
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.

Lakefront Cottage for SidexSide & Golf Enthusiasts
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.

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks
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!

Fallen Timbers Cottage 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!

Luxury Lodge overlooking both Grand Traverse Bays.
Beautiful 4,000sq ft log lodge overlooking east and west grand traverse bay. Perched on 3 acres overlooking Traverse City and Old mission peninsula. Wonderful grounds with swimspa and fire area outdoors. This lodge has a large gourmet kitchen main floor and bar/kitchen lower level. Only 6 miles from downtown Traverse City. 5 bedrooms and 4 bathrooms, 3 fireplaces, pool table and much more. Near many amenities such as cherry capital airport, grocery store, golf course and much more.

April 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.

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.

Unit #121 at the base of Schuss Mountain
Unit 121 is located at the top of Schuss Mountain Lodge. It is within walking distance from some of Northern Michigan's best skiing and golfing. Not to mention, it's only 15 minutes away from Short's Brewery in Bellaire. Unit 121 is located on the second floor and there is not an elevator. This is a one room hotel-like unit. You can sleep four — two on a foldout and two on a queen bed — in the same room. Private bathroom. Very close to the ski hills.

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

Golf/Beaches/Pools/Hot Tub/Sauna/Resort/Pet-friend

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

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

Close to Ski & Lake MI- Hot Tub, Game Room, Pets

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

View of the Woods - Pool, Game Room, Close to Golf

Shanty Creek Golf; Torch Lake | Fire Pit |16| Pool

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

Breathtaking Sunsets

BunnyHill: Outdoor Heated Pool- Summer

Golf/Lakes Retreat Shanty Creek Mi 1 Bedroom Loft

Relaxing Getaway in Harbor Springs!

Beachside 213 Luxury Condo on the Beach

Shanty Creek Lake View Condo

Large Mountain Villas Condo-Walk to Boyne Mt Activ

Cali King 2 room with fireplace sleeps 5(4 adults)
Other vacation rentals with a pool

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

Chalet Minutes From The Third Green

Beachfront Balcony Condo with Jetted Tub

Hot Tub | Private Lake Lot | EV Charger | Trails

Shanty Creek Condo w/ Stunning Lake Bellaire Views

Lake View Condo with Beach Club

***NEW!*** Relaxing Retreat with Amenities Galore!

Shanty Creek Retreat
Quick stats about vacation rentals with a pool in Gaylord

Total vacation rentals
Explore 10 vacation rentals in Gaylord

Nightly prices starting at
Gaylord vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 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
- The Highlands at Harbor Springs
- Hartwick Pines State Park
- Petoskey State Park
- Nubs Nob Ski Resort
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Mari Vineyards
- Turtle Creek Casino And Hotel
- Castle Farms
- Bonobo Winery
- Black Star Farms Suttons Bay
- Bowers Harbor Vineyards
- North Higgins Lake State Park
- Brys Estate Vineyard & Winery
- Call Of The Wild Museum
- Old Mission State Park
- Clinch Park
- Grand Traverse Lighthouse
- Traverse City State Park





