
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.

Germantown Getaway!
Beautiful, spacious apartment close to EVERYTHING in Chattanooga!!! Want to be close to all of Chattanooga’s attractions, but have a private space away from it all too? Private upstairs apartment with separate entry. A couple of reviews Conveniently located 10-15 minutes from downtown! Close to Hamilton place, Chattanooga Choo Choo, Lake Winnepesaukah, the convention center, Camp Jordan, Chickamauga battlefield, The National cemetery, local antique shops and other attractions are also nearby.

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

Hoot Owl Cabin – Private Hot Tub & Outdoor Living
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.

The Better Brady Bunch House
UNPLUG from 2025! Watch a movie via VHS on the console TV in living room. When can you say you have done that?! Only minutes off the East Ridge Exit from I-75. There is an in-ground pool and corn hole outside! Pool table, chess, and...on bottom level there is a game room with a disco ball, air hockey, ping pong, set of drums, guitars, amplifier and microphone for karaoke, foosball, tons of board games and a poker table! Enter the front door by going over a bridge, with pond and goldfish!

Tucaway/Berry/ Broad St, Trails, Rivers, Tennis
3 miles from downtown, Broad Street. Come see what all Rome has to offer. Relax with the whole family at our little cottage. Rocking chair front porch, porch swing , covered back deck with outdoor seating & gas grill. Spacious yard with fire pit, and swing. Above ground pool with large deck and lounge chairs. 3 bedrooms 2 baths, equipped kitchen, washer and dryer. Family room with Roku TV to stream , and Xfinity High speed internet. Come explore Rome, we would love to have you.

Fall Vibes- Spa & Fire Place | Mins to Chattanooga
"Paradise. We could not have asked for more. The house was beautiful and stocked with everything we needed... The pool and hot tub were so relaxing." - Heidi Nestled in the heart of nature's grandeur in the North Georgia mountains, this beautiful suite offers comfort and awe-inspiring views. It's a sanctuary where modern luxury meets the tranquility of the great outdoors. "The place was incredibly cozy and peaceful, creating the perfect atmosphere for a relaxing getaway." - Courtney

402~New Riverfront Mid-Century Luxury Condo
Welcome to your chic retreat! Our new Mid-Century Modern condo is ideally located in the heart of Chattanooga, just a short walk or bike ride from events like Ironman, the Aquarium, and the Southern Belle Riverboat. Enjoy the scenic Riverwalk, perfect for biking or jogging along 20+ miles of beautiful paths. Plus, most attractions and a variety of restaurants and bars are only a 5-15 minute drive away. Experience the perfect blend of style and convenience for your unforgettable stay!

Cozy Studio 8 Mins to Downtown w/Pool
Private studio apartment with a full kitchen, full bath, and king sized bed that overlooks the backyard pool. This apartment is in the basement level of a home, but is private inside. Please use extreme caution with children under 12 in this listing due to the close proximity to the pool and other factors that are specific to this listing. Please note the upstairs listing may have children staying. There’s one king bed and a twin pull out bed. *No parties rule strictly enforced*

The Loft at Strawberry Estates
Welcome to the loft at Strawberry Estates. Join us in our vibrant new farmhouse home on 10 acres. Peaceful area and safe surroundings will give you that country feel. Your loft suite is 100% private with your own drive up entrance. This is a one room suite with a lovely bathroom with a deep soaking tub. Enjoy your own mini split HVAC. Listen to the roosters crow in the distance. PLEASE note swimming pool is open. Swim responsibility and at your own risk.

Tranquility at Gorhams Bluff
Charming bluff house in quiet town with nice view of the Tennessee Valley. Gorham's Bluff is a small community with a lodge, meeting house, small library, amphitheater, duck pond and scenic overlook. A relaxing get away for rest and relaxation or working remotely without interruption. BE AWARE THERE IS CONSTRUCTION GOING ON NEXT DOOR AS A HOUSE IS BEING BUILT. THIS SHOULD BE ENDING SOON , PERHAPS BY MID APRIL 2025. SORRY FOR THE INCONVENIENCE.

Special Rate for Couples: Lookout Mtn Retro Pad
Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).

Get Away And Relax, In Private Chattanooga Home
Situated close to Chattanooga sites and adventures, guests can enjoy an afternoon of museums, shopping and dining. Things to Do in Chattanooga: Tennessee Aquarium Duck Tours Chattanooga Zoo Coolidge Park Walnut Street Bridge Creative Discovery Museum Hunter Museum of American Art Lookout Mountain Tennessee Riverpark Raccoon Mountain Caverns Ruby Falls Chattanooga Whiskey Experimental Distillery
Popular amenities for Trenton rentals with a pool
House rentals with a pool

The Jade | Hot Tub & Pool Perks, Fun Family Haven

Firefly Mountain- Newly Remodeled

Sleeps 12, Pet Friendly, Pool, Countryside Cozy!

Walk|Bike|Swim! Pool + Downtown + Riverwalk

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

CasaVista | Downtown-3bd2.5ba-Sleeps8

Cliffside Luxe Retreat w/Pool, Hot Tub, Views

Quiet Getaway at Wayward Cottage
Apartment rentals with a pool

Luxury Downtown Oasis | Fully Disinfected

209 LUXURY DOWNTOWN 2BR / 2BA CONDO, Sleeps 6!

Downtown Condo w/ Balcony

Stylish & Family-Friendly Downtown Condo with Pool

Chattanooga Escape! Riverwalk, Aquarium & More

308~Brand New~PET FRIENDLY~Super Clean DOWNTOWN

Downtown riverfront pkwy condo 1B/1B

Bright, Brand New, & Steps to Downtown Condo-Nooga
Other holiday rentals with a pool

Larger Home in Tiny Home Lake Community

Pickleball | Pool | Hot Tub | Gym | BBQ

Farm Fancy - Romantic Retreat

Monteagle/Sewanee forest cottage with amenities

Hidden Lookout Retreat • Mountains, Pool & Hot Tub

Lookout Living| Min to Downtown•Attractions•Trails

Chattanooga Resort

Forest Retreat: Poolside Bliss Close to Campus
Destinations to explore
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Sweetens Cove Golf Club
- Lake Winnepesaukah Amusement Park
- Black Creek Club
- Coolidge Park
- The Lookout Mountain Club
- Chattanooga Golf and Country Club
- Cloudmont Ski & Golf Resort
- Chattanooga Choo Choo
- The Honors Course
- Creative Discovery Museum
- Hunter Museum of American Art
- National Medal of Honor Heritage Center
- Sir Goony's Family Fun Center