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!

Bonfire Holler (between Grayling and Gaylord)

Live your life by a compass not a clock. Find your way to Bonfire Holler where you can unplug and relax. Cozy cabin on 20 acres(occasional neighbor across road) where you can enjoy snowmobiling in Grayling/Gaylord area or ATV riding in the Frederic area. Just minutes from Hartwick Pines State Park or Forbush Corner for hiking, snowshoeing and cross country skiing. 20 minute drive from treetops resort in Gaylord. Camp Grayling (near I-75) holds occasional trainings see their FB for schedules.

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!

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.

Timber Valley Chalet Ask about seasonal discounts

Timber Valley Chalet provides 4 seasons of rest, relaxation and outdoor fun. 3 bd/2ba +basement to sleep 14 . 5G wifi, full kitchen, fireplace, deck, firepit, backyard that opens up to the woods...everything you need. Easy access to all outdoor activities: ski (downhill & x-country), golf, snowmobile, fish, hunt, hike, bike, boat, swim, atv, snowshoe, ice skate...all in Gaylord. Centrally located in the top of the Mitt, we are also an easy drive to much of northern Michigan.

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.

Cozy Cottage on the Lake.

Cozy Cottage on Five Lakes. Close to the expressway , snowmobile trails and downtown Gaylord. Fully stocked kitchen, fireplace, high speed internet and a smart TV so you can stream your favorite shows or just watch Netflix . Bring your kayaks and your fishing poles - nice deck to watch the sunset. Dogs are welcome for an additional one time fee of $35.00. There is no fence and because this house is on the lake dogs and children must be watched at all times.