Holiday rentals with a pool in Gaylord

Snowmobile Waterfront Haven near Ski Resorts

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.

Hot Tub, Wood Stove, Close to Skiing, Trails, Snow

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!

Cozy Snowbelt Retreat: Snowmobile, Ski, Snowshoe

Experience a true Northern winter. On 5 wooded acres overlooking serene, Mallard Lake. Central to some of the best snowmobiling (ride from house), skiing (downhill & XC) snowshoeing, hiking & hunting. Plenty of space for your trailer & endless trails. Warm up at the clubhouse pool, sauna, or hot tub. Open layout & fully equipped kitchen are ideal for families, friends, or couples. Explore downtown Gaylord’s shops & restaurants. Your peaceful winter hideaway awaits. Construction crews welcome!

The Beige House in Lake Arrowhead

Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

Stunning Waterfront, Updated TC Condo with Pool!

Have this updated, waterfront condo be your home away from home while visiting the Traverse City area! This condo sits on East Bay with unobstructed views of the water. In the summer, hang poolside between exploring Traverse City hot spots. This condo offers one bedroom with a King bed with an additional queen sleeper sofa in the living room. Full kitchen is perfect for making up any meal and enjoying it on the balcony overlooking the water. Long day of hiking? Soak in the complex hot tub.

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

This 1 bedroom, 2 bed, 1 bath 605 sq. ft. condo sleeps 4 and is located in Summit Village. The condo features a full kitchen, wood burning fireplace, queen sleeper sofa, and private deck for stunning Lake Bellaire sunsets. Your stay includes access to the resort’s multiple indoor and outdoor pools and the indoor hot tub. Our condo is a short walk to the Summit Golf Course, Shanty Town and the Lakeview Restaurant. Staying here means you're right in the heart of Shanty Creek Resort!

We have snow! Pet Friendly Resort Home

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

70s Retro Escape | Hot Tub, Sauna & Arcade Games

Discover Time Capsule Tower, a 70s-inspired retreat minutes from Northern Michigan’s best golf, lakes, ski slopes, and snowmobile & trails. With 5 themed bedrooms plus a loft, 3 baths, and top amenities—hot tub, sauna, arcade, bumper pool, movie room, putting green, and fire pit—you’ll have endless ways to relax and play. Indoors, step into the 70's - Outdoors you can enjoy grilling, dining, and yard games, plus shared access to a community pool. Perfect for families and groups!

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.

Family ski-in & ski- out 4B/4B Disciples Ridge

Clean and waiting for you and your family and friends! Beautiful, quiet, ski-in/ski-out condo located right on Boyneland Run...walk or ski to everything ANY season. We love Boyne Mountain and can't wait to share our home with you. Our 4 bedroom/4 bathroom (sleeps 14+) condo/home is comfy, clean (smoke-free/pet free) and fully stocked so you relax from the minute you arrive! Comfy beds and a fireplace make it perfect for resting after a day of fun in Northern Michigan.

Shanty Creek | 2bd 2ba Adjoining Rooms | Ski-Golf

Welcome to the iconic Shanty Creek Resort! This ski and golf resort is unique as it is a three-resort experience in one. Shanty Creek offers hiking and snow sports in the Winter and hiking and golfing in the Summer. This ski-in/ski-out unit (located at the Amanda Haus, across from Ivans) combines two cozy, adjoining units that allow sleeping up to six guests. Each bedroom has a private bathroom. This four-season resort is the perfect place at any time of the year!