
Vacation 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.

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

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

Private Treehouse Retreat! Sauna|Hot Tub|Pool
Imagine sipping your coffee while watching the deer pass through 5 acres of forest from our steam sauna. Imagine enjoying a private marked path on property or hopping in your car to hike a 9 mile, 5 hour trail just 15 min from home, then recovering in the hot tub. If you want a private city escape, our shipping container treehouse is for you! PRIVACY NOTE: There are ZERO shared spaces, no on else on property. While we live in a 'neighborhood' you cannot see another home from our treehouse.

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

Lookout Mountain Retro Pad
📅 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.

Moose Tracks Cabin – Hot Tub & Bluff Views
Perched atop a scenic bluff in Bryant, AL, Grant Summit Cabins offers nine charming cabins overlooking Nickajack Lake. Each cabin features panoramic mountain and water views. With a variety of layouts and sleeping capacities, there’s something perfect for romantic getaways, family vacations, or group retreats. Whether you're sipping coffee on the porch or exploring the nearby hiking trails, relaxation comes easily here. Grant Summit Cabins blends comfort & nature for an unforgettable stay.

15 Acre•Small Wedding Venue•Private Pool•Mtn View
Luxury Farmhouse on 15 private acres! Custom built for the trip your family will never forget. • Small Weddings-Up to 50 guests • Baby Showers • Family Reunions • 6BR / 6BA • Sleeps 12 (extra beds available upon request) • Full-size pool • Hot tub • Sauna • Fire pit • Grill • Fast Wi-Fi • Rome Tennis Center nearby • Jarrod’s Place Bike Park nearby • Wheelchair friendly & pet friendly •Convenient to Atlanta & Chattanooga You planned something special, we’ll make sure it feels that way!

Quiet A-frame cabin w/pool ~ perfect for families!
This NEWLY RENOVATED, Modern A-frame Mountain Cabin is only 7 minutes from I-75 with beautiful views! 5 bedrooms, 3 bathrooms, and currently sleeps up to 12. The outdoor pool is perfect to relax by during the summer! Amenities Include: o Fully stocked kitchen with appliances o 9 beds o Over 2700 sq ft o Washer + Dryer o 6 decks with seating throughout and gorgeous views o Smart 65” TV o Pool Table o Outdoor Pool: Open May-Oct o Quiet area surrounded by nature

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!

Chatt Vistas Oasis-3bdrm-5m to TN-PoolDeckBBQFireP
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!

Tri-state Corner Cabin with a fire pit, hot tub, &
Tri-state 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!

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.
Popular amenities for Trenton rentals with a pool
House rentals with a pool

Wooded Writer's Retreat with Pool

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Riverwalk Retreat• Spacious• Pool • 5 min>Downtown

Get Away And Relax, In Private Chattanooga Home

Tranquility at Gorhams Bluff

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Wauhatchie Blue pool house w/private spa

Sleeps 12, Pet Friendly, Pool, Countryside Cozy!
Condo rentals with a pool

Stylish & Family-Friendly Downtown Condo with Pool

Chattanooga Escape! Riverwalk, Aquarium & More

210 Luxury _ Condo _ Riverfront & Downtown

409~WALK TO AQUARIUM~2BR/2BA~Luxury Downtown Condo

Luxury Downtown Oasis | Fully Disinfected

407★Walk2Aquarium★2QueenBD★Topfloor

Riverfront Condo, Walk to Aquarium, Free Parking

Downtown riverfront pkwy condo 1B/1B
Other vacation rentals with a pool

The Bunk House - Gated, Pool, Sauna, Pet Friendly

Downtown Chatt Condo walkable w/ balcony & pool

Pool, Spa, 2 Kitchens, 5 Baths, 15m to Chatt!

Cozy Tiny home! Pet friendly!

Ramblers Rest with Swimming Pool

Chic 2BR Cabin D by MHM Luxury Properties

Farm Fancy - Romantic Retreat

Pools+Pickleball+Hiking+Campfires+Sweetens Cove
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- Hamilton Place
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- South Cumberland State Park
- Coolidge Park
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- Point Park
- Hunter Museum of American Art
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- Raccoon Mountain Caverns & Campground
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- Tennessee Valley Railroad Museum
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- Enterprise South Nature Park
- Chickamauga and Chattanooga National Military Park
- Tennessee River Park
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