
Cottage holiday rentals in The Sleeping Bear
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Top-rated cottage rentals in The Sleeping Bear
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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.

Cozy,Relaxing getaway-sunsets,water & nature trail
A great location, northside. A must see. Across the street from Mt McSauba nature preserve trails for hiking, 5 minute walk to Lake MI dunes with a beautiful beach & a 2 minute walk to watch the sunset. 2 miles from downtown. Wheelway Bike path & disc golf. Very cozy atmosphere with a fully equipped kitchen, bring your essential oils and relax in the jacuzzi tub, very comfortable beds, fold down couch and cot if needed , washer/dryer, relax by the wood fireplace Sept-May, Fire pit May-Sept

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!

Bluewater Bliss - Your Private Lakefront Retreat
Bluewater Bliss is a beautifully furnished 3-bedroom, 1.5-bath lakefront home on scenic Cedar Lake. Located minutes from downtown Traverse City. Sleeping up to 8 guests, this peaceful retreat offers private waterfront, where you can enjoy Cedar Lake’s emerald-green glow. Enjoy the perfect blend of convenience and tranquility just minutes from Traverse City’s dining, shopping, and attractions, yet tucked away in a peaceful setting ideal for a restful night’s sleep. STR#: 2025-67 exp. 12/31/25.

Creekside Hot Tub|Walk to Beach|Uniquely Northern
Revel in Leland’s Cottage, a tribute to memories of yesterdays. A completely remodeled 1940s log cottage with all the comforts of today. The living room’s large windows frame Mitchell Creek's gentle meander around the cabin, & creek-side fires flicker. String lights dance above the hot tub, creating an enchanting ambiance. A true park-like setting in the city, steps from the beach, combining classic log cottage charm with trendy new vibes. For those seeking an unforgettable Northern affair.

Greenhouse Cottage: Hot Tub, Fall Colors, Skiing
Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Modern furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

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.

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.

Magical Northern Michigan Cottage with Hot Tub
Meadow Cottage is a newly renovated 100 year old farmhouse with a hot tub located in beautiful Northern Michigan. 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.

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!

Little Platte Lake Cabin Near Sleeping Bear Dunes
Our two bedroom lakeside cottage is located in a quiet neighborhood, just on the edge of Sleeping Bear Dunes National Lakeshore. Explore one of the nearby Lake Michigan beaches or trails, or enjoy our lakeside cabin in the evenings. Feeling social? Beulah and Empire are 15 minutes from the cottage, while Frankfort and Glen Arbor are about 20 minutes away. There are several great restaurants, and breweries nearby.

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.
Popular amenities for cottage rentals in The Sleeping Bear
Cottage rentals with a hot tub

Latitude 44

Spacious Cottage,Hottub TraverseCity

Walk to Lake/Beach, Hottub, Fireplace & Pit, PETS

Torch Lake Waterfront w/ Hot Tub & Pontoon Rental

UpNorth Chalet | Hot Tub, Game Room & Sauna

Ski Cabin Near Schuss Mountain | Hot Tub | Sauna

Lake front cottage in the heart of wine country

Slice-of-Heaven TC Silver Lake Cottage Spa Retreat
Pet-friendly cottage rentals

Modern + Cozy | Near Beach | Pets | Extra Parking

Private cottage on clean and clear Jordan River

Sleeping Bear Cottage #2

Provemont Cottage | Downtown Lake Leelanau

Coop Cottage. -Off Season Pricing

Sportsman's Paradise

*HighlyRated* WalkToLake *OutdoorShower* ManCave

HC’s Cottage- c. 1896 Renovated Cottage
Private cottage rentals

Little Skip Cottage, on the Bay

Benzie Cottage

Hideaway Cabin. Relax and enjoy

3BR on Lake Leelanau w/ beach, playground & dock!

Glenview Hideaway - located on Little Glen Lake

Lake Michigan Waterfront - Close To Town!

CC49 … An Idyllic Lake Front Family Retreat

Renovated Riverfront Cottage with Sauna
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Detroit Holiday rentals
- London Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Georgian Bay Holiday rentals
- Ann Arbor Holiday rentals
- Traverse City Holiday rentals
- Crystal Mountain (Michigan)
- Shanty Creek Resort - Schuss Village
- Arcadia Bluffs Golf Club
- Crystal Downs Country Club
- Caberfae Peaks
- Kingsley Club
- Leelanau State Park
- Belvedere Golf Club
- Chateau Chantal Winery and Inn
- Mari Vineyards
- Bonobo Winery
- Bowers Harbor Vineyards
- Black Star Farms Suttons Bay
- Brys Estate Vineyard & Winery
- Blustone Vineyards
- Chateau Grand Traverse Winery
- 2 Lads Winery




