Vacation rentals in Whiteside

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy mountain escape for 2 guests max. This tiny charmer (under 200 sq ft) sits atop Lookout Mountain with quick access to hiking, biking, waterfalls, caves, fishing & even hang gliding! Cloudland Canyon is 5 min away—a breathtaking park with stunning trails. Chattanooga & Ruby Falls (30 min) and McLemore Resort (15 min) offer great bites, drinks & epic mountain views. Includes a mini fridge (no freezer), microwave, and coffee, cream & sugar. Little Nelly’s got you covered!

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

The Appalachian A-Frame, 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!

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 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

Peaceful Historic Maple Cottage near Lookout MTN

Enjoy the relaxing space of this remodeled historic home built in 1910. Located only 6 miles from downtown Chattanooga, and just minutes to popular hot spots such as Rock City and Ruby Falls, this is the perfect place to call home for a staycation or vacation. Make some memories at this unique and family-friendly one bedroom cottage in the "country" that is also SO close to the city. Guests here will also enjoy fresh local eggs during their stay(when in laying season!)

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!

Secluded Country Cabin between city and country

Our Secluded Country Cabin is located just off I-59 and only one exit from the I-24 split near Trenton, GA. We’re conveniently located only 15 minutes from downtown Chattanooga, Cloudland Canyon State Park and Lake Nickajack! You will enjoy the peaceful country atmosphere of this private oasis while surrounded by nature, fresh air, and beauty. You will love the convenience if you’re traveling through, and there’s lots to do if you plan to stay a while.

Higher Ground

Take it easy at this unique and tranquil private apartment getaway as you enjoy mountain views and spectacular sunsets from your own private deck!! We are just minutes away from Rock City, Ruby Falls and over 25 miles of fantastic hiking and biking trails on the Cloudland Canyon Connector trail system. We are only 20 minutes from historic Southside Chattanooga where the vibe is fantastic. Come for a visit! We’d love to host you.

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH CATS*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.

Unique Condo on flight park! Watch hangliders fly!

This unique place has a style all its own. 1 bedroom, 2 full bathrooms, full kitchen and dining, convertible sofa, living room overlooking the flight park. Located on the Lookout Mountain Flight Park. Patio and back porch face the Hangglider landing zone. Only 15 minutes from Downtown Chattanooga, Ruby Falls, Rock City, Cloudland Canyon, hiking trails, The Incline, St. Elmo and so much more!

Glenn Falls Tiny Cabin

Get the best of both worlds! Drive 4 miles to downtown Chattanooga to enjoy some of the best restaurants, art and music in the south, and then retreat to our one-room, tiny cabin on a private two acre wooded lot on the side of Lookout Mountain. Walk out the front door and onto Glenn Falls trail and explore the year-round majesty of Lookout Mountain. 10 minutes from Rock City and Ruby Falls.