
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

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

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!

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.

409~WALK TO AQUARIUM~2BR/2BA~Luxury Downtown Condo
This gorgeous, luxury 2 bedroom, downtown condo is well equipped & perfect for any occasion! Whether an EXECUTIVE (LONG TERM STAY!) or a family (KID FRIENDLY!) It has a fully stocked kitchen with all the necessities, plush bedding & towels, and a stocked bathroom with all the toiletries. Large Smart Flat Screen TV's in the living room & master bedroom. This unit is on the 4th (top) floor & it has a balcony from the living room that overlooks Chattanooga Whiskey & Lookout Mountain!

Cozy home for up to 10 guests on LkMt GA
Welcome to our very quiet and lovely neighborhood, our cozy house is located on 5 acres off of a private road. Forest and pasture with plenty of space between neighbors. Our 4 BR house is a wonderful place for families. The pool is closed for the off season of OCT- MAY. Garage and apartment above garage are not included in the rental, occasionally this apartment is owner occupied, it has it's own deck and separate entrance, your privacy will be well respected during your 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.

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

Chattanooga 4BR: Pool, Hot Tub, Fire Pit, Near DT

Get Away And Relax, In Private Chattanooga Home

Hollywood Fish Camp

S1. Beautiful home in Historic Scottsboro

Sleeps 12, Pet Friendly, Pool, Countryside Cozy!

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

Hidden Lookout Retreat • Mountains, Pool & Hot Tub

Harpswitch Oasis
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

Bright, Brand New, & Steps to Downtown Condo-Nooga

Riverfront Condo, Walk to Aquarium, Free Parking

202~NEW Luxury Condo Downtown~Walk to Aquarium
Other vacation rentals with a pool

Farm Fancy - Romantic Retreat

Luxe 2BR Cabin C by MHM Luxury Properties

Settle Down - Relax, Swim, Bike, Convenience!

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

Modern Ridge-Top Sanctuary: All-Year Swim Spa

Cozy Tiny home! Pet friendly!

Private Treehouse Retreat! Sauna|Hot Tub|Pool

Germantown Getaway!
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- Tennessee River Park
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- Chickamauga and Chattanooga National Military Park
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