Holiday rentals with a pool in Trenton

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Top-rated rentals with a pool in Trenton

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

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Top guest favourite

A vast and open landscape is captured at sunset, showcasing rolling hills and a river winding below. A wooden fence lines the edge of the property, providing a clear view of dramatic clouds illuminated by the setting sun. Lush greenery frames the scene.

Cabin in Flat Rock

4.99 out of 5 average rating, 206 reviews

Cabin LeNora

Make memories at our little piece of heaven; a quiet, secluded cabin nestled on a bluff overlooking the Tennessee River. Cabin LeNora is conveniently located 60 minutes from Huntsville, AL and 45 minutes from Chattanooga, TN. If you’re a hunter, fisherman, or a wildlife lover or just want a quiet getaway to relax, come experience the peaceful bliss! The cabin is fully stocked and has top rated massage chair that is availableto use & has a generator for back-up power in case of inclement weather

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Guest favourite

An outdoor deck overlooks expansive views of the surrounding landscape at sunset. A private pool is situated beside the deck, with lounge chairs arranged for relaxation. The home features an inviting structure with warm lighting, enhancing the tranquil evening setting.

Home in Chattanooga

4.9 out of 5 average rating, 421 reviews

Sunset Haven 4BR + Pool + Hot Tub + Fireplace

Nestled on historic Missionary Ridge (10 mins from downtown), this cozy home offers panoramic views of Lookout Mountain, downtown Chattanooga, and the Tennessee river. This spacious 4 bedroom home @ 3300sq ft holds stunning views from every room of the house. MAIN FLOOR: Master w/full bath + Screened in porch, Living + Dining + Kitchen (open layout), gas fireplace + half bath DOWNSTAIRS: Queen Suite, Queen Bedroom, Bunk room, Full Bath, Laundry Room OUTDOOR: Large deck, Pool, Hot Tub, Garden

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Top guest favourite

Guest suite in Trenton

4.97 out of 5 average rating, 236 reviews

Family Fun - Private Pool, Spa & Mountain Views

Welcome to a beautifully designed lower-level guest suite. From the moment you step inside, you’ll notice that every detail has been thoughtfully curated with your comfort in mind. Unwind in the hot tub, splash in the pool, end the day making s'mores with the kids as the sun sets. This property is perfect for 2-4 guests, 5 with a baby. "Paradise. We could not have asked for more. The suite was beautiful and stocked with everything we needed... The pool and hot tub were so relaxing." - Heidi

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Top guest favourite

A serene outdoor area features a sparkling pool, surrounded by vibrant autumn foliage. Adirondack chairs are positioned along the poolside, facing the horizon. The sun sets in the distance, casting warm hues across the sky and reflecting on the water, enhancing the tranquil atmosphere.

Home in Lookout Mountain

4.99 out of 5 average rating, 120 reviews

Lookout Mountain Retro Pad - last booking Nov ‘26

📅 Last date to book: November 2026 as we are wrapping up our “hosting career”! It’s been a pleasure to meet & host others, and we look forward to our last couple months! 🏡 Mid Century bluff home with views of the rolling Georgia and Tennessee mountains. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 for immediate family). We are best suited as a QUIET & peaceful retreat. We are located in a full time residential neighborhood.

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Top guest favourite

A spacious master bedroom features a large bed with neutral bedding, complemented by decorative pillows. A striking wall mural of tropical leaves serves as a focal point. Two bedside lamps provide ambient lighting, alongside a small side table and a desk in the corner. Natural light enters through double doors leading to a private covered balcony.

Home in Chattanooga

4.98 out of 5 average rating, 167 reviews

Riverwalk Retreat• Spacious• Pool • 5 min>Downtown

Centrally located near Chattanooga's most popular attractions, this newly decorated, Riverwalk Retreat has everything you’re looking for! -Community Pool -Neighborhood Riverwalk access (16 miles of paved trailhead along the Tennessee River) -5 minute drive to the Incline Railway, Ruby Falls and Southside Eateries -8 minute drive to the Aquarium -10 minute drive to Rock City Additionally, your retreat is conveniently located near local coffee shops, hiking, boutiques, breweries, and Publix!

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Guest favourite

Home in Chattanooga Valley

4.87 out of 5 average rating, 108 reviews

Wooded Writer's Retreat with Pool

Book NOW for family pool fun get-away. A peaceful health-conscious 3-bedroom tri-level at the ft. of Lookout Mtn. 2 fireplaces. Upper 2 levels are yours exclusively. Lower level office not accessible. Advanced air purification system. Bottled water NOT needed with reverse osmosis filter. Ideal for families, small retreats, or parents of students. Covenant College is visible from the kitchen & attractions minutes away. Plan ahead for Spring-Summer. Open pool season. No pets allowed.

