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 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.
Home in Gaylord
4.85 out of 5 average rating, 132 reviews

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.

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, 103 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
4.98 out of 5 average rating, 166 reviews

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!

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

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!

Superhost
Chalet in Bellaire
4.8 out of 5 average rating, 122 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.

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.

Top guest favourite
Apartment in Traverse City
4.94 out of 5 average rating, 200 reviews

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.

Guest favourite
A wooden deck is captured through a large glass door, surrounded by lush greenery. Several metal chairs and a small table are positioned on the deck, providing a serene view overlooking a lake and rolling hills in the background.
Apartment in Bellaire
4.82 out of 5 average rating, 127 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
A winding wooden staircase is illuminated by soft lights, leading down toward a calm lake surrounded by trees. The water reflects the twilight sky and silhouettes of nearby docks, creating a serene, inviting atmosphere.
Home in Gaylord
4.92 out of 5 average rating, 101 reviews

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

Top 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, 122 reviews

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.

Guest favourite
A dining area features a round wooden table surrounded by six matching chairs. A bar counter with four stools is positioned along one side. Soft lighting is provided by a pendant fixture above the table, and plants adorn the space, enhancing the welcoming ambiance.
Apartment in Bellaire
4.89 out of 5 average rating, 104 reviews

Stream Side Condo at Shanty Creek in Bellaire

My place is close to Lake Bellaire and has the use of private beach, Torch Lake is nearby, Traverse City (30 min), many great golf courses, skiing in winter (Schuss Mountain), mountain biking (Glacial Hills), Shorts Brewery, family-friendly activities, and nightlife. You’ll love my place because of the views (stream behind condo), the location, the ambiance, and the outdoors space. My place is good for couples and families (with kids).

Guest favourite
Apartment in Boyne Falls
4.8 out of 5 average rating, 226 reviews

BunnyHill: Outdoor Heated Pool- Summer

Modern updated Boyne Mountain studio condo in the Villa perfect for a small family or group. You will be a short walk to all the Boyne Mountain amenities and restaurants. The closest lift is a walkable 100 yards away. This condo is comfy, cozy, and bright. With a wall of windows, natural light floods this beautiful condo. High ceilings make the 350 sq feet seam a bit larger. Being an end unit it offers a lot of privacy.

Popular amenities for Gaylord rentals with a pool

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 $90 SGD 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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