
Holiday rentals with a pool in Gaylord
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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.

Waterfront Cottage: Hot Tub, Wood Stove, Scenic
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!

Charming Cabin, Firepit, Pool, Grill, Wifi,Laundry
Enjoy your privacy, but with the amenities of Shanty Creek Resort in this 4 bedroom, 2 full bathroom cabin. The cabin comes equipped with a 70” Smart TV, wifi, fireplace, outdoor eating area, fire pit, charcoal grill, washer + dryer, full kitchen, & on-site parking. Golfing, boating, skiing, snow tubing, hiking, wine tasting, distilleries, breweries are no more than 10 minutes away. Plus seasonal access to the indoor / outdoor pool at the Lakeview Hotel, which is only a 7 minute drive away.

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.

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

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

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

Newly Renovated Lakeview Oasis!

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

CedarPeakHideout~Hot Tub~Sauna~Lake

Northern Michigan Summer-Gaylord's Alpine Village

Retro Retreat with Hot Tub, Sauna & Arcade

PineHaus - Game Room, Fireplace, Private Sauna

View of the Woods - Pool, Game Room, Close to Golf
Apartment rentals with a pool

Breathtaking Sunsets

150ft to The Shanty | Large Condo | Sleeps 14

BunnyHill: Outdoor Heated Pool- Summer

Golf/Lakes Retreat Shanty Creek Mi 1 Bedroom Loft

Relaxing Getaway in Harbor Springs!

Shanty Creek Lake View Condo

Large Mountain Villas Condo-Walk to Boyne Mt Activ

Dog Friendly Resort Condo – Pool, Sauna & Fun!
Other holiday rentals with a pool

CABIN 14: Summer in Northern Michigan

Shanty Creek Log Cabin 1 Mile from Schuss Mt Base

Chalet Minutes From The Third Green

Spacious Cabin•Pool/Hot Tub•Game Room•No Bunkbeds

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

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

Shanty Creek Condo w/ Stunning Lake Bellaire Views

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access
Quick stats about holiday rentals with a pool in Gaylord

Total holiday rentals
Explore 10 holiday rentals in Gaylord

Nightly prices starting at
Gaylord holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

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

Wifi availability
10 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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- Rentals with a fireplace Gaylord
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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
- Chateau Chantal Winery and Inn
- Turtle Creek Casino And Hotel
- Mari Vineyards
- Castle Farms
- Bonobo Winery
- Black Star Farms Suttons Bay
- Bowers Harbor Vineyards
- North Higgins Lake State Park
- Call Of The Wild Museum
- Brys Estate Vineyard & Winery
- Old Mission State Park
- Clinch Park
- Grand Traverse Lighthouse
- Traverse City State Park




