Holiday rentals with a pool in Lookout Mountain

Germantown Getaway!

Beautiful, spacious apartment close to EVERYTHING in Chattanooga!!! Want to be close to all of Chattanooga’s attractions, but have a private space away from it all too? Private upstairs apartment with separate entry. A couple of reviews Conveniently located 10-15 minutes from downtown! Close to Hamilton place, Chattanooga Choo Choo, Lake Winnepesaukah, the convention center, Camp Jordan, Chickamauga battlefield, The National cemetery, local antique shops and other attractions are also nearby.

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

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)!

Eagles Nest Cabin – Bluff Views & Hot Tub!

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.

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!

Fall Vibes- Spa & Fire Place | Mins to Chattanooga

"Paradise. We could not have asked for more. The house was beautiful and stocked with everything we needed... The pool and hot tub were so relaxing." - Heidi Nestled in the heart of nature's grandeur in the North Georgia mountains, this beautiful suite offers comfort and awe-inspiring views. It's a sanctuary where modern luxury meets the tranquility of the great outdoors. "The place was incredibly cozy and peaceful, creating the perfect atmosphere for a relaxing getaway." - Courtney

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!

The Loft at Strawberry Estates

Welcome to the loft at Strawberry Estates. Join us in our vibrant new farmhouse home on 10 acres. Peaceful area and safe surroundings will give you that country feel. Your loft suite is 100% private with your own drive up entrance. This is a one room suite with a lovely bathroom with a deep soaking tub. Enjoy your own mini split HVAC. Listen to the roosters crow in the distance. PLEASE note swimming pool is open. Swim responsibility and at your own risk.

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!

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!

The Jade | Hot Tub & Pool Perks, Fun Family Haven

Welcome to The Jade, a spacious 4-bedroom retreat steps from historic St. Elmo fun. Splash, soak, and play: enjoy hot-tub time, seasonal pool access, and a full arcade & game room that keeps every age smiling. Comfy beds for 12 guests Fully stocked kitchen Backyard grill & firepit Minutes to Lookout Mountain trails, coffee shops, and vibrant downtown Chattanooga. Book now and start your family adventure!

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).