
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.

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!

Lakefront Retreat, Skiing, Fireplace, Snowmobile
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!

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.

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.

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

Beautiful Lake Front Home on Lake Arrowhead
Cozy scenic lakefront home with stunning views of beautiful Lake Arrowhead Main level: Mudroom/Laundry Guest bedroom #1 with queen Full bath Kitchen with bar & lake view Dining area with lake view Living room with large window lake views & two Sleeper Sofas Wood burning Fireplace Upper level: Master bedroom with king bed & lake view with attached full bathroom Guest bedroom #2 with a two full beds Loft area with two futon beds & lake view
Popular amenities for Gaylord rentals with a pool
House rentals with a pool

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

Newly Renovated Lakeview Oasis!

Harbor Cove #45 – Modern Comfort Near the Shore

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

Long Lake/Lakeside Jacuzzi/Fenced yard for pets

Mini Michigan Paradise

Relaxing home

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access
Condo rentals with a pool

Breathtaking Sunsets

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

BunnyHill: Outdoor Heated Pool- Summer

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

Stunning Waterfront, Updated TC Condo with Pool!
Other vacation rentals with a pool

Hot Tub|Game Room|King Beds|Fireplace|Pool Access

CABIN 14: Summer in Northern Michigan

Latitude 44

Shanty Creek Log Cabin 1 Mile from Schuss Mt Base

Beachfront Balcony Condo with Jetted Tub

Spacious Cabin • Pool • Game Room • No Bunkbeds

Lakeside Log Cabin - Near Pool, Golf, Ski

Shanty Creek Condo w/ Stunning Lake Bellaire Views
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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- Bonobo Winery
- Call Of The Wild Museum
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