Family-friendly holiday rentals in Gaylord

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.

Family · Kitchen · Long stay

Stunning Cabin - Arcade & Pickleball - sleeps 13

Welcome to Porcupine Lodge, relax with the family or enjoy some time away with your friends! Located 1 mile into Michaywé golf community and 12 minutes from Downtown Gaylord, our cottage provides ample privacy with empty lots on both sides, but easy access to 17 golf courses, 2 ski resorts, miles of snow mobile trails, along with dozens of bars and restaurants. Enjoy the multiple entertaining areas, brand new kitchen, natural gas grill and the Michaywé indoor/outdoor pools, hot tub and sauna.

Family · Kitchen · View

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

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!

Kitchen · Family · Pool

Kassuba Lake Retreat

Just minutes from Treetops Golf Resort, with hiking trails, fishing, & outdoor recreation nearby, our air conditioned lakefront ranch overlooks peaceful Kassuba Lake & sleeps six. Inside you'll find a king bedroom, a bunk room with two twin-over-full bunks, a full bath, and a stocked kitchen. Large windows fill the space with natural light. After a day of golfing, swimming, boating, or exploring, relax with a 58" Smart TV, HDMI hookup, DVD player & WiFi-perfect for a 4 season Up North getaway.

Indoor spaces · Family · Nearby

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!

Indoor spaces · Family · Decor

Happy Trails Haus, Lakeview Cabin for Fall Colors

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!

Kitchen · Family · Quiet

Cottage 7 | Cozy Cabin for Two on the Lake

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!

Family · Indoor spaces · Parking

The Main House

Welcome to The Main House. Location is everything when it comes to getting around Northern Michigan. Centrally located in Gaylord, quick access to local golf/ski resorts, short drive to many up north tourist activities, and even perfectly located in our Alpine Village. Walk to downtown and enjoy Gaylord's night life. Tastefully updated 5 bedroom home perfect for large groups and families. Enjoy our outdoor spaces as well, fenced back yard, large porches and beautiful flowers.

Indoor spaces · Kitchen · TV

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.

Indoor spaces · Family · Barbecue

True Nature Lodge | 10 Acres | Hot Tub | Groups

Private log-and-stone lodge on 10 secluded acres, 15 minutes from downtown Gaylord, Treetops golf course, and Otsego Resort and ski slopes. Ideal for groups, wedding guests, reunions, ski trips, ORV weekends, couples, families, and peaceful retreats. Sleeps 20, with hot tub, huge private yard, pond and stream, wide wooded trails, unique games and activities inside, and a fun, relaxing up-north feel. Weddings and family reunions welcome with prior approval. No ‘parties’.

Family · Indoor spaces · Outdoor spaces

Bear’s Den ~ Hot Tub, Kayaks, Skiing, Pet & 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.

Indoor spaces · Kitchen · Hospitality

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.

Kitchen · Indoor spaces · Cleanliness