Holiday rentals in Whiteside

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Top-rated holiday rentals in Whiteside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living room is featured, showcasing a light-colored sofa adorned with two decorative pillows. A textured throw blanket rests casually over one arm. The room's fresh green walls complement the neutral furnishings, while a glimpse of the dining area and kitchen is visible in the background.
Bungalow in Lookout Valley
4.99 out of 5 average rating, 666 reviews

*MtnViews-3Beds* RusticCottage -Downtown 6 miles

Nestled at the foot of a small ridge, this rustic cottage sits between the Tennessee River and Elder Mtn. Only minutes from all the excitement of downtown Chattanooga, including amazing local restaurants, the Tennessee aquarium, Chattanooga Choo Choo and the Children's Museum. Just a 10-15 min. scenic drive up Lookout Mtn to Rock City, Ruby Falls, Point Park and Sunset Rock. Prefer adventures, you can cycle up Elder Mtn, hike or ride the winding trails atop the mtn. We would love to be your host

Guest favourite
A wooden deck features a hot tub positioned beside a scenic view of rolling hills and trees. A cozy seating area, with a decorative pillow, offers a relaxing spot to enjoy the surroundings while sunlight illuminates the landscape.
Cabin in Wildwood
4.92 out of 5 average rating, 213 reviews

Treetop Retreat - Amazing Views, Hot Tub, Secluded

Welcome to The Treetop Retreat, our farmhouse-style home in the foothills of Lookout Mountain. From our hilltop perch, enjoy awe-inspiring views of the mountain and Cloudland Canyon. And total seclusion with no one in sight. Our enchanting outdoor areas include a fire pit and two decks with a hot tub. Plus two grassy yards. Inside the house, you’ll live well among comfy furniture, fiber optic Internet, a game room and windows everywhere. Read on to learn all about our retreat in Wildwood, GA …

Guest favourite
An open-concept kitchen features a large island with seating for four. The countertops are adorned with a light-colored granite. Stainless steel appliances, including a refrigerator and microwave, provide modern amenities. Natural light streams in through the nearby window, illuminating the warm wood flooring.
Home in Lookout Mountain
4.95 out of 5 average rating, 177 reviews

Open concept, peaceful porches, quiet, clean !

Quiet, wooded, peaceful, spacious home on Lookout Mountain. Open concept floor plan with full laundry. Fully furnished kitchen for those that like to cook with a large refrigerator and dishwasher as well as an island with extra seating. Each bedroom has at least one large bed and TV. Large screen TV in family room.All TV's include Netflix.There is an outdoor basketball hoop, grill and lots of parking. Chattanooga is only 10-12 miles away. Near hiking, hang gliding, rock climbing and Rock City.

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
4.98 out of 5 average rating, 329 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 375 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
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
4.96 out of 5 average rating, 182 reviews

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 kitchen. See my online guidebook on Airbnb for restaurant and sight seeing recommendations.

Guest favourite
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
4.96 out of 5 average rating, 112 reviews

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.

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, 309 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 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
4.91 out of 5 average rating, 360 reviews

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.

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, 336 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.

Guest favourite
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
4.91 out of 5 average rating, 136 reviews

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.

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, 324 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.

Popular amenities for Whiteside holiday rentals