Holiday rentals with a pool in Otsego County

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.

4.92 out of 5 average rating, 89 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.

5 out of 5 average rating, 48 reviews

A spacious exterior view of a multi-level home featuring a warm stone fireplace and a wrap-around deck. Comfortable outdoor furniture is set on the deck, surrounded by well-maintained greenery and landscaped areas.

Holiday home in Gaylord

Largest 6-Bdrm Townhouse at the Otsego Resort

Spacious "Up North" ski & golf retreat located in the hidden gem Otsego Resort. Situated at the end of Logmark Trail, guests enjoy private & gorgeous sunset views across three fairways from the great room & elevated wrap-around deck. Custom lodge style walkout basement with rec room, gas fireplace, full bar, pool table, large flat screen TV & USB surround sound system! Perfect for everyone in your group to have fun on 3 full floors! Walk to resort restaurants, bars & amenities or bike downtown!

4.97 out of 5 average rating, 151 reviews

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

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!

4.85 out of 5 average rating, 128 reviews

A serene winter view showcases a snow-covered lakeside setting. A circular fire pit is surrounded by wooden chairs, while snow-draped trees reflect on the still water. A small dock is partially visible in the distance, enhancing the tranquil atmosphere.

Chalet in Gaylord

Hot Tub, Near Ski Resorts & Snowmobile Trails

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin 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 & snowboarding resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

4.88 out of 5 average rating, 41 reviews

Cozy Snowbelt Retreat: Ski, Sled, Hike and Hunt!

Over 200” of Snow Last Winter! Experience a true Northern MI winter. On 5 wooded acres overlooking serene, Mallard Lake. Central to some of the best skiing, snowmobiling, 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!

4.94 out of 5 average rating, 35 reviews

A cabin stands amidst trees in a quiet landscape, illuminated by warm lights against a backdrop of a snow-covered field. The serene evening sky features soft hues of blue and pink, while the surrounding landscape remains peaceful and unobtrusive.

Cabin in Gaylord

Ski & Tee Cabin at Otsego

Overlooking the first fairway of The Classic golf course at Otsego Club and Resort, the Ski and Tee Cabin offers one of the most central locations to the championship golf courses that make up Gaylord's Golf Mecca. Enjoy the expanded space of a 4-bedroom house with three levels of living space within walking distance of all Otsego has to offer—including 4 restaurants, an outdoor pool, and The Tribute Golf Course (a Robbins/Koch design that tours of the majestic Sturgeon River Valley.)

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, 121 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.

5 out of 5 average rating, 7 reviews

The exterior of the condo showcases a well-maintained lawn, bordered by bushes and colorful flower beds. The structure features a sloped roof and a garage with a door, framed by tall trees and a clear sky in the background.

Townhouse in Gaylord

Gaylord Ski & Golf Getaway

This spacious 4-bedroom, 4.5-bath condo with a loft at Otsego Resort in Gaylord, MI, sleeps 12 guests and offers comfort and convenience. Located on the 17th hole of the Classic Golf Course, enjoy golfing, skiing, snowshoeing, and tubing right outside your door. The condo features a fully equipped kitchen, washer and dryer, and cozy living areas. Minutes from downtown Gaylord, with on-site dining, this year-round destination is perfect for both relaxation and adventure.

A winding wooden staircase is illuminated by soft lights, leading down toward a calm lake surrounded by trees. The water reflects the twilight sky and silhouettes of nearby docks, creating a serene, inviting atmosphere.

4.92 out of 5 average rating, 96 reviews

Beautiful Lake Front Home on Lake Arrowhead

Cozy scenic lakefront home with stunning views of beautiful Lake Arrowhead Main level: Mudroom/Laundry Guest bedroom #1 with queen Full bath Kitchen with bar & lake view Dining area with lake view Living room with large window lake views & two Sleeper Sofas Wood burning Fireplace Upper level: Master bedroom with king bed & lake view with attached full bathroom Guest bedroom #2 with a two full beds Loft area with two futon beds & lake view

4.95 out of 5 average rating, 199 reviews

The cabin's exterior showcases a large deck with a hot tub and outdoor seating, surrounded by tall trees. Expansive windows face the lake, allowing natural light to fill the interior. The serene setting is highlighted by a calm atmosphere, creating a perfect retreat.

Cottage in Gaylord

SerenityBeachHaus-HotTub•Kayak•Ski•Golf•Pool•Trail

Relax at this charming 2-bedroom, 1-bath Otsego Lake cabin, featuring a private outdoor hot tub and lakefront deck. Just 6 miles from downtown Gaylord, you’ll be perfectly situated to enjoy swimming, boating, barbecues, or simply sipping coffee as the sun rises over the water. Ideal for families or friends, this cozy retreat offers the perfect blend of relaxation and adventure for your Michigan getaway. Sweet summertime memories await at the lake!

Superhost

An indoor swimming pool is featured within a spacious area, surrounded by brick walls and wooden beams overhead. The pool area is equipped with multiple lounge chairs and has a floatation device visible on the water. Large windows provide natural light and views of the outdoors.

4.5 out of 5 average rating, 8 reviews

5 BD Home Sleeps 16 Indoor Pool Hot Tub Game Room

Welcome to your next fun family getaway at this beautiful home in Gaylord! Nestled in a stunning and peaceful wooded area, this home is the perfect vacation for groups of up to 16! With an indoor pool, hot tub, a spacious backyard with games, and an indoor game room, there's something for everyone to enjoy! Multiple golf courses, trails, restaurants, and fun outdoor activities available in Gaylord! (Recommendations guide provided upon booking)