spring of '18 and are so thrilled to have it ready for you! Sitting less than 30-feet from the sandy bottom of Bass Lake, this house is a charmer in all seasons. In the winter months, enjoy snowshoeing across the lake and come home to a cozy fire. In the warmer months, this all-sports lake is ready for swimming, fishing, and all things fresh-water. We hope you feel welcomed and relaxed at Little Elk Cottage! @littleelkcottage

Superhost
A sandy beach area along West Grand Traverse Bay is visible, with several lounge chairs arranged in a casual layout. Green trees line the background, and calm water gently laps at the shore under a clear blue sky.
Cottage in Traverse City
4.79 out of 5 average rating, 297 reviews

Island View Cottages - Cottage 2-Walk to downtown

Want to enjoy everything beautiful Traverse City has to offer while still experiencing the small-town quaintness this town is known for? Look no further thab Island View Cottages! Conveniently located a short 6-8 minute scenic walk along the water, our cottages offer a secluded retreat tucked among the trees less than .5 miles from downtown & on the base of the coveted Old Mission Peninsula (wineries) . One of the few Resort/hotels on West Grand Traverse Bay! 132 ft of sandy private beach.

Guest favourite
A charming two-story retreat is nestled among lush green trees. The exterior showcases light grey siding and a sloped roof, with a small deck featuring chairs for relaxing. A grill is positioned nearby, ideal for outdoor cooking near the serene wooded environment.
Cottage in Beulah
4.86 out of 5 average rating, 114 reviews

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.

Top guest favourite
Cottage in Kingsley
4.95 out of 5 average rating, 114 reviews

Highlander Tiny Villa

Welcome to our private Tiny Villa! It is completely stocked with dishes, cookware, gas grill, beach chairs, towels, wifi, fire pit etc… Tucked away overlooking the pond, it’s a perfect place to relax after a day of activity. An easy 20 minutes to Traverse City where you can go to the beach, shop or enjoy many excellent restaurants. Firewood available on site & have the following to RENT: Pontoon, kayaks, & paddle boards ( Contact H2O Sports Rentals to book these items or message us)

Guest favourite
Two black Adirondack chairs are situated on a sandy beach, facing a clear blue lake. Colorful trees in autumn hues line the shore, reflecting the vibrant landscape. The sun shines brightly, creating a calm and inviting atmosphere for relaxing by the water.
Cottage in Suttons Bay
4.9 out of 5 average rating, 155 reviews

Private BeachM22! Close to wineries, Sand Dunes

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

Top guest favourite
A light and airy bedroom features a spacious bed adorned with crisp white linens. Natural light floods in through two windows, complemented by soft beige curtains. Matching bedside lamps illuminate the room, while a decorative pillow adds a subtle touch of color against the simple backdrop.
Cottage in Lake Leelanau
4.91 out of 5 average rating, 189 reviews

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.

Guest favourite
The cottage features a bright yellow exterior surrounded by lush greenery. A small wooden deck holds a table with two chairs, inviting relaxation in nature. A charcoal grill is positioned nearby, with a window revealing the cozy interior. Fall leaves blanket the ground.
Cottage in Honor
4.89 out of 5 average rating, 268 reviews

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.

Top guest favourite
Cottage in Maple City
4.94 out of 5 average rating, 150 reviews

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.

Top guest favourite
The entrance of the cottage features a covered porch with wooden pillars and stone accents. Two flower baskets hang at either end, adding natural color. A rustic bench is positioned beside a warm wooden door, set against a backdrop of lush green trees.
Cottage in Northport
5 out of 5 average rating, 110 reviews

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.

Top guest favourite
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5 out of 5 average rating, 324 reviews

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.

Guest favourite
Cottage in Traverse City
4.93 out of 5 average rating, 106 reviews

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.

Popular amenities for cottage rentals in The Sleeping Bear