Vacation rentals with a pool in Gaylord

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Top-rated rentals with a pool in Gaylord

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

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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.
Home in Gaylord
4.85 out of 5 average rating, 130 reviews

Snowmobile/ Ski Waterfront Haven | Private Hot tub

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 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, 51 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 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
4.98 out of 5 average rating, 160 reviews

Snow Haven: Hot Tub, Wood Stove, Close to 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! 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 favorite
A spacious patio offers comfortable seating, with a small table resting nearby. Clear views of the sandy beach and tranquil water create a serene environment for relaxation. The shoreline stretches into the distance, framed by gentle greenery and blue skies.
Condo in Traverse City
4.94 out of 5 average rating, 189 reviews

Sauna Beach Haven 106: Beach Access|Tart Trail.

🌊 Beachfront Bliss – Step right onto the sand from your living room! 🚶‍♀️ Just a 2-minute walk to the scenic TART Trail for biking and strolling. 🚗 Only a 9-minute drive to downtown Traverse City’s wineries, breweries, and restaurants. 🔥 Private Indoor Sauna – Unwind in our in-unit sauna after a day of exploring! (Available for an additional fee). 🛋️ Cozy & Stylish – Relax on updated furniture while soaking in the bay views. 📶 Stay Connected – Free Wi-Fi with stunning waterfront scenery.

Guest favorite
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 favorite
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
4.95 out of 5 average rating, 40 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.)

Top guest favorite
An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.
Home in Elmira
4.98 out of 5 average rating, 105 reviews

March Discounts! Pet friendly!

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

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
4.98 out of 5 average rating, 120 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 spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.
Cabin in Bellaire
4.97 out of 5 average rating, 233 reviews

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

This 2 bedroom updated cabin with bonus loft (3 bed total) for additional sleeping space is located on a quiet cul-de-sac at Schuss Mountain in Shanty Creek Resort. The resort includes year round excitement including 5 golf courses, restaurants, skiing, hiking trails, and multiple indoor/outdoor pools. The town itself has unique shops as well as great local food and beverage options. Bellaire is also near popular destinations including Traverse City, Petoskey, and Charlevoix.

Guest favorite
Chalet in Gaylord
4.96 out of 5 average rating, 242 reviews

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.

Top guest favorite
A bright living area features large panoramic windows showcasing soothing lake views. A comfortable gray sofa faces a small wooden table, while two woven chairs are positioned at the window. Elegant light fixtures hang from the ceiling, enhancing the open space with a touch of sophistication.
Condo in Traverse City
4.99 out of 5 average rating, 141 reviews

Beachfront Oasis | Pool+Hot Tub

Escape to paradise in our luxurious beachfront condo, where the sugary sand and lake are just steps away from your door. Perfect for couples and families, this condo promises a memorable and comfortable vacation. Wake up to the sound of waves, breathe in fresh air from your private balcony, take a dip in the pool and relax in the hot tub. Pamper yourself with a soak in the soaker bathroom tub. Come create unforgettable memories at your beachfront oasis!

Guest favorite
A wooden deck is captured through a large glass door, surrounded by lush greenery. Several metal chairs and a small table are positioned on the deck, providing a serene view overlooking a lake and rolling hills in the background.
Condo in Bellaire
4.82 out of 5 average rating, 126 reviews

Shanty Creek/Bellaire/Golf Northern Sunset Retreat

Perfect Couples Getaway! Enjoy all four of Michigans spectacular seasons from this peaceful /spacious studio condo located within the beautiful Shanty Creek/ Schuss Mountain resort. You can either enjoy the day from the back deck with soaring views overlooking Lake Bellaire as well as the 2nd hole of the Legend Golf Course or exploring the many sites only Northern Michigan can provide. We can't wait to Host you and your family in our special retreat

Popular amenities for Gaylord rentals with a pool

Quick stats about vacation rentals with a pool in Gaylord

  • Total vacation rentals

    Explore 20 vacation rentals in Gaylord

  • Nightly prices starting at

    Gaylord vacation rentals start at G$14,639 GYD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Gaylord vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gaylord rentals

  • 4.8 Average rating

    Gaylord stays are highly rated by guests—averaging 4.8 out of 5!

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