Holiday rentals with a kayak in Leelanau County

Private sandy beachfront on the West Bay in TC

Beachfront vacationing with your own private apartment on the West Bay facing Power Island. Just steps away from putting your feet in the sand and crystal clear water! Your own private deck with comfortable lounge chairs, eating table and chairs right next to a beautiful garden and potted flowers (seasonal). 2 Kayaks, 3 paddle-boards, bonfire (w/chairs, wood, lighter and lighter fluid provided for you; Smore's ingredients w/request). Lounge chairs on the beach, cornhole, BBQ Grill & much more...

Spectacular Suttons Bay Stay - Game Room, Kayaks,

Welcome to your perfect Up getaway! This inviting home in beautiful Suttons Bay offers a mix of comfort, fun, and relaxation — ideal for families, groups, or anyone looking to unwind by the water. Inside, you’ll find thoughtful amenities including Smart TVs with Roku, Amazon Prime Video, Disney+, HBO Max, and Netflix, plus a dedicated game room complete with air hockey and games for kids. The sunroom provides a bright, cozy space to read or relax, and the two-level deck offers beautiful views a

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!

Sandbar Cedar Cottage on Lake Leelanau

Guests fall in love with this thoughtfully updated, spacious, contemporary ranch with private frontage on Lake Leelanau in Cedar. The nearly 2 acre lot is set back off a private road, surrounded by tall hardwood trees, but there's plenty of sun for fun on the sandy bottom lake just steps away from the back deck and fire pit. Quick drives to Traverse City and beaches. UpNorth at its best for you and yours to enjoy year round. *ALL guests must be 25+ unless accompanied by a parent or guardian.

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.

Lake Leelanau Therapy-HotTub/FirePit/Ponds/AC

Embrace nature in the heart of Leelanau County, Michigan, just a stone's throw away from Traverse City, Leland, and Suttons Bay. Lake Leelanau Therapy is more than a house – it's an experience. This spacious 3,100 sq. ft. retreat style home which sleeps 14 is designed for those seeking the perfect blend of comfort and nature's serenity. The wrap-around deck provides plenty of entertaining space, overlooking the stocked fishing ponds fed by a natural artesian well and a 2 acre open yard.

Private BeachM22! wine country Amazing Fall Colors

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

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

Welcome to The Stone Cottage! This home is the perfect retreat for all seasons in Lake Leelanau, near Suttons Bay and Leland. The central location makes it the perfect place for outdoor adventures, quick access to the lake, close to several wineries, and walkable to coffee and food. Whether you want to take the kayaks to the narrows, cross-country ski the wineries, bike the tart trail, or just watch the leaves change in the backyard, this cozy place offers that and more.

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.

45 Degrees North Retreat - Bayside Loft

Enjoy year-round nature and activities that the Leelanau Peninsula offers! Boasting 25 wineries, oodles of walking and biking trails, and beautiful Michigan beaches, the Bayside Loft is 3 minutes from Suttons Bay and 20 minutes from Traverse City. This peaceful space has fast WiFi, view/sounds/access to the west arm of the Grand Traverse and Suttons Bays, seasonal access to our fire pit and two kayaks, boat mooring ball, games, and other TV entertainment options.

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.