Holiday rentals with a pool in Highlands

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Top-rated rentals with a pool in Highlands

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Highlands
4.93 out of 5 average rating, 107 reviews

Highlands Spacious Cabin w/Hot Tub,games,gym+wifi

Bring the whole family to this stunning, newly updated Highlands retreat! This spacious 5BR + loft home features 3 full & 2 half baths, 3 king bedrooms, and 2 family rooms with large-screen TVs. Enjoy a chef’s kitchen with top-of-the-line appliances, cozy fireplace, fire pit, hot tub, and games including air hockey, ping pong, and Pac-Man arcade.Professionally decorated for comfort and style, with upgraded Starlink Wi-Fi. Just 4 miles from downtown Highlands—your perfect mountain getaway awaits!

Top guest favourite
Home in Leicester
4.99 out of 5 average rating, 116 reviews

Swim Spa, Mtn Views, Cold Plunge, Gym & New Deck!

The highlight of Peach Tree Retreat is its Swim Spa, where you can unwind, exercise, and enjoy the Mtn Views along with a very convenient 17 min drive to Downtown Asheville. Next to the Swim Spa, you'll find a Barrel Sauna-a charming space to experience the benefits of heat and steam, a refreshing Cold Plunge is also available :) In addition to these wellness amenities, Peach Tree Retreat features a well-equipped gym, allowing guests to maintain their fitness routines while enjoying their stay.

Top guest favourite
A spacious outdoor deck features a circular table surrounded by four chairs, offering panoramic views of the rolling mountains under a partly cloudy sky. The glass windows of the home provide a seamless connection to the surrounding nature.
Cabin in Maggie Valley
4.91 out of 5 average rating, 205 reviews

Cataloochee Sky *private spring fed pool & hot tub

This VERY RUSTIC, contemporary home designed by Norwegian architect, Bernardo Rostad, is situated at the foot of the Great Smoky Mountains National Park & adjoins the renowned Cataloochee Ranch. Enjoy spectacular sunrises from the east facing windows perched high above the clouds at 4,700 ft elevation w/ 360 degree views of the Smoky Mountains, located on 25 PRIVATE acres. *See "THE SPACE" description below & confirm that you have read prior to booking request. Reply: I have read "THE SPACE".

Top guest favourite
The cozy exterior of the cottage features a welcoming front porch adorned with potted plants. The home's muted gray siding blends harmoniously with the surrounding autumn landscape. A gently sloping lawn leads to the driveway, bordered by trees that enhance the tranquil mountain setting.
Home in Maggie Valley
5 out of 5 average rating, 101 reviews

Heavenly Hideaway-Heated Pool! Paved, Pets Welcome

Welcome to Heavenly Hideaway! This beautifully designed home will take your breath away the moment you step through the door! Set on a bold creek in the heart of Maggie Valley, with flat, easy paved access, and paved driveway, this stylish cottage is the perfect home base for your mountain escape. Close to the festival grounds, shopping, skiing, and all the area attractions, it also comes with access to a heated pool, hot tub, clubhouse, and playground. Motorcycles welcome and pet friendly!

Top guest favourite
Home in Clayton
5 out of 5 average rating, 129 reviews

Estate-Like Retreat/ Walk to Town /Hot Tub & Pool

Escape to Meadowstream Lodge—a one-of-a kind mountain retreat on 2.5+ gorgeous acres. Rare open pasture (ideal for kids & pets), creek, forest, and a view of Black Rock Mountain create a true dreamy estate feel—yet you can walk to downtown dining, shops, and bars. Relax in the heated pool + hot tub, gather around the fire pit, or unwind on the café-lit deck with fire bowl. Designer interiors. Fully stocked for families, pets, and play. We've thought of everything to make an unforgettable stay!

Top guest favourite
A spacious outdoor deck showcases a fire pit with lava rocks, surrounded by comfortable seating. Metal chairs and a grill are positioned for outdoor cooking and relaxation. The surrounding trees provide a natural backdrop, enhancing the feeling of seclusion in a wooded area.
Cabin in Sky Valley
4.97 out of 5 average rating, 117 reviews

Treetop Cabin w/ firepit + Mountain Stream

No matter the time of year, adventure always awaits in Sky Valley! With room for the whole family and your four-legged friend, this 3-bedroom, 2-bath cottage has all the amenities to make your time here effortless and unforgettable. Hike, zipline, golf, and sightsee in the beautiful mountains of North Georgia! Enjoy the sound of running water from a mountain runoff stream that flows right through the property! Enjoy resort amenities including pool (seasonal), hot tub, sauna, gym, and tennis.

