Holiday rentals with a kayak in Leelanau County

HotTub/FirePit/Fishing/Ponds/AC/Near LakeLeelanau

At Lake Leelanau Therapy by Traverse City Getaway embrace nature in the heart of Leelanau County just a stone's throw away from Traverse City, Leland, & Suttons Bay. More than a house – it's an experience. This spacious 3,100 sq. ft. retreat style home sleeping 12 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 apartment, sandy beachfront on West Bay 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...

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!

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.

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

East Beach Cottage: Sandy | Secluded | 3 King Beds

🌊 Waterfront on Omena Point 🏡 Sleeps 9 with Cozy Gathering Spaces 🛶 Kayaks Included for Guests 🍷 Near Wineries, Villages & Trails 🌅 Stunning Sunrise on the Water Hosted by Catered Stays Rentals, this bayfront home offers breathtaking water views from expansive windows and a layout designed for families and friends to gather. Guests can launch provided kayaks right from the property and enjoy easy access to local wineries, charming villages, and outdoor adventures.

Modern West Bay Cabin

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.

Glen Arbor Waterfront Condo - Great Lakes 43

Come visit our peaceful retreat in Glen Arbor with stunning Lake Michigan views. Located in The Homestead Resort, enjoy our scenic riverfront location with beach access right outside your door. Our 3 bed / 2.5 bath unit accommodates 6 people with additional sofa bed if needed. We also have 2 kayaks for you to enjoy. Please review house rules before requesting a booking to make sure this property is the right choice for your group.

Riverfront Home with Sauna | 5 min to Glen Arbor

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.

Leelanau Charmer! 3 Mins to Beach + New Hot Tub

Private hot tub added May 2026! 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!

Lakefront Lodging - A Nature Lover's Delight!

The 'Classic King' at Sunrise Landing has a king bed in a simple, yet cozy studio space. Featuring vintage tongue and groove cedar walls, a sitting area, microwave, fridge, flat screen TV, and, of course, sits just a step away from a great view of the sun rising over our private beach on lake Michigan. (Please note: This is not a full kitchenette, just a mini fridge and microwave in the studio unit).

45 Degrees North Retreat - Bayside Loft

Enjoy bay views, beach access, kayaks, and wineries at the Bayside Loft. Close to 25+ wineries, trails, and beautiful beaches, it’s just 3 minutes from Suttons Bay and 20 from Traverse City. This peaceful second-floor loft offers fast WiFi, gorgeous water views, and seasonal access to kayaks, a fire pit, and a private mooring ball—your ideal Leelanau escape.