Holiday rentals with a pool in Otsego County

A two-story cottage is set amidst trees, with evening lighting illuminating the entrance. A wooden deck with a dark blue umbrella is visible above, while a downstairs patio area offers space for relaxation and a grill. Surrounding greenery enhances the secluded ambiance.

4.9 out of 5 average rating, 98 reviews

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!

A fire pit area is surrounded by four brightly colored chairs placed on a grassy surface. String lights hang overhead, providing soft illumination. A stack of firewood is neatly arranged in the background, enhancing the outdoor gathering space among the trees.

5 out of 5 average rating, 61 reviews

Nature Enthusiast-SxS Friendly-6p Hot Tub-Bonfire

Escape to a private oasis! Soak in the 6-person hot tub with nature views. Inside, enjoy an open layout, fireplace, & 65" TV. The backyard boasts a hot tub, igloo, games, & fire pit. Features an EV charger & kid-friendly rooms. Includes private lakefront access for fishing, kayaking, & swimming via a scenic trail. Community pool & ATV/dirt bike trails nearby. This split ranch with vaulted ceilings is perfect for families & friends. Unwind, relax, & make memories. Book your ultimate escape!

A spacious game room is highlighted by a regulation-size pool table under a stained glass light fixture. Additional seating areas are visible, along with a dartboard and a vintage-style game table. Neutral-colored walls and recessed lighting contribute to the inviting atmosphere.

5 out of 5 average rating, 6 reviews

Ski Haus | Hot Tub | Sauna | Game Room | Heat Pool

Make great memories with family/friends in this spacious Michaywe retreat. Featuring on-site hot tub, large kitchen and dining space, this home offers room to stretch out and relax. Enjoy access to the clubhouse heated pool & sauna, then return to play in the game room. * Fully Loaded Kitchen *Spacious Kitchen & Dining Area *Game Room (Pool Table, Foosball Table, Dart Board, Poker Table, etc.) * Hot Tub (on site) *Sauna This home is offered as a large group listing as well (sleeps 16+)

The exterior of a spacious three-story log cabin is shown, featuring a combination of wood and stone accents. A large deck extends from the upper level, and stairs lead down to a grassy area, framed by trees in autumn hues.

4.95 out of 5 average rating, 21 reviews

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.

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.

4.94 out of 5 average rating, 34 reviews

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 spacious living area features a large sectional sofa paired with elegant accent tables. Large windows provide ample natural light, highlighting the wooden walls and ceiling. A dining area equipped with a rustic chandelier and a well-appointed kitchen are visible in the background.

5 out of 5 average rating, 12 reviews

*New* Ski in/out* Otsego club*Family friendly!

* Ski IN/OUT* 4BD/2 BR private log cabin* Welcome to Par & Powder Pines cabin, walking distance to the ski slopes, tubing and lodge! This cozy cabin is fully updated with new appliances, black out curtains+sound machine+night stand power strip in every bedroom, luxury furniture+bedding, Nintendo switch, ample warm fuzzy blankets, board games, plush towels, washer/dryer, sleds, kids toys/books, pack n play, baby gate. The kitchen is fully stocked. Enjoy the private loft reading nook!

4.97 out of 5 average rating, 147 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

Greenhouse Cottage: Hot Tub, Fall Colors, Skiing

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! Modern 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!

Superhost

5 out of 5 average rating, 3 reviews

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.

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.

4.85 out of 5 average rating, 127 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

Lakefront Cabin, Hot Tub, Pool, ATV Trails

Come unwind at Wolves Den! A cozy 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 and snowmobiles. We are conveniently located within 20-60 minute drive from various skiing & snowboarding resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

4.95 out of 5 average rating, 197 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!

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.