Vacation 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!

Lime Lake Therapy-HotTub/PingPong/Private Dock/AC

Quintessential up north cabin beautifully situated on a private hilltop setting with stunning lake views. Immaculate with soaring ceilings, open floor plan, & solid surface counters. Main floor master bedroom suite overlooking the sparkling blue waters of Lime Lake. Front porch and covered lakeside deck for enjoying nature and gorgeous water views. Private frontage across the street with a NEW dock, fire pit and picnic area. Pure, beautiful Leelanau at its best! 39 min. to ski Crystal Mt.!

Private BeachM22! Close to wineries and skiing!

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

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

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.

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

🌊 Private Lakefront Modern Chalet 🧘 6-Person Barrel Sauna for Relaxation 🚤 Paddleboards & Kayaks Included 🔥 Cozy Lounge with Fireplace & Pool Table 📍 15 Mins to Sleeping Bear, 20 to TC Hosted by Catered Stays Rentals, we create the ideal guest experience. Enjoy seasonal kayaks and paddleboards (May–Sept) along with cozy spaces to relax inside and out. Perfect for families and friends to unwind and make memories.

Omena Point Paradise | Waterfront | Sunrise |

Welcome to your peaceful Omena Bay retreat - a cozy waterfront escape for families and small groups seeking quiet northern Michigan charm. - Sleeps 6 | 3 bedrooms | 4 beds | 1 bath - Waterfront w/ Beach access - Beachfront & scenic bay views - Fire pit, BBQ grill & screened porch - Kayak available June to September - Kitchen, Wifi - 2 Mbps & self check-in - Pet-friendly ($100 per pet fee, negotiable for short stays)

Lake Leelanau: The Story Cottage

Welcome to the Story Cottage on beautiful Lake Leelanau! Create your own story at our 2 bedroom, 2 bathroom lake house. Enjoy sunset views from the screen porch, relax in the lakeside hammock, and roast s’mores in the fire pit under northern Michigan’s night sky. Located on 150 ft of waterfront + 1.6 private wooded acres on south Lake Leelanau, it's the perfect location nestled in the heart of Leelanau County.