Holiday rentals with a pool in Otsego County

4.86 out of 5 average rating, 139 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.

4.98 out of 5 average rating, 171 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

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!

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.

4.93 out of 5 average rating, 113 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.

5.0 out of 5 average rating, 58 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

5 Star Gem - 2 King, 4 Queen, 2 Double + 3 Air Bed

Spacious "Up North" ski & golf retreat located in the hidden gem Otsego Resort. Guests enjoy a gorgeous sunset view across three fairways from the great room and elevated deck. Custom lodge style walkout basement with rec room, gas fireplace, full bar, pool table, large flat screen TV & USB surround sound system and outdoor patio! Perfect for everyone in your group to have fun on 3 full floors! Play pickleball in our driveway and walk to resort restaurants, bars & amenities, or bike downtown!

4.87 out of 5 average rating, 54 reviews

Northern Michigan Summer-Gaylord's Alpine Village

Comfortable chalet on 5 acres overlooking serene 6 acre Mallard Lake (private beach). Spend your days swimming, kayaking, fishing, or relaxing by the water, with plenty of space to roam and unwind. Central to hiking, biking & outdoor adventure. Easy access to Gaylord’s shops, restaurants & northern Michigan attractions. Open layout & fully equipped kitchen are perfect for gathering with family & friends. Enjoy peaceful mornings by the lake & evenings under the stars. Construction crews welcome!

4.9 out of 5 average rating, 113 reviews

Cabin in Gaylord

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!

5.0 out of 5 average rating, 5 reviews

Chalet in Gaylord

6BR Gaylord Lodge | Hot Tub, Glass Views & Game Rm

Experience winter at The Northern Fox Lodge! This 6BR/3BA estate is the ultimate basecamp for snowmobiling, skiing at Otsego Resort, Treetops & Boyne, and snowshoeing serene trails. After a day in the snow, soak in the private hot tub, challenge friends in the deluxe game room, or take in snowy course views through the dramatic floor-to-ceiling glass wall. Features a fully stocked kitchen, fast Wi-Fi, easy trailer parking, and seamless self-check-in. Book your Gaylord winter getaway today!

4.97 out of 5 average rating, 34 reviews

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

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 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.

4.95 out of 5 average rating, 37 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!

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, 124 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.

4.86 out of 5 average rating, 28 reviews

Time Capsule | 70s Hot Tub, Sauna + Arcade

Welcome to Time Capsule Tower — a fully remodeled retro 70s retreat in Gaylord's Michaywe community. Inside: hot tub, sauna, arcade, bumper pool, movie room with surround sound, putting green, and three distinct hangout spaces for when the group needs to spread out. Michaywe guests also get access to the year-round community pool (indoor in winter, outdoor in summer). 15 min to Treetops Resort, 45 min to Boyne Mountain — skiing, golf, and snowmobile trails all within reach.