
Holiday houses in Leelanau Peninsula
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Top-rated holiday rentals in Leelanau Peninsula
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Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC
Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

The "Cherry Cottage", A Vintage Barn Conversion
Brand new custom construction! Nestled on a historic family farm, the Cherry Cottage is a one-of-a-kind, newly converted barn, fusing vintage charm with clean, modern amenities. Two private bedrooms surround a double-height living space, a spacious full bathroom, and a kitchen. Guests are immersed in the beauty of the Leelanau Peninsula and can enjoy the park-like setting of the cottage. Leland, Lake Leelanau, numerous wineries, beaches, hiking and so much more are just a 5-minute drive away!

Luxe Suttons Bay Barn w/ Hot Tub-Games-Fire Pit
Gather your crew at this renovated luxury barn perched on a wooded bluff with serene creek views. Three spacious levels offer 4 bedrooms (4 queens, 2 kings) and 4 full baths—plenty of room to spread out in style. The open-concept main floor is perfect for hosting and connecting, while the basement lounge/game room adds extra fun. The 10 person hot tub is always a favorite. Across from Starry Night Barn & Studios and 5 minutes to downtown Suttons Bay in the heart of Leelanau Wine Country.

New A-Frame in wine country
Welcome to Owl Ridge A-Frame! This NEW cabin sits on 8 wooded acres and features a modern, comfortable design with custom finishes. The large, open concept gathering space has room for your whole group to be together. Enjoy a fire pit, outdoor dining and acres of rugged woods to explore. Within 4 miles of 5 wineries. 5 minutes to Lake Leelanau, 7 minutes to Suttons Bay, 12 minutes to Leland and 30 minutes to Traverse City. Enjoy beaches, hiking, dining, shopping and endless Leelanau charm.

The Sweetbriar
This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

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

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.

Cheerful Six Mile Lake Log Cabin.
Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

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.

Seeblick Haus- Modern cabin with water views
Seeblick Haus is a small vacation home for 4 people on a secluded, very private site in Northport. The open floor plan of the house is designed around the natural setting of the property and facilitates a 270 degree view of Grand Traverse bay and the surrounding orchards. Large windows offer the experience to be close to nature through all seasons and the wrap-around porch extends the living space to the outdoors.

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.

Birch Le Collaboration House
Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.
Popular amenities for Leelanau Peninsula holiday rentals
Other great holiday rentals in Leelanau Peninsula

Spectacular Suttons Bay Stay - Game Room, Kayaks,

Charlevoix Lakefront Cottage

Birch and Cedar Main Cottage (Birch)

The Cottage on the Sandy Quarter Acre

Private Lakefront Escape • Dock, Fire Pit, AC

Lake Leelanau 2 Bdrm Cozy Cottage

Stone Cottage+2BR+Walk to Town+Near the Narrows

NorthShore, Modern Cabin 656
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- Sleeping Bear Dunes
- Boyne Mountain Resort
- Sleeping Bear Dunes Nat'l Lakeshore
- Petoskey State Park
- The Highlands at Harbor Springs
- Nubs Nob Ski Resort
- Village At Grand Traverse Commons
- Black Star Farms Suttons Bay
- Turtle Creek Casino And Hotel
- Avalanche Bay Indoor Waterpark
- Traverse City State Park
- Chateau Chantal Winery and Inn
- Historic Fishtown
- Brys Estate Vineyard & Winery
- Bonobo Winery
- Mari Vineyards
- Old Mission State Park
- Clinch Park
- Castle Farms
- Grand Traverse Lighthouse
- Bowers Harbor Vineyards
- Call Of The Wild Museum
- Leelanau State Park
- Otsego Lake State Park





