Family-friendly holiday rentals 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.

Morgan’s Cozy A-frame: near golf skiing & downtown

This A frame was built with character, it’s older charm will surely help you rest and relax. However, if you want a renovated space, this cabin is not for you. It’s clean, cozy, northern charm is perfect for the guest who wants to get away & spend some time close to nature. the cabin is minutes from snowmobiling, hiking, golfing, ski resorts, & Downtown Gaylord. More details on activities in the Welcome Binder. The cabins large U shape driveway perfect for hauling snowmobiles and trailers!

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.

Hephzibah’s Haven: Up North cabin with Lake Access

Hephzibah's Haven is a cozy A-frame cabin in the heart of Northern Michigan. It is nestled in a neighborhood of cabins by Otsego Lake. Despite the vintage decor, the cabin offers modern conveniences and a great kitchen! Regardless of which season and level of adventure you are seeking, you will find Hephzibah's Haven to be a great home-base for your time Up North. Guests will have access to Otsego Lake, and all of the Northern Michigan favorites are within 45 minutes to 1.5 hours away!

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!

The Bear Cub Aframe

We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Tiny Home- 5 min to Boyne Mountain- sleeps 5

Grandma Jo's Farm boasts a 310 square foot tiny home with a modern farmhouse flare! Thirteen acres of cherished family farmland and a unique space blending nature and simple living with the comforts of modern luxury. Grandma Jo's farm is conveniently located 5 minutes from Boyne Mountain and close to Northern Michigan's most visited attractions. With a fully stocked kitchen, extra linens, and kids activities, this retreat is the perfect escape for the stress free getaway you deserve.

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!

Cozy Nest Near Skiing

Great vacation spot! This cozy eclectic apartment is a three-minute walk from the charming village of Walloon Lake with its shopping, beach, and restaurants. This space comes with a full kitchen and work space. Situated on a quiet street. It is an ideal spot for two, however, there is a sleeper in the living room to accommodate two little ones. Our apartment is 12 minutes to Petoskey's gas light district, Boyne Mountain's skiing/waterpark, or Boyne City's popular farmer's market.

We have snow! Pet Friendly Resort Home

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

Boyne Basecamp for Adventure

Enjoy easy access to everything UP NORTH from this perfectly located home base. This 1 bedroom w/ queen size bed 1 full bathroom apartment and fully equipt kitchen. This location is ideal: 1.6 miles to Boyne Mountain, 6 miles to Boyne City downtown, 16 miles to Petoskey, 7 miles to Walloon Lake, and 5 miles to Thumb Lake. We welcome your well-behaved dog! Please read our fur friend guidelines. Occupancy is for 2 guests only please. Not handicapped accessible unfortunately.

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.