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Leland vacation rentals

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Top-rated vacation rentals in Leland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cottage in Suttons Bay

4.98 out of 5 average rating, 276 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.

Guesthouse in Lake Leelanau

4.96 out of 5 average rating, 519 reviews

Minnow: Fab Eco Guesthouse

Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

Tiny home in Frankfort

4.94 out of 5 average rating, 157 reviews

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Home in Honor

4.87 out of 5 average rating, 139 reviews

Hillside Haven - On 10 acres located near Lake MI.

Cozy home on 10 acres located near Lake Michigan beach access. Perfect for couples or families looking to get away. Close to Traverse City, Frankfort, Sleeping Bear Dunes and so much more. Pet friendly, professionally cleaned. Keurig coffee provided. Fast wifi, streaming TV, central A/C, washer and dryer, refrigerator, oven, microwave, dishes, and towels all included. Pack and play and toddler cot provided. Hunters welcome during hunting season. Boat launch and snow mobile trails also nearby.

Guest suite in Suttons Bay

4.96 out of 5 average rating, 188 reviews

WATERS EDGE-A Cozy Sutton’s Bay Getaway.

Our space is 5 minutes from downtown Sutton’s Bay, right on beautiful Lake Michigan Bay. Spectacular views with an amazing private deck. Everything you need for a memorable stay. Centrally located in Leelanau County for wine excursions, dining and shopping. Sleeping Bear Dunes National Lakeshore is only a 40 min. drive. We are ten minutes from Traverse City, 18 from Northport and 14 minutes from Leland’s historic Fish Town. It’s truly a great UP North experience. (Possible road noise)

Cottage in Northport

4.96 out of 5 average rating, 252 reviews

Westwind - Northport gem with large yard

Escape to this sunlit cottage where time slows and worries fade away. Located on a quiet corner in the heart of charming Northport, it's just a 5-minute walk to shops and a public beach. Enjoy the cheerful interior with artistic touches, and unwind in the large private yard with a grill, perfect for catching westerly afternoon breezes. This serene retreat offers dark, starry skies at night and is near vineyards, orchards, and scenic trails for the perfect blend of relaxation and adventure.

Dome in Glen Arbor

5 out of 5 average rating, 203 reviews

The Round Haven On Big Glen Lake

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

Cottage in Northport

5 out of 5 average rating, 273 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 downtown Northport will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 2. Absolutely no cats are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Guesthouse in Suttons Bay

4.91 out of 5 average rating, 130 reviews

Beautiful Lake MI

Beautiful serene Grand Traverse Bay setting with beach access. 3 miles to downtown Suttons Bay, MI with shops, restaurants, brewery, movie theater, beaches, and playground. Leelanau County has 26 wineries to explore, Cideries, a host of parks and every outdoor activity imaginable for all seasons. The Guest House has a full kitchen and sleeps 4 to 5. There are 2 kayaks with paddles for your use. Looking forward to your visit, Beth.

Guesthouse in Suttons Bay

4.99 out of 5 average rating, 277 reviews

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

Tiny home in Suttons Bay

4.91 out of 5 average rating, 147 reviews

Cozy, Rustic Little Cottage in the Woods

Cozy, rustic tiny cottage in the woods is located about 6 miles (10 minutes) North of Suttons Bay town center and 9 miles (15 minutes) South of Northport. Downtown Traverse City is 22 miles or (35 minute) drive. Location is close to many beaches, restaurants, wineries, microbreweries, and Sleeping Bear Dunes National Lakeshore. It is a great place for couples seeking a quiet romantic getaway or a single outdoor adventurer.

Guesthouse in Traverse City

4.96 out of 5 average rating, 276 reviews

Leelanau wooded retreat - Traverse City

Surrounded by calming natural scenery, this is the hidden gem for families, couples, or self-discovery. Experience the quiet, charming, and unique guesthouse tucked within an expansive wooded property near Lake Leelanau. The location offers easy access to enjoy all the Leelanau Peninsula has to offer and is a 15-minute drive to downtown Traverse City. You’ll see why we call it Golden Ridge Retreat.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Leland vacation rentals

Laptop-friendly workspace

Stay near Leland's top sights

Fishtown84 locals recommend

Village Cheese Shanty58 locals recommend

Fischer's Happy Hour Tavern43 locals recommend

The Cove42 locals recommend

The Riverside Inn42 locals recommend

45 North Vineyard & Winery41 locals recommend

Other great vacation rentals in Leland

Home in Glen Arbor

4.98 out of 5 average rating, 55 reviews

New build in the heart of Glen Arbor

Cabin in Lake Leelanau

5 out of 5 average rating, 14 reviews

Modern Log Cabin - with Hot Tub & Lake MI Views

Cabin in Vanderbilt

4.96 out of 5 average rating, 82 reviews

Your Up North Rustic Retreat!

Home in Leland

4.93 out of 5 average rating, 40 reviews

De Jardine

Home in Northport

5 out of 5 average rating, 99 reviews

Seeblick Haus- Modern cabin with water views

Cabin in Traverse City

4.99 out of 5 average rating, 90 reviews

Holiday Charm Awaits: Dog-Friendly Cabin in TC

Cottage in Grayling

4.98 out of 5 average rating, 184 reviews

The Morel Cottage

Cabin in Gaylord

4.97 out of 5 average rating, 143 reviews

Big Lake Cabin W Hot Tub/ Kayaks/PngPong/Cable/HBO

Quick stats about vacation rentals in Leland

Total rentals
90 properties
Total number of reviews
3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leland?
Yes! Work meets play with ease at over 60 vacation rentals in Leland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Leland?
Four-legged friends are welcome in Leland. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Leland?
Experience the best of Leland with our cottage rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Leland have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Leland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leland have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Leland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leland have wifi?
Absolutely! We offer over 50 house rentals with wifi in Leland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Leland?
Leland has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Leland?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 30 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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