Holiday rentals in Whiteside

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Top-rated holiday rentals in Whiteside

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Guest favourite
The exterior of the hand-carved cave cottage is presented at dusk, with soft lighting highlighting the entrance. Lush greenery and colorful flowers surround the stone pathways, while the gentle slopes of the hill and distant mountains provide a scenic backdrop.
Bungalow in Wildwood
4.84 out of 5 average rating, 554 reviews

The Cavern on the Green. Ancient architecture

This hand-carved cave cottage has a beautiful exterior and gets even better as you go inside. Its well decorated cavern interior will charm you with its thoughtful layout. On the main floor there is a full kitchen with stone counters and dining bar, a sitting area with comfy chairs, a bathroom with an oversized tile shower, a bedroom with a queen bed and a private porch with a large hot tub. Up the stone steps you'll find a super cute bedroom loft with lots of windows and more amazing views.

Top guest favourite
A rustic sliding barn door with a green wreath leads to the bedroom, framed by a decorative wall piece. A comfortable wooden chair with an orange accent pillow is positioned nearby, offering a warm touch to the entryway.
Guest suite in Lookout Mountain
4.97 out of 5 average rating, 167 reviews

Lookout Mountain Gem - Private Suite/Entrance

Newly renovated 420 square ft. suite located atop Lookout Mountain, GA in quaint, quiet neighborhood - less than one mile south of Covenant College and 15 minutes from Chattanooga, Cloudland Canyon State Park, Rock City, Ruby Falls, and the Incline Railway. Nicely decorated, comfortable, private space with private garage entrance - 1 bed/1 bath with separate large sitting area. King bed + Queen pull-out. Sleeps 4, Wi-Fi & 2 cable TVs. (Optional 2nd attached bath available for additional fee.)

Top guest favourite
Cabin in Wildwood
5 out of 5 average rating, 335 reviews

Tadpole Cabin at Creek Road Farm

Nestled atop a hill on 60 pastoral acres in Wildwood, Georgia, this charmingly rustic one room cabin makes for an ideal family basecamp for local adventures or a romantic couples getaway. The cabin is newly constructed from 150 year old barn timbers and surrounded by shady forests and open pastures. The rest of the world may feel far away, yet Tadpole is only minutes from downtown Chattanooga, Cloudland Canyon State Park and most other area attractions. The perfect escape from everyday life.

Top guest favourite
The treehouse exterior is framed by vibrant autumn leaves, showcasing a wooden structure with large windows and ornate details. A wooden walkway leads to a charming entrance, warmly lit by ambient lights that create a welcoming atmosphere at dusk.
Treehouse in Trenton
4.97 out of 5 average rating, 312 reviews

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 20 minutes from Chattanooga. This peaceful escape offers floor-to-ceiling views, a sunrise perch, outdoor fireplace, fire pit for lazy nights, and outdoor soaking tubs with Whippoorwill-scented salts, Alexa for music, and a chandelier. Sleep in a suspended bed or the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

Top guest favourite
The zome structure features a unique geometric design with large, faceted glass panels that reflect the surrounding greenery. Steps lead up to a wooden deck, with a wooden storage area for firewood visible near the entrance. Nature envelops the home, enhancing its secluded setting.
Dome in Rising Fawn
4.98 out of 5 average rating, 123 reviews

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

Top guest favourite
The exterior of a modern A-frame home features a sleek black façade and a pointed roof. A welcoming front porch is adorned with a planter, while the driveway provides ample parking space. Scenic mountains are visible in the background under a clear blue sky.
Home in Trenton
5 out of 5 average rating, 201 reviews

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!

Top guest favourite
A charming stone hut stands under a twilight sky, featuring two conical rooftops and warm, glowing windows. An outdoor fire pit flickers nearby, surrounded by a grassy area, creating a peaceful ambiance in the natural setting.
Cabin in Chickamauga
4.99 out of 5 average rating, 629 reviews

Gamekeeper Hut

Come stay in our favorite Gamekeeper's Hut at Fable Realm! The Keeper of Keys' Hut is set on our private 40-acre location. Try your skill at the scavenger hunt, relax by a fire outside (giant-sized cauldron), watch the birds enjoy the pond from outside of this magical stone space just down the hill from The Burrow, and near Fairytale Cottage. Visit nearby Lookout Mountain, Chickamauga, Chattanooga or just RELAX and watch Harry Potter documentaries while enjoying a cold Butterscotch beer!

Top guest favourite
A spacious hammock is suspended between wooden posts on a deck, presenting an unobstructed view of the valley below. The sky is adorned with clouds reflecting the warm hues of sunset. Large windows of the cabin are visible, enhancing the connection to nature.
Home in Lookout Mountain
4.98 out of 5 average rating, 281 reviews

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

Top guest favourite
A yurt stands on a spacious deck, surrounded by trees and breathtaking mountain views. The structure features a rounded top with a domed skylight, and the clear sky enhances the natural scenery in the background.
Yurt in Rising Fawn
4.97 out of 5 average rating, 829 reviews

Maple Yurt Lookout Mountain Chattanooga Glamping

Take advantage of all the activities Lookout Mountain has to offer, from breathtaking hikes and scenic drives to a variety of local attractions. From the Rock City Gardens to the Incline Railway, you’ll find plenty of ways to explore and enjoy the natural beauty of the area. With our yurts, you can relax in comfort and style with all the comforts of home. Enjoy a romantic dinner on the deck overlooking the breathtaking view or just relax and make the most of your time together.

Top guest favourite
A fire pit is surrounded by five blue chairs, set against a backdrop of trees with autumn foliage. The cabin is visible in the distance, with warm light glowing from the windows, creating a cozy atmosphere in the serene outdoor setting.
Cabin in Trenton
4.94 out of 5 average rating, 311 reviews

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.

Top guest favourite
The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.
Home in Chattanooga
4.97 out of 5 average rating, 277 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor 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.

Top guest favourite
A vibrant sunset is captured over layered mountain silhouettes, with hues of orange and pink illuminating the horizon. The scene is framed by dark green foliage, adding depth to the tranquil landscape. The lush valley below reflects the fading light.
Flat in Lookout Mountain
4.99 out of 5 average rating, 188 reviews

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.

Popular amenities for Whiteside holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Marion County
  5. Whiteside