Holiday rentals with a kayak in Leelanau County

Cottage with Fireplace at Anchor Inn

1940s beach side Inn looking to fulfill your vintage lake cottage dreams! We're on the west bay of Traverse City on M22. Your gateway to the villages of Leelanau and only 8 minutes from downtown. This listing is for a duplex style cottage. Want to watch the sunrise on a private beach? A midnight swim in Lake Michigan? Come stay at the vintage Anchor Inn and feel free to use our sauna, kayaks, firepits, beach chairs, firewood, charcoal grills, playground, cornhole, e-bike rentals, and much more!

Bear Feet Retreat

Nestled along the shores of Little Traverse Lake, our beautiful home is bathed in natural light and just minutes from the Lake Michigan Wine Trail and Sleeping Bear Dunes. From the moment you arrive, this elegant waterfront retreat will make you feel instantly at home. This spacious 5-bedroom, 4.5-bath vacation rental offers a variety of luxurious amenities, including an 80-foot dock (available from Memorial Day to Labor Day), a private deck, and a fully equipped kitchen—everything you need for

Cheerful cottage with amazing beachfront hangout

This special place is close to everything, making it easy to plan your visit. It is 5 minutes to downtown TC and within 15-20 to the Old Mission and Leelanau Peninsula wineries! The home is located directly on West Grand Traverse Bay. It has 3 bedrooms, and will sleep 6 comfortably. The expansive deck has breathtaking views of power island. It has ample outdoor patio furniture and a fireable to create ambiance. Below is an amazing beachfront entertainment area with 2 TV's, an outdoor bathroom.

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

-Private lakefront living in a modern chalet -6-person sauna for post-adventure relaxation -Paddleboards and kayaks for summer fun -Cozy fireplace and pool table in lounge -15 mins to Sleeping Bear, 20 mins to TC -In the heart of Michigan’s wine country Hosted by Catered Stays Rentals, we cater to the ideal guest experience. Kayaks and paddleboards are seasonal amenities (May-Sept). We look forward to hosting you, where you can relax, recharge, and create lasting memories!

Leelanau charmer, 3 mins 2 beach

Please note: July and August 2025, we provide weekly rental only, FRIDAY to FRIDAY. Welcome to The Watercolor Cottage, an updated home in an incredible location. Walk 3 mins east for sunrises at Vic Steimel Beach Park, or 3 mins west to the public sandy shore of Suttons Bay. The cottage provides a serene home base for all things Leelanau, with everything considered for an easy vacation. We're happy to provide recs for the best hikes, restaurants, and day trips around!

Lake cottage, kayaks, firepit, chefs kitchen

Welcome to Stillwater Cottage hosted by Wander North Rentals! Stillwater is a luxury cottage located on the rustically beautiful Mougey Lake in Omena. If you're looking for bigger water Omena Bay public access is just a short walk into Omena where you can visit the art gallery, Leelanau Cellars, and the country store. Omena is also a short drive from Northport, Suttons Bay, and Leland where there are many year round outdoor activities, shops, and restaurants to enjoy.

Modern West Bay Cabin

Newly built modern inspired cabin situated along M22 between Traverse City and Suttons Bay. This custom-built home offers sunrise views over West Harbor Bay and private beach access across the street. Minutes from the best wineries and restaurants the north has to offer. The bright interior and vaulted ceilings create a warm space to gather. The cabin sleeps 6-8 and offers unique built in beds and outdoor shower for a rinse after a long day at the beach.

BeaverTales - a Beaver Island lake front cottage

Welcome to BeaverTales, your private lakefront getaway. 153' of Lake Michigan shore, with a cozy interior. Very private, with a single cottage barely visible to the south, and endless unspoiled beach to the north. Walk or bike to Lake Geneserath or Beaver Head Light. Gas grill, charcoal grill, well-equipped kitchen with staples. Well behaved dogs are welcome. You will enjoy beautiful sunrises, preparing you for each day of fun on Beaver Island.

Renovated Riverfront Cottage with Sauna

Escape to this charming, private cottage on the Crystal River! Just minutes from downtown Glen Arbor, public beaches, Sleeping Bear Dunes National Lakeshore, and the Homestead Resort. Built in the 1990s and fully renovated in 2022, blending modern comforts with timeless charm. Surrounded by natural beauty, this cozy retreat offers the perfect setting for relaxation, outdoor adventure, and exploring the best of northern Michigan.