House holiday rentals in Lookout Mountain

Downtown Southside Experience, 1BR with hot-tub

Welcome to your Southside Experience! This modern, second story home is located in the lively Southside community in Downtown Chatt. Walk, bike or Uber to many close downtown activities, restaurants, bars, unique shops, or explore the mountains. Start your day drinking coffee while enjoying the Lookout Mountain view and end the day relaxing on our comfy sofa or in the hot tub, should you choose to add the “hot-tub experience” ($100 additional fee) to your stay. We look forward to hosting you!

Peaceful Mountain Hideaway near Attractions

Come enjoy this cozy tiny home getaway! Perfect for 2, featuring a queen bed (+ a Pack ’n Play for little ones). Here you’ll find a fully equipped kitchen, a full bathroom, and washer/dryer. The location can’t be beat—12 miles from Downtown Chattanooga, 6 miles from Rock City, 1 mile from Lula Lake Land Trust, 3 miles from Covenant College, and 7 miles from Cloudland Canyon State Park. Whether you’re looking for outdoor adventure or local attractions, this home offers comfort and convenience!

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

Vantage Point II

Come Relax with a stay at Vantage Point II. Enjoy breathtaking views, amazing sunsets and this beautiful three bedroom, two and a half bath, single level home. It overlooks the hang glider landing zone so you can watch the gliders and planes from the patio or raised porch! The home is well stocked and is located only 2 minutes from the flight park, 10 minutes from Cloudland Canyon, 10 minutes from Trenton, 10 minutes from Covenant College and 20 Minutes from the edge of Chattanooga (St Elmo).

★ Mountain View Cottage ★

Cute cottage minutes from Downtown Chattanooga and just a stone's throw south of the very popular St. Elmo neighborhood. Beautiful mountain views looking directly up at Rock City, one of the many attractions on Lookout Mountain. Home is on the Ironman route. The fall corn maze is just up the road and all of the Chattanooga and Lookout Mountain attractions are just minutes away. The Lookout Mountain attractions are so close you can see them from the porch all while being in a country setting.

Star Cottage 2

Cute Modern- Rustic pet friendly home close to all Chattanooga has to offer! Places to eat and Walmart just down the road. The house is 5 minutes from Lookout Mountain attractions, downtown, TVA (Raccoon Mtn.), hiking, biking trails, and boat ramp. Newly remodeled and furnished with most everything you might need! Has a fire pit and electric fire place. Pets welcomed but must be approved before booking. Please message me if you plan to bring your pet before you book. Hope to see you soon!

Mountain's Edge

Mountain's Edge by AAF, built in 2024, is right where you want to be! A cozy, stylish home overlooking the gorgeous views of the valley. While being just far enough away to enjoy the benefits of a quiet mountainous getaway, you're also 25 minutes from downtown Chattanooga, TN, where there is an abundance of amazing activities to partake in! It features a comfortable living space, stunning view with a double decker porch, hot tub, fire pit, and plenty of peace and quiet to relax and enjoy!

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

Glenn Falls Retreat

For nature-lovers, with a waterfall view during the wet season, and spectacular treetop views during the dry season, the Glenn Falls Retreat is ready to host your next mountain getaway! Only a 4 mile drive to downtown Chattanooga where you can enjoy some of the best restaurants, art and music in the south; and only 4 miles to Rock City and Ruby Falls; the Glenn Falls Retreat is on a 2 acre wooded lot where you can explore the Lookout Mtn. trails and the year-round majesty of Tennessee.

The Lookout Mountain Birdhouse

Welcome to the Lookout Mountain Birdhouse! This modern cabin in the woods (completed in 2021) is surrounded by stone, trees, and a breath taking view! This house was built to stretch towards the clouds with a 1000 sqft deck and bird's eye view from inside. The 8 foot windows allow for an unobstructed view. The sunset facing view and valley below offer pure relaxation. Watch out for hang gliders and eagles- they love to fly by! Whatever your reason for visiting, this place has it

Cozy Room near I-75 (Private entrance with Bath)

Cozy room in a family home with private entrance and bathroom attached. Our location facilitates the lodging for people traveling between the northeast and southeast. The house has easy access, just 1 min to high way ( I-75 ) on last exit 353 between Georgia and Tennessee line. Is located just 15 min from downtown Chattanooga, Hamilton mall (8 min), Chattanooga Airport (11 min) and many touristic places. We are a family of 4 including 2 medium dogs. We are pet friendly!

The Terrace at Tiny Bluff

A quick hike down the wooded trail reveals our modern home reaching out above the slopes of Lookout Mountain. Simple architectural lines guide the eye out, while sleek and calm interior allows the the mountainside environment to take center stage. Breath deep, spend time with folks you love and settle in. NOTE! The trail is built with sections of native stone and logs, so guests with mobility issues may find the walk to and from the parking pad challenging.