Vacation rentals with a kayak in Leelanau County

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...

Value · Location · Hospitality

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

Location · Outdoor spaces · Grill

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!

Value · Location · Hospitality

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.

Location · Value · Pets

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.!

Value · Location · Accuracy

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

Outdoor spaces · Value · Indoor spaces

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.

Outdoor spaces · Value · Decor

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.

Location · Outdoor spaces · Indoor spaces

Cottage #2-Traverse City

The largest of our four tiny cottages, Cottage #2 offers extra space, comfort, and stunning views of West Grand Traverse Bay—right from your own patio area. This cottage comfortably sleeps up to six guests, featuring a queen-size bed in a private bedroom, plus a full-size sofa bed and an additional queen-size sofa bed. Inside, you’ll find a full kitchen for convenient meals and a modern bathroom with a step-in shower.

Location · Outdoor spaces · Condition

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.

Location · Value · View

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).

Location · Outdoor spaces · Access

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.

Outdoor spaces · Location · Beach