Holiday rentals with a pool in Gaylord

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Top-rated rentals with a pool in Gaylord

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Superhost
A rustic cabin features a warm orange exterior and an A-frame roof, nestled among tall trees. A spacious wooden deck with railing leads to the entrance, enhancing the connection with the surrounding forest. The chimney suggests a cozy fireplace inside.
Chalet in Bellaire
4.8 out of 5 average rating, 115 reviews

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.

Top guest favourite
The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.
Cottage in Gaylord
4.97 out of 5 average rating, 141 reviews

Greenhouse Cottage: Hot Tub, Fall Colors, Skiing

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! Updated, professionally decorated & ready to host your favorite memories. Only 30min from Boyne Skybridge & an hour away from Traverse City, Petoskey and Mackinac for unforgettable day trips! Modern furniture, private year round hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), pickleball court, and ATV Trails await. Your ideal home away from home is waiting for you!

Top guest favourite
A coastal view captures the shoreline that stretches along a vibrant blue lake. Lush greenery lines the sandy path, leading towards a distant forest-covered hill under a partly cloudy sky. Waves gently crash, creating a serene atmosphere in this natural landscape.
Townhouse in Leelanau, MI, USA
4.87 out of 5 average rating, 184 reviews

Comfy Townhouse in Lovely Leelanau~

Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

Top guest favourite
A spacious bedroom is presented with large windows overlooking lush greenery. An inviting bed adorned with a patterned quilt is complemented by wooden furniture, including a dresser and mirror. A cozy seating area is visible next to the fireplace, creating a warm atmosphere.
Apartment in Bellaire
4.96 out of 5 average rating, 214 reviews

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!

Guest favourite
A contemporary chalet is surrounded by vibrant autumn foliage, showcasing a large deck with wooden railing. Steps lead from the deck to the forest floor, while large windows offer views of the tranquil woodland. The structure exudes a welcoming charm within its natural setting.
Home in Gaylord
4.97 out of 5 average rating, 119 reviews

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.

Guest favourite
A stone patio features several wooden Adirondack chairs arranged around a fire pit, surrounded by tall trees. A calm lake can be seen in the background, dotted with boats, and sunlight filters through the branches, creating a serene atmosphere.
Chalet in Gaylord
4.85 out of 5 average rating, 126 reviews

Lakefront Cabin, Hot Tub, Pool, ATV Trails

Come unwind at Wolves Den! A cozy 3 bedroom, 2 bath lakefront cabin 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 and snowmobiles. We are conveniently located within 20-60 minute drive from various skiing & snowboarding resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

Guest favourite
The chalet's exterior features a sloped roof and a spacious deck overlooking the forest. Four kayaks in vibrant colors are neatly arranged on the ground. Tall trees surround the property, creating a natural and private atmosphere.
Chalet in Gaylord
4.96 out of 5 average rating, 239 reviews

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.

Top guest favourite
The kitchen features sleek white cabinetry and modern stainless steel appliances, including a refrigerator, microwave, and oven. Marble countertops provide ample workspace. A dining space is visible in the background, complemented by natural light from adjacent windows.
Apartment in Bellaire
4.95 out of 5 average rating, 186 reviews

Legend Golf Course View! -King bed With Pool Pass!

Shanty Creek LEGEND remodeled 2nd floor condo that has everything needed for a relaxing Northern MI getaway for any season. Ski at Schuss Mountain, Tube at Shanty, Golf 5 golf courses, all at resort. Condo has 1 main bedroom with KING bed and 1 bath and also has a full size murphy bed and pull out sofa. Condo sleeps 3-4 adults comfortably or a family of 5 with small children that can share beds. Expansive deck that overlooks the 1st hole of the Legend golf.

Superhost
A cozy seating area is featured, with a blue patterned sofa adorned with cushions. A warm lamp provides gentle lighting beside a wooden dresser, while a scenic mural of mountains adds a natural touch. A small electric heater sits on the floor for added comfort.
Apartment in Mancelona
4.82 out of 5 average rating, 158 reviews

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.

Top guest favourite
A bright living area features large panoramic windows showcasing soothing lake views. A comfortable gray sofa faces a small wooden table, while two woven chairs are positioned at the window. Elegant light fixtures hang from the ceiling, enhancing the open space with a touch of sophistication.
Apartment in Traverse City
4.99 out of 5 average rating, 128 reviews

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!

Guest favourite
A scenic view of Lake Bellaire is framed by lush green trees. The water reflects the sky, surrounded by a densely wooded landscape that captures the natural beauty of the area. The expansive horizon suggests opportunities for exploration and relaxation in a tranquil setting.
Apartment in Bellaire
4.81 out of 5 average rating, 120 reviews

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

Guest favourite
An open living area features high cathedral ceilings with large triangular windows allowing natural light to fill the space. A spacious sectional sofa is positioned on a patterned area rug. A staircase leads to the upper level, and a dining area is visible in the background.
Chalet in Gaylord
4.94 out of 5 average rating, 109 reviews

New Secluded 3 Br Luxury Chalet!

A beautiful 3 Bedroom 2 Bath Chalet sits in a peaceful secluded neighborhood in the highly regarded Michaywe community. The house is newly decorated and ready to welcome you and your family. The property sits on a double lot with a lot of nice views from the large windows and deck. The high cathedral ceilings are also a site to take in. The location is also just 15 minutes out of downtown Gaylord and close to many attractions all year round.

Popular amenities for Gaylord rentals with a pool

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  2. United States
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  4. Otsego County
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