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Vacation 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 favorite
A charming cabin is situated among tall trees with a deck extending outwards, perfect for outdoor relaxation. Sunlight filters through the foliage, casting gentle shadows on the stone path leading to the entrance, creating a tranquil setting surrounded by nature.
Home in Gaylord
4.88 out of 5 average rating, 40 reviews

Fall colors peak soon in Gaylord. Beauty abounds!

Central to all Northern Michigan's finest attractions. Golf (several courses nearby), hike, bike, kayak (gear onsite), ride ATVs (room for trailers), or unwind on the balcony overlooking peaceful, swimmable 6-acre Mallard Lake. House is on 5 wooded acres. Indoor pool (winter), outdoor (summer) hot tub, sauna at Michaywe. Explore local shops, dining, or take in the beauty of fall. The fully equipped kitchen & open layout is perfect for families, friends, or couples. Construction crews welcome!

Top guest favorite
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.
Vacation home in Gaylord
5 out of 5 average rating, 47 reviews

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!

Guest favorite
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.
Cabin in Gaylord
5 out of 5 average rating, 60 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!

Guest favorite
The kitchen features modern appliances with white cabinetry and a spacious wooden island. Bright light floods the area from windows overlooking a dining space with a large table and chairs. Decorative elements are arranged on shelves, enhancing the inviting atmosphere.
Home in Gaylord
5 out of 5 average rating, 5 reviews

Ski Villa | Hot Tub | Game Room | Heated Pool

Make great memories with family & friends in this spacious 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) *Scenic Views This home is offered as a large group listing as well (sleeps 16+)

Guest favorite
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
4.95 out of 5 average rating, 20 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 favorite
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
4.97 out of 5 average rating, 141 reviews

Greenhouse Cottage: Hot Tub, Fall Colors, Skiing

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! Updated, professionally decorated & ready to host your favorite memories. Only 30min from Boyne Skybridge & an hour away from Traverse City, Petoskey and Mackinac for unforgettable day trips! Modern furniture, private year round hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), pickleball court, and ATV Trails await. Your ideal home away from home is waiting for you!

Guest favorite
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
4.97 out of 5 average rating, 119 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 favorite
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.
Chalet in Gaylord
4.85 out of 5 average rating, 124 reviews

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.

Top guest favorite
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.
Cabin in Gaylord
5 out of 5 average rating, 11 reviews

*New* Par and Powder Pines Cabin

*NEW * Par & Powder Pines – 4BR Cabin at Otsego Resort | Golf + Ski Retreat Welcome to Par & Powder Pines, your all-season getaway nestled in the heart of Otsego Resort- 100 yards from golf and skiing- in Gaylord, MI! Whether you’re teeing off on the golf course in the summer or skiing fresh powder on the slopes in winter, this cozy and fully stocked 4-bedroom, 2-bathroom cabin is walkable to golfing and skiing and the perfect home base for your northern Michigan adventure.

Guest favorite
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
4.95 out of 5 average rating, 197 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!

Guest favorite
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.
Home in Gaylord
5 out of 5 average rating, 5 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)

Guest favorite
Home in Gaylord
5 out of 5 average rating, 5 reviews

Northern Escape -Gaylord Michaywe

Retreat with your whole crew at this peaceful cabin in the woods that offers resort style amenities. ⭐Located in Michaywe Association in Gaylord Michigan ⭐Private street yet close to the clubhouse and golf course ⭐Clubhouse card included during guests stay: Hot tub/Pool/Sauna ⭐3 bedrooms ⭐3 bathrooms ⭐Sleeps 9 ⭐Peaceful neighborhood and wildlife 🦌 ⭐Close to several great golf courses ⛳ ⭐Mini Movie Theatre 🍿🎥 with 85" TV ⭐Pet friendly 🐕

Popular amenities for Otsego County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
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, 84 reviews

