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, 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.

AfterDuneDelight:5BR Home, River, Kayaks, Beaches.

🏞️ Perfect Location – 3-minute drive to Downtown Glen Arbor, 11 minutes to Sleeping Bear Dunes, and 8 minutes to Glen Lake Beach Park! 🚤 Riverfront Fun – Enjoy kayaking on Crystal River and float to downtown Glen Arbor or Lake Michigan beach. 🍳 Two Fully Equipped Kitchens – Yes, there are 2! 🐾 Pet-Friendly – Bring up to 2 dogs (pet fee applies) and enjoy the riverfront views. 🏡 Spacious & Cozy – 5 bedrooms, 2.5 baths, and room for up to 13 guests, perfect for family getaways and groups!

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!

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!

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.

BeaverTales - a Beaver Island lake front cottage

Welcome to BeaverTales, your private lakefront getaway. 153' of Lake Michigan shore, with a cozy interior. Very private, with a single cottage barely visible to the south, and endless unspoiled beach to the north. Walk or bike to Lake Geneserath or Beaver Head Light. Gas grill, charcoal grill, well-equipped kitchen with staples. Well behaved dogs are welcome. You will enjoy beautiful sunrises, preparing you for each day of fun on Beaver Island.