House holiday rentals in Otsego County

Retro Retreat right on Main Street Gaylord!

Make some memories at this unique and family-friendly home. This Retro vibe makes you feel like you are visiting Grandmas, especially with all the fun to be had! Not only is it close to all the down town action but it is less than a mile from 500 miles of snowmobile and bike trails spanning 8 counties. Ostego golf club and skiing is less than a mile away. Treetops resort is 7 miles, Boyne mountain and 20 plus golf courses within 30 minutes. Ostego Lake and Burt Lake are all less than 30 minutes!

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.

Anni'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.

Beautiful Sonshine Corner

Escape to serenity in this rental home located in the countryside less than two miles from Treetops and Otsego Resort, both offering premier skiing and golf. It is also walking distance from Sonshine Barn Wedding & Event Center, and has a three-mile access to shopping and restaurants. Includes: - Grill - Horse shoes - Ping pong table - Pool table - Fully stocked kitchen - Washer & dryer - Attached garage - Heat & A/C - Back deck with furniture - Bonfire pit with chairs and wood provided

Ski~Golf Resorts*HotTub*Game Room*King bed

**Message us for 5% off stays 3 days or longer Jan~April** Welcome to your stylish and comfy Up North retreat 5 minutes from downtown Gaylord. SNOWMOBILERS: the Iron Belle Trail is only a quarter mile from the house. 15 minutes to Treetops and Otsego resorts and only 30 minutes to Boyne Mountain and Nub's Knob. Close to many ski resorts, snowmobile trails, the Pigeon & Sturgeon Rivers and the Pigeon River Country. End your days with a campfire under the stars and a dip in the hot tub.

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.

Escape to Your Modern Cabin Retreat - Royal North

Looking for the perfect balance of secluded nature and convenient location? This newly renovated 2-bedroom cabin offers a cozy-yet-modern getaway on nearly 10 acres of private woods. Just 10 minutes from downtown Otsego and Treetops Resort, you’ll have easy access to skiing, hiking, golf, lakes, and year-round outdoor adventures. Whether you’re planning a romantic couple’s escape, a family trip, or a group getaway, this stylish cabin is designed for comfort and relaxation.

The Gaylord Getaway

You'll feel right at home at our Gaylord getaway. We are centrally located to many Michigan destinations, minutes from award-winning golf courses, downtown Gaylord, ski resorts, snowmobile trails, and Otsego Lake! We have a cozy spot to relax after a day of northern Michigan fun in any season! Traverse City, Boyne, and Mackinac City/Island can all be reached within about an hour's drive! Spend the day exploring and come back to relax in the hot tub or by the fire.

Kassuba Lake Retreat - Snow, Ski & Trails

Just minutes from Treetops Ski Resort, with snowmobile trails at the end of the road, our cozy lakefront ranch overlooks peaceful Kassuba Lake and sleeps six. Inside you’ll find a king bedroom, a bunk room with two twin-over-full bunks, a full bath, and a fully stocked kitchen. Large windows fill the space with natural light. After a day of adventure, relax with a 58" Smart TV, HDMI hookup, DVD player, and WiFi - perfect for a four-season Up North getaway.

The Guest House

Welcome to the Guest House, come and enjoy our charming Alpine Village, walk to our lively downtown, and enjoy our beautiful Up North Community. The Guest House is located on Main Street, within walking distance of Downtown, and just around the corner from multiple golfing and skiing resorts. The home features 2 bedrooms, with a great room off the dining room. Sleeps 8 comfortably, enjoy your stay while you play and explore Northern Michigan.

Stylish Ski Retreat

Cozy ski retreat near Gaylord, perfect for winter getaways. This remodeled 3BR, 2.5-bath home offers warmth, comfort, and space to relax after a day on the slopes. Located just minutes from Treetops Resort and Otsego Resort, enjoy skiing, tubing, and nearby outdoor activities. Unwind by the fireplace, gather around the private fire pit, or relax in a quiet country setting close to town. Ideal for families or small groups looking to recharge.

Sixth Street Stay

Charming 3BR, 1BA home a few blocks from downtown Gaylord! Walk to shops, restaurants, and events. Perfect for families, groups, or wedding guests. Features a full kitchen, comfy living space, TV, Wi-Fi, and free parking. Minutes to Treetops, Otsego Resort, and close to Sunshine Barn & Sojourn wedding venues. The perfect base for your Northern Michigan adventure.