
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

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.

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.

Creekside Cottage | River Access, Kayaks & Trails
Nothing beats Nature! Cricket by the Creek is a charming tiny home offering peaceful, private access to the creek below — the perfect place to unplug and reconnect with nature. Nestled in the peaceful Little River Escape community, you’ll enjoy: ✔️ River & lake access ✔️ Scenic hiking trails ✔️ Fire pits by the river ✔️ BBQ ✔️ Gym ✔️ 2 Kitchens (one in the Poolhouse) Relax by the creek, take a dip in the river, and let the sounds of nature remind you what peace feels like.

Modern Ridge-Top Sanctuary: All-Year Swim Spa
Escape to your private 12-acre contemporary sanctuary. Pinhoti is a beautiful modern getaway designed for total seclusion on 12 private acres. Built for up to 4 guests, this stylish retreat replaces traditional dark cabin logs with clean lines and large glass windows. As soon as you enter the front door, the floor-to-ceiling views pull your eyes straight through the lounge to a spectacular timber deck overlooking Taylor Ridge.

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!

Sunset Ridge cabin 21 miles from Chatt, TN! Indoor
Sunset Ridge 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!

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!

Lookout Mountain 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).
Popular amenities for Trenton rentals with a pool
House rentals with a pool

Romantic Retreat•Private Pool•Views•Pet Friendly

Hollywood Fish Camp

Get Away And Relax, In Private Chattanooga Home

Farm Fancy - Romantic Retreat

Pristine, Quaint Tiny Home! The Hemlock Hideaway

Sleeps 12, Pet Friendly, Pool, Countryside Cozy!

Walk|Bike|Swim! 3 Kings, Pool, Downtown, Riverwalk

Hidden Lookout Retreat • Mountains, Pool & Hot Tub
Condo rentals with a pool

Luxury Downtown Oasis | Fully Disinfected

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

Stylish & Family-Friendly Downtown Condo with Pool

Chattanooga Escape! Riverwalk, Aquarium & More

Downtown riverfront pkwy condo 1B/1B

1APARTMENT IN LA PINEDA (TARRAGONA)

Riverfront Condo, Walk to Aquarium, Free Parking

407★Walk2Aquarium★2QueenBD★Topfloor
Other vacation rentals with a pool

Tiny home atop Lookout Mountain

Monteagle/Sewanee forest cottage with amenities

Sculpture + Mtn Views | Hot Tub | Lux DWTN Retreat

Dog-ok ChattanoogaCountryHome/Private Pool/Firepit

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

Forest Retreat: Poolside Bliss Close to Campus

Cozy Tiny home! Pet friendly!

Downtown Chatt Condo walkable w/ balcony & pool
Destinations to explore
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- Cloudland Canyon State Park
- Tennessee Aquarium
- Rock City
- Lake Winnepesaukah Amusement Park
- Hamilton Place
- Chattanooga Choo Choo
- Coolidge Park
- South Cumberland State Park
- Point Park
- Hunter Museum of American Art
- Fort Mountain State Park
- Chattanooga Zoo
- Raccoon Mountain Caverns & Campground
- Chickamauga Battlefield Visitor Center
- Creative Discovery Museum
- Cathedral Caverns State Park
- Tennessee Valley Railroad Museum
- Chattanooga Whiskey Experimental Distillery
- Enterprise South Nature Park
- Tennessee River Park
- High Falls Park
- Chickamauga and Chattanooga National Military Park
- Ross's Landing Park
- Chester Frost Park





