Holiday rentals with a pool in Otsego County

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Top-rated rentals with a pool in Otsego County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

A stone patio features several wooden Adirondack chairs arranged around a fire pit, surrounded by tall trees. A calm lake can be seen in the background, dotted with boats, and sunlight filters through the branches, creating a serene atmosphere.

Home in Gaylord

4.85 out of 5 average rating, 131 reviews

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.

Guest favourite

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.

Home in Gaylord

4.92 out of 5 average rating, 102 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.

Top guest favourite

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

5 out of 5 average rating, 51 reviews

5 Star 6BR/8-Bed Otsego Gem Available July 4th!

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!

Top guest favourite

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

4.98 out of 5 average rating, 166 reviews

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!

Guest favourite

Cabin in Gaylord

4.9 out of 5 average rating, 100 reviews

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!

Superhost

Home in Gaylord

Private Indoor Pool Estate with Hot Tub

We called it Hidden Oasis for a reason. Pull down the driveway, step inside, and the private indoor pool and hot tub are waiting — warm water, any season. Beyond the pool you'll find two levels of open living: a full kitchen, big dining table, a dedicated game room, and a lounge built for movie nights and slow mornings. Ideal for reunions or group retreats. Outside, Treetops Resort, Otsego Lake, and miles of trails are minutes away — close enough to explore, far enough that no one finds you.

Top guest favourite

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.

Cabin in Gaylord

4.96 out of 5 average rating, 25 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.

Guest favourite

A serene lakefront property is surrounded by tall trees, with a private dock extending into the water. A boat is tied at the dock, and kayaks are visible nearby. The house behind features multiple decks and large windows, inviting nature views.

Home in Gaylord

4.97 out of 5 average rating, 32 reviews

Lakefront Retreat for Side by Side Enthusiasts

Welcome to the Cove at Lake Arrowhead! Relax in this lakefront home on an all-sports lake! With 4 bedrooms and ample sleeping space for up to 10 guests, it's ideal for families and friends. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! It boasts a fire pit, kayaks, paddle boards, outdoor neighborhood heated pool (Summer only), & countless neighborhood ATV Trails. This spacious & inviting home is waiting for you!

Guest favourite

The rustic cabin features a warm red exterior, surrounded by tall trees and lush greenery. A spacious deck is visible on the upper level, providing a serene view of the well-maintained lawn and dense woods that frame the property.

Cabin in Gaylord

4.95 out of 5 average rating, 41 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.)

Guest favourite

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.

Home in Gaylord

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.

Guest favourite

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.

Home in Gaylord

4.92 out of 5 average rating, 101 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

Guest favourite

Cottage in Gaylord

4.95 out of 5 average rating, 206 reviews

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!