Holiday rentals with a pool in Lookout Mountain

4.97 out of 5 average rating, 152 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, 365 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

Superhost

4.81 out of 5 average rating, 161 reviews

CasaVista | Pool-Central-3bd2.5ba-Sleeps8

Welcome to Casa Vista. A cozy, modern, townhome strategically located at the base of Lookout Mountain and between the historic district of Saint Elmo and the vibrant food scene of Southside. Most of Chattanooga's main attractions, restaurants, and venues are accessible in less than 10 minutes from our home. Bike rental and Riverwalk trailhead are accessible by foot. Ruby Falls and Rock City 6-8min. Downtown Chatt 4-6min. Traveling by EV? We have level-2 chargers available along the road.

4.92 out of 5 average rating, 333 reviews

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!

4.94 out of 5 average rating, 484 reviews

Apartment 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!!!

4.89 out of 5 average rating, 176 reviews

Made to entertain! Close to downtown with a view!

A charming historic home, where timeless elegance meets modern convenience! This beautifully 3 bedroom restored property boasts original accents all seamlessly blended with contemporary updates for comfortable living. Step onto the expansive deck and take in breathtaking views of Chattanooga while playing games, relaxing at the fire pit or in the swim spa. Whether you’re here to relax, explore, or create memories, this unique retreat is the perfect place to call home during your stay.

4.91 out of 5 average rating, 129 reviews

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 **The pet fee for this listing is $100/pet. $250 if evidence of pet without notice**

4.97 out of 5 average rating, 132 reviews

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!

4.97 out of 5 average rating, 462 reviews

Apartment 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!

Superhost

Home in Pisgah

4.84 out of 5 average rating, 146 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.

4.96 out of 5 average rating, 174 reviews

Cabin in Bryant

Pop & Granny's cabin with a fire pit, hot tub, & i

SUNDAY check in ALLOWED. POP & GRANNY'S CABIN is located inside Paradise Pointe which is gated & on a mountain, tristate corner of AL/TN/GA. HIKING TRAIL to tristate corner. Paradise Pointe has 1 HuGe INDOOR POOL HOUSE with outdoor deck-19 rentals has access to pool house. WIFI, hot tub, fireplace, grill & fire pit! Main floor-BDR 1/king, Upstairs-BDR 2/king, BDR 3/family room/true queen bed & 2 recliners & BDR 4/king