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 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
4.85 out of 5 average rating, 128 reviews

Waterfront Lodge Near Ski & Snowmobile Trails

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.

Top 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, 92 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, 49 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!

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
4.97 out of 5 average rating, 153 reviews

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!

Guest favourite
Home in Gaylord
4.88 out of 5 average rating, 41 reviews

Cozy Snowbelt Retreat: Snowmobile, Ski, Snowshoe

Experience a true Northern winter. On 5 wooded acres overlooking serene, Mallard Lake. Central to some of the best snowmobiling (ride from house), skiing (downhill & XC) 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!

Guest favourite
Cabin in Gaylord
4.9 out of 5 average rating, 100 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!

Guest favourite
A spacious hot tub is visible, designed to accommodate six guests. The water appears inviting with subtle green lighting amidst a natural wooded backdrop, providing a relaxing atmosphere surrounded by trees.
Cabin in Gaylord
5 out of 5 average rating, 62 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 favourite
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.
Home in Gaylord
5 out of 5 average rating, 7 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+)

Top guest favourite
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
4.94 out of 5 average rating, 35 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
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
5 out of 5 average rating, 7 reviews

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.

Guest favourite
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, 199 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!

Popular amenities for Otsego County rentals with a pool