Stunning Cabin - Arcade & Pickleball - sleeps 13

Top guest favorite
A cabin exterior is showcased amidst wooded surroundings, featuring pale siding and a steeply-pitched roof. A wooden deck is present, with steps leading to the entrance. Two windows allow natural light, while vibrant pink chairs are arranged on the deck, inviting outdoor relaxation.
Home in Gaylord
5 out of 5 average rating, 15 reviews

Lakeside Living

Home in Gaylord
New place to stay

CedarPeakHideout~Sauna~HotTub~GameDen~Lake

Top guest favorite
The exterior of a single-story house is framed by lush greenery, with a welcoming front porch featuring seating. Soft lighting adorns the eaves, creating an inviting atmosphere. The house is surrounded by a grassy area, enhancing the sense of tranquility.
Home in Gaylord
4.91 out of 5 average rating, 23 reviews

Stellar’s Place- NEW HOT TUB, King Bed, Games.

Top guest favorite
The exterior of the chalet is showcased, featuring a warm wooden facade with contrasting trim. A spacious deck is visible, surrounded by lush greenery, providing a serene setting. The driveway leads up to the entrance, and a double garage is positioned to the left.
Home in Gaylord
5 out of 5 average rating, 19 reviews

Secluded Michaywe Chalet | Pool + Golf/Ski

Guest favorite
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, 95 reviews

Beautiful Lake Front Home on Lake Arrowhead

Guest favorite
A sandy beachfront area is visible alongside a calm lake, featuring a wooden dock extending into the water. Colorful chairs surround a fire pit, inviting relaxation. Two boats are moored nearby, and lush green grass borders the beach area, enhancing the tranquil setting.
Home in Gaylord
5 out of 5 average rating, 8 reviews

Whileaway Lakefront House

A rustic cabin is situated among lush greenery, featuring a welcoming porch with two white chairs. The log exterior showcases natural wood tones, while large windows allow light to filter into the space. The entrance is easily accessible, highlighting the serene surroundings.
Home in Gaylord
4.75 out of 5 average rating, 4 reviews

Cabin 2321 - Small Log Cabin within Private Resort

Condo rentals with a pool

Guest favorite
A lush landscape is presented, showcasing a wide expanse of vibrant green grass. Surrounding trees exhibit a variety of shades of green, creating a natural and serene environment. The open space extends towards the horizon under a bright sky, enhancing the peaceful setting.
Condo in Bellaire
4.94 out of 5 average rating, 131 reviews

Breathtaking Sunsets

Guest favorite
A spacious home exterior is showcased, featuring a combination of wood and stucco materials. A set of stairs leads to a welcoming entrance, flanked by lush greenery and decorative lighting. Large windows provide a glimpse of the interior, surrounded by well-maintained landscaping.
Condo in Boyne Falls
4.86 out of 5 average rating, 152 reviews

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

Superhost
The bedroom features a spacious bed adorned with soft cushions and a light blanket. Two bedside tables with lamps flank the bed, and a glass table sits in front. Large windows allow natural light to illuminate the space, offering a view of the surrounding trees.
Condo in Boyne Falls
4.79 out of 5 average rating, 211 reviews

BunnyHill: Outdoor Heated Pool- Summer

Guest favorite
A scenic view is framed by lush green trees, revealing a sweeping landscape of rolling hills and fields. The tranquil setting showcases a blend of sunlight and shadow, highlighting the natural beauty of the surroundings.
Condo in Bellaire
4.84 out of 5 average rating, 107 reviews

1 Bedrm Loft ShantyCreek Northern Escape Condo

Top guest favorite
A spacious bedroom is presented with large windows overlooking lush greenery. An inviting bed adorned with a patterned quilt is complemented by wooden furniture, including a dresser and mirror. A cozy seating area is visible next to the fireplace, creating a warm atmosphere.
Condo in Bellaire
4.96 out of 5 average rating, 214 reviews