Top guest favourite
A hot tub overlooks rolling hills and lush mountains, set against a cloudy sky. The wooden deck frames the relaxing spa, inviting guests to enjoy the scenic view of the natural landscape in serene surroundings.
Cabin in Macon County
4.85 out of 5 average rating, 125 reviews

Stunning Views and Hot Tub, at Beary Cozy Cabin

Welcome to our stunning mountain retreat, at Beary Cozy Cabin! Our home is located on Cowee Mountain in the Great Smoky Mountains, near the charming town of Franklin, NC. Featuring 4 bedrooms, 4 full baths, and 2 half baths, our cabin is the perfect getaway for up to 12 guests. Enjoy our expansive deck with a hot tub and breathtaking mountain views, perfect for seeing the natural fog that gives the Smokies their name. Come experience the area’s beauty and create unforgettable memories!

Top guest favourite
A curious black bear is seen peering through wooden railing, with its attentive eyes focused on the viewer. The natural surroundings of greenery are partially visible, complementing the bear's dark fur. The image captures a moment of wildlife interaction.
Flat in Sapphire
4.93 out of 5 average rating, 172 reviews

Beautiful Cozy Mountain Retreat

This beautiful space is a large, 1600 sq foot downstairs basement apartment, with a private entrance through the shared garage. It is a quiet peaceful area and is conveniently located nearby unique shopping in Cashiers, as well as beautiful gorgeous hikes, waterfalls. and lakes. An outdoor deck circles the entire length of the apartment and many windows provide a beautiful view of the mountain. At the Wyndham Resort, just down the road is recreational fun for everyone with a pass.

Guest favourite
Cottage in Highlands
4.93 out of 5 average rating, 15 reviews

DeerSong Cottage - Private Hot Tub Under the Stars

Welcome to DeerSong Cottage — a brand-new 3-bedroom mountain modern retreat in Highlands, NC, blending clean design with rustic charm. Relax by the fireplace, sip coffee on the deck, or soak in the private hot tub under the stars while enjoying the fresh mountain air. Just 4.5 miles (about 8 minutes) from downtown Highlands, you’ll find local shops, dining, and easy access to waterfalls and trails like Dry Falls, Glen Falls, Sunset Rock, and Whiteside Mountain. @DeerSong_Cottage

Top guest favourite
A treehouse perched among tall trees is connected by a hanging bridge. The structure features a wooden exterior with a large deck, providing an elevated view of the surrounding forest. Sunlight filters through the leaves, creating dappled light on the ground below.
Treehouse in Ashville
4.95 out of 5 average rating, 237 reviews

Cozy AVL Treehouse – Sleep Among the Trees!

Sleep among the trees in this cozy treehouse, just 15 minutes from downtown Asheville yet surrounded by nature. Cross the hanging bridge to your treetop retreat, where ‘soft’ adventure and relaxation meet. Explore waterfalls, hiking trails, and Asheville’s vibrant food and art scene. Enjoy glamping with an outdoor shower and compost toilet while soaking in the beauty of the forest. Unplug, unwind, and wake up to birdsong in this magical getaway! 🌿✨ Includes fresh linens each stay.

Top guest favourite
A serene outdoor pool area is framed by lush greenery and vibrant flowers. The pool reflects the surrounding mountains, with lounge chairs and a hot tub situated nearby. A peaceful atmosphere is created by the distant sounds of nature.
Cabin in Cullowhee
4.99 out of 5 average rating, 157 reviews

Cozy Cabin • Creek, Trails, Pool, Hot Tub & Gym

Pool is open for the 2026 season! Adventure meets comfort. Explore Sylva’s breweries, Dillsboro’s artsy village, Cashiers’ upscale charm, Franklin’s gem mining, and Cherokee’s culture. Hike trails, fish in the creek, zip-line, raft, tube, boat, or go on a trail ride. Easy drive, no steep roads. Enjoy pool, hot tub, gym, playground, trails, and Casper mattresses. Minutes to Western Carolina University (WCU) & Castle Ladyhawke. Near NOC, Blue Ridge Parkway & Great Smoky Mountains NP.

Guest favourite
A stone marker displays the house number, set against a backdrop of snow-covered ground and a gray cottage nestled among the trees. Sunlight filters through the branches, casting shadows on the tranquil winter scene.
Cabin in Highlands
4.94 out of 5 average rating, 104 reviews

Acorn Cottage in Highlands, NC “Fireplace"

Unforgettable adventures and quality time with the loved ones await you, when you book this cozy mountain hollow getaway! Acorn cottage is the perfect mountain retreat located minutes from Main street in Highlands, NC. A fabulous shopping and dining experience awaits! The home is equipped with fiber optic cable to provide a seamless Smart TV or Work streaming experience. Plenty of parking is available. Wood Burning Fireplace on porch! Gas Fireplace in the Living Room.

Popular amenities for Highlands rentals with a pool

Quick stats about holiday rentals with a pool in Highlands

  • Nightly prices starting at

    Highlands holiday rentals start at €185 per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highlands rentals

  • 4.9 Average rating

    Highlands stays are highly rated by guests – averaging 4.9 out of 5!

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