Cottage vacation rentals in Leland

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Top-rated cottage rentals in Leland

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Top guest favourite
Cottage in Suttons Bay
4.98 out of 5 average rating, 344 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
A wooden deck extends towards a gentle stream, surrounded by lush greenery. Black chairs are positioned on the deck, with a small table nearby. A simple black bridge leads over the stream, connecting to the garden area beyond.
Cottage in Lake Leelanau
4.9 out of 5 average rating, 102 reviews

Stream-side Cottage by Lake Leelanau Beachfront

Our cottage is a beautiful stream-side retreat, a short walk from a quiet Lake Leelanau beachfront. This quaint mid-century style 2 bedroom has many modern updates while keeping its 1950s charm. Enjoy the relaxing cottage vacation atmosphere with beach toys, kayaks, stand-up-paddle board, canoe, private fire pit, and outdoor shower. Located in the heart of Leelanau County, this is the perfect location to explore the amazing restaurants, wineries, and golf courses the area has to offer.

Guest favourite
A rustic cottage exterior features a spacious wooden deck adorned with a dining table and chairs. Large glass doors provide a view into the cozy interior. A hanging chair adds a relaxed touch, while trees surround the property, enhancing the natural setting.
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
Cottage in Lake Leelanau
4.91 out of 5 average rating, 188 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.

Top guest favourite
A charming cottage is positioned on a gentle slope, surrounded by lush greenery. A gravel pathway leads to the property, with a paved driveway visible alongside. Overcast skies are present, creating a serene atmosphere in this scenic rural setting.
Cottage in Suttons Bay
5 out of 5 average rating, 137 reviews

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.

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
An outdoor fire pit area is surrounded by six rustic wooden chairs, inviting gatherings. The cabin, featuring a dark exterior, is positioned in the background, with a patio table and grill visible. Lush green grass and wildflowers create a serene setting.
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.

Top guest favourite
The exterior of the cottage is showcased, featuring a wooden facade complemented by stone elements. Two entrance doors with wooden trim are visible, surrounded by a spacious porch area. A pathway leads to the entrance, and lush greenery is seen in the background.
Cottage in Northport
5 out of 5 average rating, 100 reviews

Cherrywood Cottage

Cherrywood 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. Cherrywood and its sister cabin, Applewood, are attached properties. Rent both for a larger event! They are part of the Homewood Cottage Association.

Top guest favourite
Cottage in Glen Arbor
4.97 out of 5 average rating, 158 reviews

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.

Guest favourite
A charming cottage is nestled in a lush green forest, showcasing a red exterior and a sloped roof. An outdoor dining area is visible on a gravel patio, with seating and an umbrella, while a fire pit area is situated nearby among the trees.
Cottage in Cedar
4.94 out of 5 average rating, 133 reviews

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.

Top guest favourite
Cottage in Cedar
4.99 out of 5 average rating, 101 reviews

Cedar Suites, The Little House

Open the bright red door to the fully equipped kitchen, cozy living room with desk and game table, dining area, full baths, a bunk room, and a primary bedroom. Leather sofa, 57" Smart TV, central A/C, library & games, Spectrum WiFi, new beds and linens. Walk to the river, tennis courts, park, convenience store, and shops. Five minutes to the National Lake Shore beaches.

Guest favourite
A cozy loft area features two built-in twin beds with soft bedding and storage compartments underneath. The sloped wooden ceiling adds rustic charm, while warm light fixtures enhance the inviting atmosphere. A potted plant and an open doorway to a small hallway are visible.
Cottage in Interlochen
4.96 out of 5 average rating, 158 reviews

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.

Popular amenities for Leland cottage rentals

Quick stats about cottage rentals in Leland

  • Nightly prices starting at

    Leland vacation rentals start at $628 CAD per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Leland rentals

  • 5 Average rating

    Leland stays are highly rated by guests—averaging 5 out of 5!

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