Holiday rentals with a pool in Ooltewah

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

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.

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!

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*

Quiet A-frame cabin w/pool ~ perfect for families!

This NEWLY RENOVATED, Modern A-frame Mountain Cabin is only 7 minutes from I-75 with beautiful views! 5 bedrooms, 3 bathrooms, and currently sleeps up to 12. The outdoor pool is perfect to relax by during the summer! Amenities Include: o Fully stocked kitchen with appliances o 9 beds o Over 2700 sq ft o Washer + Dryer o 6 decks with seating throughout and gorgeous views o Smart 65” TV o Pool Table o Outdoor Pool: Open May-Oct o Quiet area surrounded by nature

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!

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).