Holiday rentals with a kayak in Otsego County

4.95 out of 5 average rating, 147 reviews

Home in Gaylord

Kassuba Lake Retreat - Snow, Ski & Trails

We’re minutes from Treetops Ski Resort and the snowmobile trail sits right at the end of our road! This central air-conditioned lakefront ranch overlooks Kassuba Lake, sleeps 6, and features 2 cozy bedrooms, 1 bath, a full kitchen and a spacious living/dining area. Bedroom one has a king bed; bedroom two has two twin-over-full bunks. Large windows bring in natural light, and the kitchen is fully stocked with cookware and dinnerware. Enjoy a 58" Smart TV, HDMI gaming hookup, DVD player, and WiFi.

4.85 out of 5 average rating, 128 reviews

A serene winter view showcases a snow-covered lakeside setting. A circular fire pit is surrounded by wooden chairs, while snow-draped trees reflect on the still water. A small dock is partially visible in the distance, enhancing the tranquil atmosphere.

Home in Gaylord

Snowmobile/ Ski Waterfront Haven | Private Hot tub

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin, private hot tub tucked in the heart of Lake Arrowhead — a peaceful, private 640 acre community perfect for year round getaways. This beautiful all sports lake includes fishing, swimming, kayaking, etc. LA is always known for its adventurous trails for SxS & snowmobiles. We are conveniently located within 20-60 minute drive from various skiing resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

Superhost

An aerial view captures the cottage surrounded by vibrant autumn foliage, with the tranquil lake reflecting colorful trees. The peaceful water is dotted with islands, enhancing the picturesque landscape, inviting outdoor exploration and relaxation.

Cottage in Gaylord

4.89 out of 5 average rating, 114 reviews

Iconic 5Bd Lakefront Cottage w Hot tub & Kayaks

Large family-friendly luxurious cottage sitting right on the shores of private Five Lakes w/ all seasons breathtaking views & clear water. Enjoy swimming, fishing, kayaking, and ice fishing on-site. Minutes from downtown attractions, golf resorts, snowmobiling, snowshoeing, and a short drive to Boyne Mountain Ski Resort & up north attractions. Cozy bedrooms, modern kitchen, dining room, comfortable living room, large deck, fire pit, gas grill, Billiard table & HOT TUB with gorgeous lake viewing.

Superhost

A two-story cottage is showcased with expansive windows, offering ample natural light. Outdoor seating provides a comfortable gathering space, with a grill positioned nearby. Lush greenery surrounds the property, enhancing the lakeside view.

Home in Gaylord

4.88 out of 5 average rating, 8 reviews

Ann's Cozy Cottage

Welcome to Anni’s Cozy Cottage, a lakeside retreat nestled on beautiful Otsego Lake, Gaylord, MI. This charming getaway is perfect for every season — whether you're looking to fish from the dock, enjoy morning coffee with lake views, or hit the nearby slopes in winter. Step outside and onto the snowmobile/bike trail for year-round adventure. Enjoy boating, swimming, fishing, golf, snowmobiling and skiing. Anni’s Cozy Cottage offers the perfect blend of comfort, convenience, and Up North charm.

A cozy living area features wooden beams and large windows that provide expansive views of the lake. Comfortable seating includes a sectional sofa and two armchairs. A wood-burning stove is positioned centrally, accompanied by a natural wood coffee table and light-colored area rug.

5 out of 5 average rating, 101 reviews

*Sunrise Vista*Lakefront/Hot Tub/Near Skiing/Games

Sunrise Vista is a family-friendly destination located on all-sports Otsego Lake. Our newly-updated and professionally decorated home is located less than 15 minutes away from nearby skiing (Treetops and Otsego), and approximately 30 minutes from Boyne and Schuss. Access snowmobile and ATV trails just across the lake! Enjoy the hot tub and views of the sunrise over the lake year-round with kayaks and swimming in the lake during the summer months. There’s something for everyone at Sunrise Vista!

4.97 out of 5 average rating, 154 reviews

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

Hot Tub, Wood Stove, Close to Skiing, Trails, Snow

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

An outdoor fire pit area is surrounded by a circular stone pathway, featuring four Adirondack chairs arranged for seating. In the background, the multi-level cabin is visible, with a green metal roof and a small balcony, amidst a natural wooded setting.

4.96 out of 5 average rating, 191 reviews

Big Lake Cabin W Hot Tub/ Kayaks/PngPong/Cable/HBO

The "Sunshine Cabin" enjoys ample natural sun year around from its lofty position up in the trees. The large picture window overlooking Big Lake provides a birds eye view (partial view) of both the canopy and lake. This 81’ deep lake has an island and home to many types of fish that's why we brought fishing/recreational kayaks for our guests. The boat launch access is just 1.6 miles from the sunshine cabin. The cabin is secluded on 1.45 acres of trees. The place has 18 stairs to the 2nd floor.

4.91 out of 5 average rating, 216 reviews

Happy Trails Haus, Cozy Lakeview Cabin

Step into natures playground in Gaylord Michigan. This three bedroom one bath cabin is located steps to beautiful Otsego lake with access across the street where you can swim, fish or try out kayaking! With a cozy up north cabin feel you also have the amenities of home with Wi-Fi for streaming, a full kitchen, washer & dryer, and downtown Gaylord just a 9 minute drive away! There is an abundance of golf courses close by with some just up the road: Michaywe Pines, The Ridge, and The Loon!

An early autumn scene captures vibrant red and orange leaves on tall trees beside a peaceful lake. A cottage with a welcoming facade is visible, alongside a wooden deck and swing set. An American flag gently flutters against a clear blue sky.

4.78 out of 5 average rating, 112 reviews

Cottage 7 on Heart Lake - Fresh Reno, Amazing View

Fresh remodel - May 2025! Welcome to Cottage 7 on Heart Lake. This has 1 bed/1 bath accommodating up to 2 guests. The cottage includes a full kitchen stocked with all cookware, silverware, and dining utensils. In the summer guests will have access to shared kayaks, canoes, paddle boards, water trampoline, swim platform, and bonfire pit. In the winter, guests can access Trail 7, directly across the road, for snowmobile season. It's the perfect place for your northern Michigan getaway!

4.98 out of 5 average rating, 152 reviews

Chalet in Johannesburg

MCM A-Frame | HOT TUB | Skiing | Snowmobiling

Haven in the Wood is a mid-century A-frame nestled in a lake community right across the street from a private all-sports lake. This recently renovated cabin features an open concept floor plan and boasts a modern-rustic aesthetic. The cabin resides in the heart of northern Michigan with proximity to many golf and ski resorts, nature and snowmobile trails, lakes and state parks. Listen to records, have a bonfire, relax in the hot tub, or take a walk along the beautiful Lake Louise!

4.96 out of 5 average rating, 241 reviews

Chalet in Gaylord

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.