
Cottage holiday rentals in Leland
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Top-rated cottage rentals in Leland
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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.

Nature preserve/sunsets/ relax/jacuzzi/fireplace
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

Silver Lake Cottage
Silver Lake Cottage is newly renovated & remodeled. It is fresh, clean & the perfect up north retreat! Enjoy time by the lake with 60 feet of private frontage on 600 acre all-sports Silver Lake, private dock with great swimming & sandy bottom, & bonfire pit by the lakeside patio. 2 kayaks are available for you to enjoy in summer months. A quick 10 minute drive to downtown Traverse City for recreation, restaurants & entertainment! *Dock & kayaks guaranteed available Memorial Day - Labor Day.

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#: 2026-74 exp. 12/31/26.

The Loft - DWTN CVX - Simple Modern Beautiful - #2
This darling loft sleeps up to three people offering a sleeping loft with a full size bed and a daybed in the living space. As the photos suggests, it is just that --- a cozy sleeping area. The ladder is steep, be prepared to climb! The kitchen is fully equipped and there is a bathroom with a walk in shower. The deck is spacious and private. The Loft is fully outfitted with everything needed for a comfortable stay. It's quaint and modern to help you feel further away from your daily grind.

Private BeachM22! Close to wineries and skiing!
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.

The Bird & Vine Cottage in Leelanau County, Mi.
A beautifully appointed cottage in the middle of Michigan's Leelanau county wine country. Suttons Bay is five minutes away and downtown Traverse City is 10 minutes. The Leelanau bike trail is just down the road for all of you bicycle enthusiasts. Our place is a great central point for excursions to Sleeping Bear Dunes, Kayaking on the Crystal River, having a meal in historic Fishtown, wine tasting, ciders and breweries and so many more unique things to do on the Leelanau peninsula.

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.
Popular amenities for Leland cottage rentals
Cottage rentals with a hot tub

4 bd / 3 ba light front home

10 Mins to Ski-HotTub-Fireplace-PETS

Renovated A-Frame with Hot Tub

Cozy Northern MI Cottage / Hot Tub / Ski Crystal

Iconic 5Bd Lakefront Cottage w Hot tub & Kayaks

Ski Cabin Near Schuss Mountain | Hot Tub | Sauna

Lake front cottage in the heart of wine country

SerenityBeachHaus-HotTub•Kayak•Ski•Golf•Pool•Trail
Pet-friendly cottage rentals

East Beach Cottage: Sandy | Secluded | 3 King Beds

Quiet Canal Hideaway - Near Ski, Lake and Trails

Coop Cottage | Perfect For Couples

Sportsman's Paradise

Unwind at Hilltop Cottage *Dog Friendly*Game Room*

Iroquois Lakeview - Ice Fishing is HOT!

* Peaceful Cottage, 1 mile from Higgins Lake Beach

Price drop, wine@Bright, Toasty Private Lake Home!
Private cottage rentals

Waterfront w/ New Dock & MooringBall for your boat

Little Skip Cottage, on the Bay

Highlander Tiny Villa

Historic Stone Cottage at Century Farm

Leelanau Trailside Cottage

Lake Michigan Waterfront - Close To Town!

Harbor Haven

Higgins Lakefront Apres Beach/Ski Cottage
Quick stats about cottage rentals in Leland

Nightly prices starting at
Leland holiday rentals start at $789 AUD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Leland rentals

5 Average rating
Leland stays are highly rated by guests—averaging 5 out of 5!
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- Cottage rentals Michigan
- Cottage rentals United States
- Crystal Mountain (Michigan)
- Sleeping Bear Dunes Nat'l Lakeshore
- Boyne Mountain Resort
- Arcadia Bluffs Golf Club
- Petoskey State Park
- Avalanche Bay Indoor Waterpark
- Sleeping Bear Dunes
- Mari Vineyards
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- Bowers Harbor Vineyards
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- Historic Fishtown
- Castle Farms
- Traverse City State Park
- Old Mission State Park
- Grand Traverse Lighthouse
- Clinch Park




