Holiday rentals with a pool in Trenton

4.97 out of 5 average rating, 145 reviews

Home in Trenton

Suite Retreat: Pool & Spa | Minutes to Chattanooga

Nestled in the heart of nature's grandeur, this beautiful suite offers comfort and awe-inspiring views. It's a sanctuary where modern luxury meets the tranquility of the great outdoors. Relax in the hot tub, and enjoy morning coffee in the cabana surrounded by mountain views. Make s'mores with the kids while enjoying a gorgeous sunset. This property is perfect for 2-4 guests, 5 with baby. The hot tub is open year-round & ready to melt your cares away! The pool is now closed for the season.

Superhost

4.9 out of 5 average rating, 359 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

4.88 out of 5 average rating, 242 reviews

Condo in Chattanooga

410~Eclectic Condo~Top Floor~WALKABILITY~CABLE TV!

Welcome to our cool, eclectic, home away from home! Our condo is a corner unit & filled with loads of natural light. Located on the top floor the living rm & bedroom have stunning views of the mountains that surround downtown. Equipped w/ CABLE TV, coffee, tea, plenty of towels & beddings, washer & dryer, & bathroom essentials, you are sure to have a relaxing stay! Walking distance to Aquarium, Ross's Landing, downtown restaurants, etc! Don't wanna walk? Drive anywhere downtown in just minutes!

4.98 out of 5 average rating, 126 reviews

The Jade | HotTub & Pool, Family Friendly Stay

Located in the heart of Historic Saint Elmo, 10 mins from Downtown Chattanooga (Tennessee Aquarium), the trendy Southside (Chattanooga Choo Choo), Ruby Falls, Rock City, & Incline Railway. Unwind and connect with friends and family in our insta-worthy, beautifully designed home. Easily walkable to food & drinks or coffee & ice cream. Over 2250 sq ft, comfortably sleeps 10 adults in 4 bedrooms/ 3.5 bath. A 5 person hot tub, 30 ft pool, ping pong table, yard games, a private bar, and fire pit!

4.94 out of 5 average rating, 116 reviews

Walk|Bike|Swim! Pool + Downtown + Riverwalk

Looking for the perfect base to explore Chattanooga? Enjoy convenience and comfort in our spacious and beautifully decorated new townhome. Our home features large beds, a community pool and direct access to the iconic Riverwalk. Easily walk or bike to St. Elmo, the famous Incline Railway, UTC Finley Stadium, shop local at the Chattanooga Market, and explore the Southside Restaurants along Main St. Close to downtown, attractions and hiking, but tucked away in a quiet community (with a pool)!

4.92 out of 5 average rating, 331 reviews

The Better Brady Bunch House

UNPLUG from 2024! 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!

4.94 out of 5 average rating, 482 reviews

Condo in Chattanooga

Luxury Downtown Oasis | Fully Disinfected

Beautiful Downtown Riverwalk Oasis THE CONDO This condo is a new downtown oasis!!! Designed and furnished to give our guests a modern and luxurious experience while also capturing the comforting feeling you can only get from being in a family home. Everything you could want downtown Chattanooga is at your finger tips. The Aquarium, The River Walk, Restaurants, Bars, Coolidge Park and much much more are within minutes reach. You will also have access to our Pool, Gym and Clubhouse!!!

Superhost

Guest suite in Chattanooga

4.76 out of 5 average rating, 495 reviews

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 be aware that we do NOT allow 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*

4.96 out of 5 average rating, 455 reviews

Condo in Chattanooga

Stylish & Family-Friendly Downtown Condo with Pool

Retreat from your Chattanooga adventures to our downtown condo with comfortable furnishings, homey touches, and a corner for the kids with books and toys. Order in and watch Netflix on the couch or cook a family meal in the fully-equipped kitchen (kids' dinnerware included). Perfect for a family, two couples, or small group of friends, the condo has a shared gym, pool, & fire pit. This is the perfect base camp to check out all that Chattanooga has to offer!

4.99 out of 5 average rating, 399 reviews

Bungalow in Cleveland

Kick-Back Bungalow

Do you need a place to just Kick-Back and be on Island time? Come experience the Tennessee Tropics! Relax and rejuvenate in your private INDOOR 19 foot spa/lap pool. Listen to your favorite music and be hypnotized by the flickers of the flames in your fireplace! This stand alone bungalow was designed in a Caribbean flare to boost rejuvenation and harmony for your body and mind! If you need a vacation not too far from home, this is the place for you!

Superhost

Home in Pisgah

4.84 out of 5 average rating, 145 reviews

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.