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...

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/Ski

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.!

Northern MI Escapes: House with Private Beach

Spacious and cozy home to vacation with your family or friends that is out of the hustle and bustle of town but close to it all! A 12 minute drive to downtown Traverse City and 9 minute drive to Suttons Bay. With ample space you can enjoy the breath taking views of Lake Michigan in Grand Traverse West Bay. Includes: fully stocked gourmet kitchen, pool table, private beach located directly across the road, beach chairs, towels, umbrella, cooler, and paddleboard. License #2026-13

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

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.

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.

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, friends, or pets to unwind and make memories.

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.

Glenview Hideaway - located on Little Glen Lake

Welcome to Glenview Hideaway—your peaceful escape on Little Glen Lake. This charming red cottage blends original character with modern comfort. Enjoy a private dock, fire pit, kayak, and paddleboard. Perfect for relaxing, swimming, or exploring nearby Sleeping Bear Dunes. A cozy lakefront retreat for families, couples, and friends alike!