Holiday rentals with a kayak in Kalkaska County

Serenity Shores on Lake Skegemog~ Boat, Ski & Sip!

Sunny skies, boating on the lake, powder days skiing the slopes, and crisp autumn days at the vineyards' harvest await 'Up North!' For a truly spectacular stay, book this spacious 4-bedroom, 2-bath house offering top-notch features like a waterfront location on Lake Skegemog, a private dock, and a well-appointed interior. Completing the package, the vacation rental lies within a quick drive of major destinations like Mt. Holiday, National Cherry Festival, and the Old Mission Peninsula Wine Trail

Hidden Pines Lakehouse

Welcome to our family’s beloved lakehouse on East Lakes—nestled on 12 secluded wooded acres with a private fishing lake. Enjoy peaceful mornings with the loons, stunning sunrise/sunset views, a large firepit, spacious deck, and private dock with kayaks. Recently renovated for guests to enjoy the same comfort and beauty we’ve cherished for over 50 years. Located off W Bear Lake Road between Grayling and Kalkaska with Bear and Cub lake 5 minutes down the road. 1.5 miles from ORV 79 & 76 trails.

Woods & Waters - Northwest Michigan - Lakefront!

Very large, cozy cottage on Little Twin Lake, which is one of the cleanest/clearest lakes in Michigan! The property is situated on a large wooded lot (over 1 acre). Located only 30-40 minutes from Traverse City, Boyne Mountain Resort, and Gaylord. 20 minutes from Torch Lake and Bellaire. 15 minutes from Shanty Creek Golf and Ski Resort. The location is great for 4 seasons of outdoor fun. The cottage includes a huge deck overlooking the lake, a large dock, 5 kayaks, a rowboat, and a pedal boat!

Classic Northern Michigan Cabin

Relax with the family or a group of hunting and fishing buddies. Just off Bear Lake and 5 minutes from the Manistee River. Loads of public land everywhere. Newly remodeled kitchen, living, and dining rooms 2024! Less than a mile from ATV/Snowmobile Trails, the Whistlepig Lodge boasts over an acre and a half to sprawl out and a super clean space to hang out or to just use as base camp for your outdoor adventures. Great restaurants within a mile and the town of Grayling is just 15 minutes away!

Game Room/Hot Tub/Pool Table/Lake Views!

🕹Game room w/ 4 Person Arcade Machine with over 5,000 Arcade Games, Pac Man & Nintendo WII 🎱Game room w/ Pool table and Darts 🚤 22 ft Sylvan Pontoon available for rent. Typically available Memorial Day Weekend-End of September (weather depending) 2026 Pontoon Pricing: $275/day, $1450/week *Must rent for entire duration of your stay* 🛶 3 Kayaks, 1 paddleboard included (available end of May-Mid September) 🏖 Public beach access (opposite side of lake. Can access via car, boat or kayak)

Cozy Private Lakefront Cottage with Private Dock

Escape to our newly renovated cottage on Crawford Lake! This peaceful getaway is perfect for families, offering modern comforts like central AC, WiFi, and a screened-in porch with stunning sunset views over the lake. Enjoy private lake access with a dock, sandy-bottom swimming area, kayaks, and bikes. Located moments from ORV/snowmobile trails, just down the road from floating adventures on the Manistee River, and a short drive to Traverse City. Your serene Northern Michigan getaway awaits!

North Blue Lake Escape - A Waterfront Oasis

Come stay away at N Blue Lake with over 50 ft of lake frontage & private dock, boat launch 1/4 mi from the property. Year-round fishing in abundance. Less than 1/4 mile to access Blue Bear Trails & Kalkaska Co. ORV and hiking trails. Visit nearby Hartwick Pines. We are also a short drive to Traverse City, or Schuss or Boyne Mountain for skiing or golfing to experience all things Pure Michigan! Other golfing and canoeing available within just 15 minutes. See more @up_northbluelakeescape !

Perch Lake Chalet

Hidden up in the north woods of Michigan, this quiet chalet is the perfect spot to unwind. Located on a no wake lake you can enjoy nature at its finest without all the sounds to distract you. The best feature of this space is the lakeside screened in porch, it is perfect for everything. Enjoy your coffee in the morning, open up your laptop and work remotely in the afternoon, and then enjoy a glass of wine with your dinner, all while looking at the lake and relaxing. Life at the lake.

Cozy Cabin on Manistee Lake

Escape to this charming cabin on beautiful Manistee Lake, where comfort meets outdoor adventure in every season. Whether you're looking for a peaceful retreat or action-packed getaway, this cozy cabin offers the perfect home base. Enjoy lake access, ideal for fishing, swimming, kayaking, boating and other water sports during the warmer months. During winter the area transforms into a cold weather playground with snowmobiling trails nearby and excellent ice fishing right on the lake.

The Cub Hill Chalet - Private Lakefront with Spa!

This is a beautiful, family and dog-friendly chalet on wonderfully pristine Cub Lake between Kalkaska and Grayling. The home features a huge multi-level deck with lakeview and a new year-round spa / hot tub on the deck with a view of the lake. Also includes private lakefront with a dock, raft, bonfire ring with chairs, 4 kayaks, 3 paddleboards, a canoe, and a pedal boat! Works both as a great family or small group vacation home as well as a wonderfully romantic getaway for couples!

2 Kayaks, 2 SUPs, Fire Pit, Safe Neighborhood

Escape to our little sliver of paradise! This 480 sf suite with private entrance is perfect for anyone traveling for work, leisure or just to get away. Hang out on your private deck or take a leisurely paddle around the lake, just a short 3 minute walk away. The suite is centrally located in Northern Michigan... only 30 min - 1 hr from Traverse City, Charlevoix, Petoskey, Gaylord, Grayling and Cadillac, making it the perfect home base for day trips to area attractions!

Lake Retreat w/ Hot Tub, Fire Pit + Game Room

• Lakefront on peaceful Perch Lake (no-wake, quiet & relaxing) • Hot tub + fire pit under the pines with twinkle lights ✨ • Screened-in deck with elevated lake views (bug-free mornings & evenings) • Spacious layout for groups with room to spread out + game room • Kayaks, paddle boards + private dock for easy lake access • Clean, modern interior with cozy “up north” charm ⭐ • Just 30 min from Traverse City