
Holiday 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.

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.

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!

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.

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!

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.

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!

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
House rentals with a pool

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

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

Long Lake/Lakeside Jacuzzi/Fenced yard for pets

Walk to Shorts Pets Sauna Traeger Game Room Family

Pine Acres Getaway North
Apartment rentals with a pool

Breathtaking Sunsets

HUGE Condo/Top Shanty Creek Location/Private Sauna

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

BunnyHill: Outdoor Heated Pool- Summer

1 Bedrm Loft ShantyCreek Northern Escape Condo

Relaxing Getaway in Harbor Springs!

Shanty Creek Lake View Condo

Mountain Villas Getaway – Peak Fall Foliage Views
Other holiday rentals with a pool

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

Latitude 44

Treetop Escape - Stunning Lake Views All Year

Nature Enthusiast-SxS Friendly-6p Hot Tub-Bonfire

Downtown~Historic~HotTub~Fireplace~Speakeasy

The W2 condo at Shanty Creek

Lakeside Log Cabin - Near Pool, Golf, Ski

Shanty Creek Condo w/ Stunning Lake Bellaire Views
Quick stats about holiday rentals with a pool in Gaylord

Total holiday rentals
Explore 20 holiday rentals in Gaylord

Nightly prices starting at
Gaylord holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Gaylord holiday rentals include wifi 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
- Bonobo Winery
- North Higgins Lake State Park
- Castle Farms
- Call Of The Wild Museum
- Black Star Farms Suttons Bay
- Bowers Harbor Vineyards
- Clinch Park
- Traverse City State Park
- Brys Estate Vineyard & Winery
- Grand Traverse Lighthouse
- Old Mission State Park
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