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️

Guest favorite
A scenic view of Lake Bellaire is framed by lush green trees. The water reflects the sky, surrounded by a densely wooded landscape that captures the natural beauty of the area. The expansive horizon suggests opportunities for exploration and relaxation in a tranquil setting.
Condo in Bellaire
4.81 out of 5 average rating, 120 reviews

Shanty Creek/Bellaire/Golf Northern Sunset Retreat

Guest favorite
A gas fireplace is situated against a textured wall, providing warmth to the cozy living area. A wooden shelf displays welcome decorations above the fireplace, while a maroon armchair and a dark sofa invite relaxation. Vertical blinds allow natural light to softly illuminate the space.
Condo in Boyne Falls
4.93 out of 5 average rating, 108 reviews

Boynestadt B366 Mountain Villa Base Camp 1BR/2BA

Superhost
A cozy seating area is featured, with a blue patterned sofa adorned with cushions. A warm lamp provides gentle lighting beside a wooden dresser, while a scenic mural of mountains adds a natural touch. A small electric heater sits on the floor for added comfort.
Condo in Mancelona
4.82 out of 5 average rating, 158 reviews

Unit #121 at the base of Schuss Mountain

Other vacation rentals with a pool

Guest favorite
A well-manicured golf course is shown, with vibrant green grass and trees lining the fairway. The background features a two-story building with red accents, surrounded by well-kept landscaping. A paved pathway winds through the area, providing easy access to the scenic surroundings.
Condo in Gaylord
4.86 out of 5 average rating, 50 reviews

Incredible view at Otsego Resort!

Top guest favorite
The exterior of a newly built log cabin is presented, featuring a wooden facade with bright orange hues. A covered porch is visible, alongside a well-maintained lawn and a gravel path leading up to the entrance, surrounded by lush greenery.
Cabin in Elmira
5 out of 5 average rating, 84 reviews

Northern MI Log Cabin Inn–HotTub,Trails,Pools,Golf

Guest favorite
The exterior of the cabin is showcased, featuring a deck with seating and a private hot tub. A pathway lined with small evergreen shrubs leads to the home, surrounded by wooded scenery that enhances the peaceful ambiance.
Cabin in Gaylord
4.93 out of 5 average rating, 141 reviews

UpNorthGetaway~HotTub*2Pools*Trails*Lakes*Nature

The log cabin structure features a stone base with a wooden balcony above. The exterior showcases natural textures and warm tones. A garage door is visible on the ground level, while the entrance door is positioned to the right. Surrounding greenery adds a natural setting.
Home in Gaylord
5 out of 5 average rating, 3 reviews

Cabin 2364 - Sizable Log Cabin within Private Resort

Guest favorite
Four wooden Adirondack chairs are arranged on a grassy hillside, facing a breathtaking view of rolling hills and a misty valley at sunset. Soft hues of orange and pink fill the sky, creating a calm and serene atmosphere.
Condo in Gaylord
4.82 out of 5 average rating, 55 reviews

Awesome location at Otsego Resort!

The exterior of the building is shown, featuring multiple levels with balconies and surrounded by green grass. Pathways lead towards the entrance, while trees and a partly cloudy sky provide a scenic backdrop.
Condo in Gaylord
4.78 out of 5 average rating, 45 reviews

Fantastic view at Otsego Resort! Golf course view!

Guest favorite
The chalet is viewed from the front, surrounded by tall trees. A large deck extends from the upper level, complete with a hot tub, while steps lead down to the ground level. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Chalet in Gaylord
4.96 out of 5 average rating, 167 reviews

Sunset Beach Chalet | Hot Tub•Golf•Trails•Nature

The wooden cabin exterior features a covered porch with seating and American flags. Surrounding greenery complements the natural setting. A pathway leads to the door, and a neighboring cabin is visible in the background, showcasing the peaceful atmosphere of the area.
Home in Gaylord
4.67 out of 5 average rating, 3 reviews

Cabin 2327 - Quiet Log Cabin within Private Resort

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