
Vacation rentals with a pool in Gaylord
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gaylord
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Panoramic Lakefront Views w/ 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.

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!

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!

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!

Rare Beachfront Condo on Pvt Round Lake Petoskey
Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

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.)

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.

Retro Retreat with Hot Tub, Sauna & Arcade
Discover Time Capsule Tower, a 70s-inspired retreat minutes from Northern Michigan’s best golf, lakes, ski slopes, and snowmobile & trails. With 5 themed bedrooms plus a loft, 3 baths, and top amenities—hot tub, sauna, arcade, bumper pool, movie room, putting green, and fire pit—you’ll have endless ways to relax and play. Indoors, step into the 70's - Outdoors you can enjoy grilling, dining, and yard games, plus shared access to a community pool. Perfect for families and groups!

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.

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.

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.

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! 🛋️ Cozy & Stylish – Relax on updated furniture while soaking in the bay views. 📶 Stay Connected – Free Wi-Fi with stunning waterfront scenery.
Popular amenities for Gaylord rentals with a pool
House rentals with a pool

Family ski-in & ski- out 4B/4B Disciples Ridge

Skiing/Pool/Hot Tub/Sauna/Resort/Pet-friend

Newly Renovated Lakeview Oasis!

Tamarack Haus| HotTub~Sauna ~Gameroom~Playset~Pool

Camp Evan- Shanty Creek, Schuss Mtn

Charming Schuss Mountain A-Frame w/Hot Tub + Sauna

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access

Retro Treehaus: 3 Kings, Bunks & Treetop Hot Tub
Condo rentals with a pool

Breathtaking Sunsets

HUGE Condo/Top Shanty Creek Location/Private Sauna

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

Spring Skiing Schuss Mountain Mi 1 Bedroom Loft

Relaxing Getaway in Harbor Springs!

Shanty Creek Lake View Condo

Mountain Villas Getaway – Peak Fall Foliage Views

Hillside: Sleeps 13: Walk to Village: Golf&Pool
Other vacation rentals with a pool

Latitude 44

Shanty Creek Log Cabin 1 Mile from Schuss Mt Base

Beachfront Balcony Condo with Jetted Tub

The W2 condo at Shanty Creek

Lakeside Log Cabin - Near Pool, Golf, Ski

Shanty Creek Condo w/ Stunning Lake Bellaire Views

Relaxing home

***NEW!*** Relaxing Retreat with Amenities Galore!
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 ﺩ.ﺇ257 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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- Boyne Mountain Resort
- Nubs Nob Ski Resort
- The Highlands at Harbor Springs
- Hartwick Pines State Park
- Petoskey State Park
- Avalanche Bay Indoor Waterpark
- Mari Vineyards
- Chateau Chantal Winery and Inn
- Turtle Creek Casino And Hotel
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