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Top guest favourite

Farm stay in Summerville

5.0 out of 5 average rating, 106 reviews

Group Retreat•Private Pool•Sauna•Mtn View•15 Acres

Luxury farmhouse on 15 private acres, custom built for the trip your family will never forget! Peaceful, and ideal for reunions or a weekend escape. • 6BR / 6BA, sleeps 12 (extra beds available upon request) • Full-size pool, hot tub & sauna • Fire pit & BBQ grill • Fast Wi-Fi • Near Rome Tennis Center & Jarrod’s Place Bike Park • Pet friendly • Convenient to Atlanta & Chattanooga • Small weddings up to 50 guests welcome (There is an additional cost for weddings, inquire for details)

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Guest favourite

Home in Menlo

4.95 out of 5 average rating, 101 reviews

Scenic A-Frame | Pool, Hot Tub & Panoramic Views

Bella Vista A-Frame offers a peaceful getaway on Lookout Mountain in Menlo, GA. Relax on the spacious deck with mountain and pool views, enjoy the hot tub, or take a dip in the seasonal pool. This cozy A-frame is the perfect blend of comfort and serenity. ➤ Sunset/Sunrise Views ➤ Large Deck w/ Overlooks ➤ Full Kitchen ➤ BBQ Grill ➤ Hot Tub ➤ Firepit ➤ Seasonal Pool (May 1st–Oct 1st) ➤ WiFi ➤ In-Unit Laundry Escape to Bella Vista for a tranquil mountain getaway!

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Top guest favourite

A comfortable living area features a gray sofa adorned with striped and textured pillows. A light wooden staircase ascends to the loft, and large windows draped with sheer curtains allow natural light to fill the space, illuminating the warm wooden walls.

Cabin in Wildwood

4.9 out of 5 average rating, 105 reviews

I Fly Cabin: Watch Hang Gliders /Paragliders Soar!

Welcome! The cabin is located at the base of Lookout Mountain Flight Park. Watch hang gliders take off and land from the front windows or deck. Have fun!! ~maybe even take a tandem flight yourself! There is also no better place to hang wait! Hang waiting is when you wait until the conditions are right to fly hang gliders or paragliders. Once the weather is flyable, enjoy a front row seat to the south side tandem takeoffs!

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Guest favourite

A spacious living area features a warm wooden ceiling and a stone fireplace. Seating includes a large leather sofa and an armchair, with a coffee table in the center. A flat-screen television is mounted on the wall, while large windows allow for natural light and views.

Cabin in Bryant

4.94 out of 5 average rating, 151 reviews

Mountain High Cabin with hot tub, fire pit, & indo

Mountain High Cabin is located in Paradise Pointe, a gated mountain retreat at the tri-state corner of AL/TN/GA. Hike the trail to stand in three states at once! Enjoy access to the huge indoor pool house with a communal hot tub, two indoor slides, an outdoor deck, seating, and more. All 19 rentals share these amenities. Plus, enjoy two small basketball courts, sand volleyball, horseshoes, and more for endless fun!

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Superhost

A clear blue pool is framed by a wooden deck, with steps leading into the inviting water. Surrounding greenery offers a natural backdrop, and sunlight glints off the surface, creating a serene environment for relaxation.

Home in Chattanooga Valley

4.89 out of 5 average rating, 180 reviews

Chatt Vistas Oasis|3bdrm|5mtoTN|PoolDeckBBQFirePit

Welcome to your charming country retreat! This fully furnished home offers a cozy and relaxing atmosphere with its inviting pool, fire-pit area, and a spacious, fully fenced backyard. Centrally located just 4-6 minutes from TN/St. Elmo and Lookout Mountain, it's perfect for exploring Chattanooga. The home features 3 bedrooms and 1 bathroom. Enjoy your peaceful getaway in this delightful and convenient destination!

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Top guest favourite

Bungalow in Trion

4.98 out of 5 average rating, 104 reviews

Ridge-Top Sanctuary • All Year Swim Spa • Views

Pinhoti — A Private Mountain Retreat with Extraordinary Views Welcome to Pinhoti — a beautifully designed contemporary retreat set high on 12 private acres in the North Georgia mountains. With spectacular views across Taylor Ridge, complete privacy and your own year-round heated swim spa and hot tub, Pinhoti is a place to slow down, reconnect and enjoy the luxury of having nowhere you need to be.

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