Vacation 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, volleyball net, and much more!

Lone Pine Cottage on Little Glen Lake

Two bedroom vacation home/cottage located on Little Glen Lake. Nicely updated space with brand new bathroom and flooring throughout. Home has DirecTV, wifi, and gorgeous views of one of the most beautiful lakes in America. 100 feet of private sandy frontage with dock. Comfortable patio seating on the deck overlooking the lake. Guests are welcome to use the two kayaks and canoe. Fire pit located by the shore. Across the street from Sleeping Bear Dunes National Lakeshore and its endless trails.

JOLLI-LODGE~Beach Resort Leland

THE MASTER STUDIO is one of over 20 rental units at the Jolli-Lodge, a family-run resort since 1956. Nestled in the forest near Leland, on the largest private Lake Michigan access in the area, guests enjoy the beach, tranquil property, free kayaks, paddle boards, and bicycles. Jolli-Lodge is the original Leelanau resort with laid-back, up-north style. No extra charge for weekly s’more roasts, beach bonfires or magnificent sunsets! THE MASTER STUDIO is now available for reservations all year!

Lakefront gem in Sleeping Bear Dunes Lakeshore

Situated on quiet Little Traverse Lake, Low Owl has 115 ft of private shoreline. ✦ Use our two kayaks and two paddle boards to enjoy Little Traverse lake. ✦ Walk across the street and hike in the Sleeping Bear Dunes National Lakeshore to the Good Harbor Bay through an enchanting forest. ✦ Hop on your bikes and take the Heritage Bike Trail all the way to Glen Arbor. Mid-way between Glen Arbor and Leeland, you are close to amenities and all of the natural beauty of Leelanau County.

Private Beach-M-22! Heart of wine country

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

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!

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.

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.