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!

Value · Family · Nearby

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.

Location · Family · Nearby

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 · Location · Hospitality

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.

Value · Location · Cleanliness

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

Location · Family · Kitchen

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.

Value · Family · Heating

Golf | A-Frame | Hot Tub | Sauna | 2 King Beds

Sunshine Chalet Gaylord is a Charming A-Frame ski haus featuring treehouse views. Just minutes from Otsego Resort, Treetops Resort, and a short drive to Boyne Mountain, this is the perfect location for winter enthusiasts or golf retreats. Charming downtown Gaylord's restaurants, pubs, and shopping is just around the corner. Experience a true up-north stay with valley views, and; *Hot Tub *Sauna *Double Decks *Fire Pit *Fire Table *Gas Grill & Charcoal Grill *Coffee Bar *Hammock

Value · Location · Indoor spaces

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.

Value · Family · Kitchen

Spacious 3 BR Home Near Downtown and Golf Resorts

Enjoy your Gaylord getaway at this cozy downtown home! The location doesn't get better as you are a few minute walk to Gaylord's best dining and shops and a quick drive to some of the best skiing and golfing in northern Michigan. This 3-bed home is freshly renovated with updated appliances, new furniture, and a cozy living/dining room for entertainment. - 5 miles from Treetops Resort - 1 mile from Otsego Resort - 3 blocks from downtown Gaylord - 1000 ft from snowmobile trails.

Family · Value · Comfort

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.

Value · Family · Bathroom

Charming 3 bedroom House Gaylord, near Otsego Lake

Your family will be close to everything when you stay at this centrally-located place. This three bedroom, two bathroom house is close to trail heads, Otsego lake and the town of Gaylord. there is plenty to do here all year long. It has a two car garage and lots of parking available for extra cars, bikes, snowmobiles, etc. The house has a big kitchen and dining area that is great for family and entertaining.

Location · Value · Sleep quality

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

Welcome to your stylish and comfy Up North retreat 5 minutes from downtown Gaylord. 15 minutes to Treetops and Otsego resorts and only 30 minutes to Boyne Mountain and Nub's Knob. Less than an hour from Mackinaw City. 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.

Family · Value · Outdoor spaces