Holiday rentals with a pool 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.

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

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!

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.

5 Star Gem - 2 King, 4 Queen, 2 Double + 3 Air Bed

Spacious "Up North" ski & golf retreat located in the hidden gem Otsego Resort. Guests enjoy a gorgeous sunset view across three fairways from the great room and elevated deck. Custom lodge style walkout basement with rec room, gas fireplace, full bar, pool table, large flat screen TV & USB surround sound system and outdoor patio! Perfect for everyone in your group to have fun on 3 full floors! Play pickleball in our driveway and walk to resort restaurants, bars & amenities, or bike downtown!

Fall Colors, Lake Views | Northern MI Chalet

Experience fall in Northern Michigan from this cozy chalet on 5 wooded acres overlooking peaceful Mallard Lake with a private beach. Enjoy spectacular fall colors, hunting, hiking, golf, kayaking, fishing, biking & ATV adventures. Centrally located near Gaylord and Northern Michigan’s top attractions, shops & dining. Relax by the lake, gather in the open living space, or unwind under the stars. Fully equipped kitchen, kayaks onsite & room for trailers. Construction crews welcome! Trailers fit!

Fallen Timbers Cottage 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!

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

6BR Gaylord Lodge | Hot Tub, Glass Views & Game Rm

Experience winter at The Northern Fox Lodge! This 6BR/3BA estate is the ultimate basecamp for snowmobiling, skiing at Otsego Resort, Treetops & Boyne, and snowshoeing serene trails. After a day in the snow, soak in the private hot tub, challenge friends in the deluxe game room, or take in snowy course views through the dramatic floor-to-ceiling glass wall. Features a fully stocked kitchen, fast Wi-Fi, easy trailer parking, and seamless self-check-in. Book your Gaylord winter getaway today!

Ski/Golf Cozy 4B2B Log Cabin Inside Otsego Resort

Experience rustic elegance with easy access to chairlifts and tubing at this charming spacious cabin in the Otsego Club Resort. This beautiful three-story log cabin features log accents throughout, a well stocked kitchen, a fully finished walk-out lower level and year around easy access to all your favorite Up North adventures. Otsego is the perfect place to snow ski, tube, snowboard and snowshoe during the winter. In the warmer months, it's home to championship golf and an outdoor Pool.

Resort Home Pet friendly!

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.

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.

DownHill- Studio: Pool: Lake: Golf

Downhill is a studio condo outfitted with a Queen bed and a twin pull out sofa. The white hotel linens are provided during your stay as well as bath towels, wash clothes, and hand towels. You will also find the kithenette stocked with items to prep a quick meal. There are dishes for 4, cups, plates, bowls and silverware and a compact refigerator. This is the smaller lock off condo which is part of Hilltop (sleeps 10). Ask about our other rentals should you need more space