House holiday rentals in Otsego County

A vintage coffee maker in soft aqua color is placed on a patterned countertop, reflecting a cozy kitchen vibe. An antique car's rounded headlights are captured close-up, displaying vibrant yellow. A rustic wooden shelf is lined with neatly arranged books and a decorative item.

4.84 out of 5 average rating, 101 reviews

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!

A two-story cottage is showcased with expansive windows, offering ample natural light. Outdoor seating provides a comfortable gathering space, with a grill positioned nearby. Lush greenery surrounds the property, enhancing the lakeside view.

4.96 out of 5 average rating, 26 reviews

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.

A two-story lodge style home is framed by lush greenery, featuring a wraparound deck with a warm wooden railing. A private balcony is visible on the upper floor. The exterior showcases a combination of natural stone and wooden siding, complemented by expansive windows.

4.93 out of 5 average rating, 113 reviews

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.

A modern living area features a comfortable sofa and two wooden armchairs arranged on a patterned rug. A kitchen island with seating overlooks the space, and large windows provide natural light, illuminating the wood-paneled walls and floor.

5.0 out of 5 average rating, 100 reviews

Arch’s Hideaway on the trail Hot Tub!

Cozy,newly remodeled cabin. Great location. Close to everything Gaylord has offer. Belle iron trail, Snowmobile trail 7, Otsego Lake State Park all just across the street. Several golf courses within a few miles. Great restaurants just down the road. Bedroom 1 has a queen log bed. Bedroom 2 has a twin over full bunk bed. The back room has a queen hide a bed. Full kitchen with everything you need! A gas grill outside. Patio Private Hot Tub!! Convertible coffee table for a workspace.

A serene lake view reflects vibrant autumn foliage and trees along the shoreline. The calm water mirrors the colorful landscape, creating a peaceful atmosphere. Clear blue skies complement the natural scenery, enhancing the tranquil setting of Kassuba Lake.

4.94 out of 5 average rating, 158 reviews

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.

A spacious living area features a comfortable gray sectional sofa paired with a blue accent chair. A round coffee table sits center stage on a decorative area rug. A large mirror hangs on the wall, reflecting natural light, while a dining area with a table is visible in the background.

4.94 out of 5 average rating, 185 reviews

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

Superhost

4.8 out of 5 average rating, 223 reviews

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.

5.0 out of 5 average rating, 40 reviews

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

A contemporary chalet is surrounded by vibrant autumn foliage, showcasing a large deck with wooden railing. Steps lead from the deck to the forest floor, while large windows offer views of the tranquil woodland. The structure exudes a welcoming charm within its natural setting.

4.98 out of 5 average rating, 124 reviews

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.

An open kitchen and dining area features light wood paneling and modern finishes. A large island with wooden countertop is complemented by bar stools, while a dining table with chairs is positioned by windows allowing for natural light.

4.92 out of 5 average rating, 128 reviews

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

4.98 out of 5 average rating, 45 reviews

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.