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.

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Guest favourite
A serene winter view showcases a snow-covered lakeside setting. A circular fire pit is surrounded by wooden chairs, while snow-draped trees reflect on the still water. A small dock is partially visible in the distance, enhancing the tranquil atmosphere.
Home in Gaylord
4.85 out of 5 average rating, 128 reviews

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.

Top Guest favourite
A two-story lodge style home is framed by lush greenery, featuring a wraparound deck with a warm wooden railing. A private balcony is visible on the upper floor. The exterior showcases a combination of natural stone and wooden siding, complemented by expansive windows.
Home in Gaylord
4.92 out of 5 average rating, 93 reviews

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.

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, 154 reviews

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!

Top Guest favourite
A charming chalet is nestled among snow-covered trees, surrounded by a serene winter landscape. The roof is blanketed with snow, and the scene is enhanced by a snow-laden evergreen tree nearby, creating a peaceful, wintry atmosphere.
Cabin in Elmira
4.96 out of 5 average rating, 23 reviews

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!

Guest favourite
A cozy living area features a L-shaped sofa facing a modern fireplace. Earthy tones are accented by a large nature-themed artwork on the wall. A wooden table with a lamp and decorative elements is situated beside the seating, contributing to a warm ambiance.
Cabin in Boyne Falls
4.87 out of 5 average rating, 60 reviews

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.

Guest favourite
Cabin in Gaylord
4.9 out of 5 average rating, 100 reviews

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!

Guest favourite
Condo in Bellaire
4.93 out of 5 average rating, 84 reviews

Cozy Shanty Creek Studio Condo - Summit Village

Recently renovated studio condo that sleeps 4. Located within Summit Village & walking distance to restaurants, bars, golf, pool/hot tub, tubing hill. Within 5 miles to skiing, hiking, lakes, downtown Bellaire (Free shuttle service available during peak seasons). Condo includes dishes/kitchen utensils, microwave, electric skillet, mini fridge & Keurig. Access to private beach club on Lake Bellaire & pools/hot tubs at The Lakeview Hotel & Schuss. Gorgeous view from the private balcony.

Top Guest favourite
An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.
Home in Elmira
4.99 out of 5 average rating, 99 reviews

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.

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
4.98 out of 5 average rating, 121 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 spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.
Cabin in Bellaire
4.97 out of 5 average rating, 231 reviews

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.

Guest favourite
Chalet in Gaylord
4.96 out of 5 average rating, 241 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.

Guest favourite
An open living space features a king-sized bed with a red upholstered headboard, a light gray sofa bed, and a small round dining table with white chairs. A kitchenette is discreetly visible with wooden cabinetry and essential appliances.
Apartment in Mancelona
4.92 out of 5 average rating, 36 reviews

Shanty Creek | 2bd 2ba Adjoining Rooms | Ski-Golf

Welcome to the iconic Shanty Creek Resort! This ski and golf resort is unique as it is a three-resort experience in one. Shanty Creek offers hiking and snow sports in the Winter and hiking and golfing in the Summer. This ski-in/ski-out unit (located at the Amanda Haus, across from Ivans) combines two cozy, adjoining units that allow sleeping up to six guests. Each bedroom has a private bathroom. This four-season resort is the perfect place at any time of the year!

Popular amenities for Gaylord rentals with a pool

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 $118 NZD 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 and kid-friendly amenities

  • Wi-Fi availability

    20 of Gaylord holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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