Vacation rentals in Whiteside

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Top-rated vacation rentals in Whiteside

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Top guest favorite

A view of Lookout Mountain is framed by wooden beams from the porch. The landscape features lush greenery and a clear blue sky, offering a peaceful setting for relaxation. The expansive grass below adds to the natural ambiance of the space.

Home in Trenton

Mountain Dale Retreat

Close to Chattanooga, several wedding venues and SLTC. Relax and enjoy the view of Lookout Mtn. and hang gliders from the front porch. Watch the hang gliders land just 10 min away. The house is a 20 min drive to Cloudland Canyon State Park where there are hiking trails and 2 waterfalls, a 20 min drive to downtown Chattanooga and 20 min to Rock City. Great Restaurants within 20-30 min.Fully stocked chef’s kitchen. See my online guidebook on Airbnb for restaurant and sight seeing recommendations.

4.96 out of 5 average rating, 181 reviews

Top guest favorite

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

Whippoorwill Retreat Treehouse

“Escape, 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.

4.98 out of 5 average rating, 329 reviews

Top guest favorite

The rustic cabin features a wooden exterior with a traditional gable roof, surrounded by trees. A welcoming porch is equipped with two chairs, and the cabin entrance is highlighted by a vintage door. Natural stone steps lead up to the porch area.

Cabin in Wildwood

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.

4.99 out of 5 average rating, 373 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 156 reviews

Guest favorite

The cabin exterior, nestled among trees, features a spacious deck with wooden railings. A staircase leads to the entrance, enhancing accessibility. Large windows allow natural light into the interior, while air conditioning units are positioned near the foundation.

Cabin in Whitwell

Tanasi River Cabin

Enjoy our peaceful woodland cabin on the Tennessee River in the heart of the Tennessee River Gorge with beautiful views of the river and gorge. Nearby Hiking trails; Pot's Point within 6 miles, Prentice Cooper State Forest, Cumberland Plateau. Chattanooga attractions; include Aquarium, Lookout mountain, Ruby Falls, Chattanooga Choo Choo, (train excursions). We do NOT rent thru Craig's list. $100 fine pets brought w/o paying $50 fee upfront. Outside security cameras for parking area.

4.96 out of 5 average rating, 112 reviews

Top guest favorite

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

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

4.98 out of 5 average rating, 307 reviews

Top guest favorite

A charming cottage is presented with a light blue exterior, white railings, and a metal roof. Seasonal shrubs are situated in front, with a wooden fence enclosing the yard. Stairs provide access to the entrance, highlighted by a star decoration above the door.

Home in Lookout Valley

Star Cottage 1

Cute cottage at the foot of Lookout Mountain. Five miles to downtown Chattanooga and close to popular attractions. There are hiking and biking trails nearby and an easily accessible boat ramp at TVA. You will be just minutes from the freeway and there is a Walmart and restaurants just down the road. Family and pet friendly. Stocked with most of everything you will need for a great vacation! *Please pre-approve pets. We like to know the breed and that they are fully house trained.

4.91 out of 5 average rating, 360 reviews

Top guest favorite

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

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.

4.94 out of 5 average rating, 336 reviews

Guest favorite

A scenic view of lush, green mountains reflected in the calm water of the Tennessee River. A covered dock extends towards the water, with lounge chairs positioned nearby, offering a serene space to relax and enjoy the natural surroundings.

Home in Whitwell

Blue Heron Lake House

The Blue Heron Lake House is situated in the Tennessee River Gorge and takes advantage of the breathtaking lake and mountain views from almost every room in the home. Come and enjoy the great outdoor living space with multiple decks. Fish and swim off of long covered dock or lounge in the sun. With kayaks, canoes and a paddleboard for you the explore the beautiful Tennessee river. Dock has a lift for a pontoon. Svec Connect Internet Provider 1 Gig.

4.91 out of 5 average rating, 136 reviews

Top guest favorite

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

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.

4.97 out of 5 average rating, 324 reviews

Top guest favorite

A spacious living area features a large sectional couch and a wooden coffee table with two cups. Natural light fills the room through wide windows, and a mounted television displays a scenic landscape. A stone wall adds texture and warmth to the space.

Home in Guild

Nickajack Overlook

Please note - this rental is not on the lake and does not have lake access, it just overlooks it from across the road. There are three boat launch access areas that are 6 minutes from the property. This cottage overlooks Nickajack lake and is a perfect place to relax! Located outside of Chattanooga, just one mile off exit 161 on I-24. This location has 2 king beds, and a small bunk room (with RV size mattresses)

4.94 out of 5 average rating, 126 reviews

Top guest favorite

Home in Chattanooga

Riverfront Getaway with a View

Featured on Outside Online: “The 12 Coziest Mountain-Town Airbnbs in the U.S.” Nestled in the Tennessee River Gorge, this cozy cabin offers stunning views, river access, and peaceful seclusion—just minutes from Downtown Chattanooga. Whether you're sipping coffee on the porch, fishing at sunrise, or hitting a nearby trail, it's the perfect blend of nature and city adventure in America's first National Park City.

4.95 out of 5 average rating, 362 reviews