Holiday rentals with a pool in Trenton

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)!

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!

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!!!

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 Jade | Hot Tub & Pool Perks, Fun Family Haven

Welcome to Historic Saint Elmo Retreat Nestled in the heart of Historic Saint Elmo, just 10 minutes from Downtown Chattanooga, this picturesque house offers an ideal location near popular attractions including the Tennessee Aquarium, Ruby Falls, Rock City, and the Incline Railway. Discover a charming neighborhood that's walkable to local dining, coffee shops, and ice cream parlors. Book now and create unforgettable memories in this Historic Saint Elmo Gem!

Mountain High Cabin with hot tub, fire pit, & indo

Mountain High 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).