
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.

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.

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.

Hot Tub, Wood Stove, Close to Skiing, Trails, Snow
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!

Bear Bottoms Chalet in the Woods
Relax in this charming, quaint chalet located at Lakes of the North Resort w/golfing, campsites, lakes, restaurant, cross-country skiing, and an airport! Access to indoor swimming pool with hot tub, waterslide and gym. This 2 bedroom w/loft, 1 bath cabin is the ideal home base in the heart of Michigan. Centrally located to lakes, beaches, state parks, wineries, breweries, snowmobiling & skiing. No matter your sport or the season, this is the place for a fun family vacation or relaxing getaway!

Cozy Cabin Condo Steps from Boyneland ski lift!
Enjoy a Vacation getaway to Boyne Mountain at this Cozy cabin Located just steps away from the Boyneland ski lift and Avalanche Bay Indoor Water park. Everything within walking distance of this wonderful home including trophy room, Forty acres tavern, ski and ice cream shops, and more. A very short drive will take you into the heart of Boyne city and to lake Charlevoix. 3 bed 3 Bath sleeps 9 comfortably. Wifi, streaming services, and full amenities included. Washer and dryer included in unit.

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!

Relaxing Getaway in Harbor Springs!
Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

Lakeview 🌅 Fireplace, Walk to Summit GC & Pools ⛳️
This 1 bedroom, 2 bed, 1 bath 605 sq. ft. condo sleeps 4 and is located in Summit Village. The condo features a full kitchen, wood burning fireplace, queen sleeper sofa, and private deck for stunning Lake Bellaire sunsets. Your stay includes access to the resort’s multiple indoor and outdoor pools and the indoor hot tub. Our condo is a short walk to the Summit Golf Course, Shanty Town and the Lakeview Restaurant. Staying here means you're right in the heart of Shanty Creek Resort!

We have snow! Pet Friendly Resort Home
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.

Family ski-in & ski- out 4B/4B Disciples Ridge
Clean and waiting for you and your family and friends! Beautiful, quiet, ski-in/ski-out condo located right on Boyneland Run...walk or ski to everything ANY season. We love Boyne Mountain and can't wait to share our home with you. Our 4 bedroom/4 bathroom (sleeps 14+) condo/home is comfy, clean (smoke-free/pet free) and fully stocked so you relax from the minute you arrive! Comfy beds and a fireplace make it perfect for resting after a day of fun in Northern Michigan.

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.
Popular amenities for Gaylord rentals with a pool
House rentals with a pool

Newly Renovated Lakeview Oasis!

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

5 BD Home Sleeps 16 Indoor Pool Hot Tub Game Room

Mini Michigan Paradise

Pine Acres Getaway North

Glamping Galore

Cozy A-Frame Cabin • 3 Min to Schuss Ski Lift

Lake-Golf-Ski condo w/ great views & boat parking
Condo rentals with a pool

Enjoy the family for ski adventures in 2BD condo

Breathtaking Sunsets

HUGE Condo/Top Shanty Creek Location/Private Sauna

Beach Haven 106: Beach Access|Downtown|Tart Trail.

Beachside 213 Luxury Condo on the Beach

Mountain Villas Getaway – Peak Fall Foliage Views

Stunning Waterfront, Updated TC Condo with Pool!

Beachfront Oasis | Pool+Hot Tub
Other vacation rentals with a pool

2 Bedroom Boyne Mountain Condo

Newly Renovated at Shanty Creek!

Treetop Escape - Stunning Lake Views All Year

Chalet | Schuss Mo | Golf/Ski Shanty Creek | Pool

The W2 condo at Shanty Creek

201 Pointes North Inn

Shanty Creek Condo w/ Stunning Lake Bellaire Views

Ski In/Out Condo by the purple lift.
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
- Bonobo Winery
- Black Star Farms Suttons Bay
- Call Of The Wild Museum
- North Higgins Lake State Park
- Turtle Creek Casino And Hotel
- Brys Estate Vineyard & Winery
- Castle Farms
- Bowers Harbor Vineyards
- Traverse City State Park
- Grand Traverse Lighthouse
- Clinch Park
- Old Mission State Park




