House holiday rentals in Gaylord

Lakefront Cottage for SidexSide & Golf Enthusiasts

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.

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.

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.

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek. A one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

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

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

Retro 70s Retreat | Hot Tub, Sauna + Arcade

Welcome to Time Capsule Tower — a fully remodeled retro 70s retreat in Gaylord's Michaywe community. Inside: hot tub, sauna, arcade, bumper pool, movie room with surround sound, putting green, and three distinct hangout spaces for when the group needs to spread out. Michaywe guests also get access to the year-round community pool. 15 min to Treetops Resort, 45 min to Boyne Mountain — skiing, golf, and snowmobile trails all within reach. Plus exclusive local golf and rental perks.

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.

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.

Secluded Hot Tub Hide-A-Way Retreat

Kick back and relax in this calm, stylish space. Very secluded on 6 private Acres. Relax around a camp fire in the evening or listen to the birds in the morning (you can often hear the loons early in the morning). This was built new in spring of 2025 and ready for your up north experience. Just 3 miles from Bellaire, 6 miles from Schuss Mountain for golf and skiing. 45 minutes from Traverse City and Petoskey. The perfect launching point for all NW Michigan has to offer.

Golf Lover's Cottage

Welcome to Cottage on Five! Our home is in the perfect location for an up north getaway. Located on the Lakes course, we are just 10 Treetops and within 15 minutes from more than 10 other courses. Enjoy beautiful hikes, canoe the AuSable, or just chill at the beach at Otsego State Park. Nearby rental options for boats and side by sides. Relax in the party barn with a drink and a game after a long day outside. Less than 10 mins from Gaylord's Alpine Village!