Vacation rentals in Whiteside

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Top-rated vacation rentals in Whiteside

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Top guest favorite
A charming modern-rustic home is shown with a vibrant green front door. The exterior features a combination of dark blue and gray siding. A porch with two chairs and a walkway leads to the entrance. Surrounding greenery adds to the inviting atmosphere.
Home in Lookout Valley
4.95 out of 5 average rating, 481 reviews

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!

Top guest favorite
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, 156 reviews

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!

Top guest favorite
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, 597 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!

Guest favorite
A spacious sleeping area features large windows providing ample natural light and views of the surroundings. The modern decor includes a dark wooden bed frame with plush bedding, a stylish dresser, and a mirror. A cozy area rug complements the wooden flooring.
Home in Northside
4.92 out of 5 average rating, 437 reviews

Incredible City View with Private HotTub

Welcome to North Shore Lookout! The Entire lower floor of a 6 story tall duplex up on a hill with an amazing view of DownTown. We are located within minutes of Stringers Ridge, Coolidge Park, The Aquarium, Bars and Restaurants and really everything Down Town Chattanooga has to offer. The Hot Tub is fully functioning, Private and is only for our guests at Northshore Lookout. Because we are downtown and have neighbors close by the Hot tub is closed at 10pm to limit noise. Thank you!

Top guest favorite
A spacious deck is viewed at dusk, lined with chairs facing a breathtaking sunset. Eight-foot windows reflect vibrant colors of the sky, while trees outline the horizon, providing a serene setting for relaxation.
Home in Lookout Mountain
4.98 out of 5 average rating, 262 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

Guest favorite
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, 806 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 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
5 out of 5 average rating, 313 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 activities 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. A true hidden gem.

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
4.94 out of 5 average rating, 290 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 favorite
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.
Apartment in Lookout Mountain
4.99 out of 5 average rating, 175 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.

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
4.97 out of 5 average rating, 233 reviews

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.

Top guest favorite
A cozy corner showcases a round wooden table with two black chairs. A small sculpture sits center stage, and a microwave is mounted above a mini-refrigerator. Natural wood paneling lines the walls, and a large window offers a view of the surrounding greenery, enriched by flowing curtains.
Cabin in St. Elmo
4.97 out of 5 average rating, 740 reviews

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.

Top guest favorite
The spacious rooftop deck provides a scenic view of a sunset over rolling hills, framed by trees. A spiral staircase leads to the deck, which is made from wood and offers ample space for relaxation.
Home in Rising Fawn
4.98 out of 5 average rating, 458 reviews

The Cloud 9 Rooftop Deck at On The Rocks Tiny Home

Welcome to Cloud 9 at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Cloud 9 Rooftop Deck is a true place to relax and meditate, therefore there is no access television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

Popular amenities for Whiteside vacation rentals

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