Holiday rentals with a kayak in Leelanau County

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Top-rated Accommodation with a Kayak in Leelanau County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A vibrant planter filled with pink and yellow flowers is positioned near the sandy beach. The background features a calm lake with a sailboat in the distance, framed by a clear blue sky and lush greenery.

Apartment in Traverse City

4.98 out of 5 average rating, 305 reviews

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...

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Guest favourite

A kitchenette area is featured with a wooden countertop and a brass faucet above a stainless-steel sink. Glassware is arranged on an open shelf, while the wall shows a white wood panel design. A door is visible in the background.

Hotel room in Traverse City

4.89 out of 5 average rating, 150 reviews

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!

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Guest favourite

The beachfront area displays a well-structured terrace overlooking the water, featuring an outdoor bar with seating. A cozy lounge space is furnished with comfortable seating, and a striking blue chair adds a pop of color. The pathway leads to a sandy beach area.

Cottage in Traverse City

4.89 out of 5 average rating, 72 reviews

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.

Outdoor spacesLocationLayout

Top Guest favourite

The cabin's exterior showcases beautiful log architecture, surrounded by lush greenery. A spacious front porch invites relaxation, while the private hilltop setting offers scenic lake views. The manicured lawn extends towards the water's edge, providing a serene natural environment.

Cabin in Maple City

4.97 out of 5 average rating, 304 reviews

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.!

ValueOutdoor spacesBeach

Guest favourite

Cottage in Suttons Bay

4.89 out of 5 average rating, 166 reviews

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

ValueOutdoor spacesQuiet

Guest favourite

Cabin in Traverse City

4.96 out of 5 average rating, 140 reviews

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.

ValueOutdoor spacesSkiing

Top Guest favourite

A cozy living area is presented with a wood-burning fireplace set within a stone surround. A gray sofa and two armchairs are arranged around a wooden coffee table, with a soft area rug anchoring the space. Light enters through large windows, enhancing the room's brightness.

Cottage in Maple City

4.99 out of 5 average rating, 74 reviews

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.

LocationOutdoor spacesAmenities

Top Guest favourite

Home in Glen Arbor

5.0 out of 5 average rating, 7 reviews

Vacationland | Fisher Lake Cottage + Big Glen

Waking up to still water with a mountain-like view across the lake. This designer-renovated ranch sits on 100ft of pristine Fisher Lake — connecting directly to Big Glen Lake. Reclaimed tamarack barn floors, a screened pavilion with wood-burning fireplace, private dock, and kayaks included. Minutes from Glen Arbor, Sleeping Bear Dunes, and the Crystal River paddle. This is Northern Michigan at its best. Welcome to Vacationland.

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Guest favourite

Aerial view of a modern chalet surrounded by lush greenery, with a distinctive orange roof. The tranquil Garey Lake reflects the sky, while trees provide a natural border along the shoreline, offering a serene setting in the heart of nature.

Chalet in Empire

4.94 out of 5 average rating, 166 reviews

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.

ValueOutdoor spacesCheck-in

Top Guest favourite

A serene view of Lake Michigan during sunset is displayed, with the sky painted in warm hues of orange and pink. Several adirondack chairs are positioned on a grassy area, facing the tranquil water, inviting relaxation and contemplation.

Guest suite in Northport

4.93 out of 5 average rating, 245 reviews

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).

Outdoor spacesLocationCleanliness

Guest favourite

A calm lake scene is depicted, showcasing gentle ripples reflecting the blue sky and white clouds. A wooden dock extends over the water, with two kayaks positioned neatly. Lush greenery frames the view, enhancing the tranquil setting.

Loft in Suttons Bay

4.97 out of 5 average rating, 118 reviews

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 spacesLocationKitchen

Guest favourite

A welcoming outdoor space features a fire pit surrounded by four white adirondack chairs. The home is set back with a spacious porch and surrounded by trees, providing a serene atmosphere. A picnic table is visible in the grassy yard, enhancing opportunities for outdoor gatherings.

Cottage in Traverse City

4.94 out of 5 average rating, 16 reviews

Eagles Point: Lakeside Retreat with Private Docks

Looking for the perfect vacation rental to explore Traverse City? Then you’ve found it! Eagle’s Point Retreat is situated on 1000 ft of pristine Lake Leelanau frontage and on 1 acre of secluded lands. Enjoy the incredible views of Lake Leelanau from throughout the home. Walk out 50' and relax on our sand beach.

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