Holiday rentals in Whiteside

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Top-rated holiday rentals in Whiteside

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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, 188 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
The exterior of the guesthouse is presented, showcasing a cozy purple cottage with brick accents. Large windows allow warm light to spill out, illuminating the surrounding greenery and creating a peaceful ambiance. A swing hangs from a sturdy tree, enhancing the inviting outdoor space.
Cottage in Signal Mountain
4.97 out of 5 average rating, 248 reviews

Peaceful Mountain Retreat - 15 Minutes to Downtown

Experience the epitome of comfort in our newly renovated guesthouse, boasting a private entrance and a luxurious king-size bed. Situated within walking distance of Signal Point National Park, Rainbow Lake Wilderness Park, MayFly Coffee, and Civil Provisions, every adventure awaits just steps away. Additionally, enjoy a drive to nearby attractions such as Pumpkin Patch Playground, McCoy Farms, Bread Basket and Pruett's Grocery. Discover the perfect blend of relaxation and exploration.

Guest favourite
An A-frame cabin is nestled among tall trees, showcasing a modern design with large glass windows. A wooden deck surrounds the entrance, featuring a seating area with chairs and a fire pit. The outdoor area is partially landscaped with natural ground cover.
Cabin in Monteagle
4.96 out of 5 average rating, 135 reviews

Modern Monteagle A-frame with Hot Tub

Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

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, 820 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
Home in Trenton
4.97 out of 5 average rating, 144 reviews

The View

Incredible Mountain View Home only 25 minutes from Chattanooga. A short 7 minute drive up the mountain, Trenton, GA and Interstate 59 close by. TAG, Where TN, AL, and GA come together. A mountainous area dominated by Lookout Mtn., with elevations of 2000 feet. There are over 7,000 caves within an hours drive, including Howard’s Waterfall Cave directly below. Hiking trails with waterfalls abound. Our place is more than just a place to spend the night, it is a destination.

Guest favourite
A wooden structure is elevated among towering trees, featuring a wraparound deck with wooden railings. The exterior showcases natural wood tones, blending harmoniously with the surrounding foliage. A sense of privacy is offered by the dense tree coverage in this tranquil forest setting.
Tiny home in Lookout Mountain
4.92 out of 5 average rating, 509 reviews

Kotsu - Japanese Architecture with Bluff Views

A winding trail leads down to Kotsu, a whimsical miniature, perched above rural Lookout Valley. Entering through shou sugi ban front doors, you'll find a full kitchen, living area, and powder room on the main level. Inspired by Japanese nature-inclusive designs, a covered exterior stair leads down to the bedroom and a spacious master bath. The fragrance of the cedar timbers, simple luxuries, and intentional flow of the design will put your mind at rest. Come stay!

Top guest favourite
A modern cargo container home is perched on a hillside, featuring a spacious deck with wooden railings. Warm lights illuminate the windows, highlighting the structure's rustic charm against a twilight sky adorned with stars and a crescent moon.
Home in Rising Fawn
4.97 out of 5 average rating, 512 reviews

The Belvedere Box at On The Rocks Tiny Home Container

Welcome to The Belvedere Box at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Belvedere, meaning beautiful view, is situated in the western brow and features amazing sunset views. The Belvedere Box is a true place to relax and meditate, therefore there is no access to television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

Guest favourite
A charming kitchen area features a rustic wooden cabinet filled with crafted dishes. Intricate blue-tiled archways frame a decorative alcove, highlighting a traditional cooking space. The adjacent stone fireplace, surrounded by warm, earthy tones, adds a cozy element to this inviting room.
Home in Chickamauga
4.98 out of 5 average rating, 112 reviews

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!

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, 263 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.

Guest favourite
A compact living area features a spacious bed alongside a cozy sofa, with light streaming through large windows. Natural wood paneling creates a warm, inviting space. Kitchen amenities are integrated into the design, showcasing a sink and counter area, adding functionality to the interior.
Tiny home in Lookout Mountain
4.98 out of 5 average rating, 263 reviews

3 Oaks Tiny Home Escape on Lookout Mountain

Welcome to 3 Oaks -- experience tiny home living in a BRAND NEW, award-winning, Escape Boho, at the heart of Lookout Mountain. Just off Scenic Highway, you'll be minutes from everything the mountain has to offer: Hang Gliding Park (5min), Lula Lake Land Trust (6min), Covenant College (8min), Rock City (12min), Ruby Falls (19min), Cloudland Canyon State Park (15min), downtown Chattanooga (26min)

Top guest favourite
The exterior of the A-Frame cabin features a sleek black facade and a silver metal roof. A wooden deck extends in front, surrounded by a natural landscape of trees. The entrance includes double doors, providing access to a peaceful retreat in the woods.
Cabin in Dunlap
4.96 out of 5 average rating, 304 reviews

Cozy A-Frame Cabin Near Fall Creek Falls

✨ The Quail House – Cozy A-Frame near Fall Creek Falls ✨ Our newly renovated A-frame cabin blends vintage charm with modern comfort. Featuring a cozy queen bedroom and 1.5 baths, it’s the perfect retreat on the Cumberland Plateau. Explore downtown Dunlap or nearby adventures—hiking, waterfalls, kayaking, hang gliding, fishing, and multiple state parks—all just minutes away.

Guest favourite
A bright living area features wood-paneled walls and a combination of modern and rustic furnishings. A beige sofa is centered around a wooden coffee table, with a blue chair positioned nearby. Natural light filters through multiple windows, illuminating the space. A small ladder leads to a sleeping loft above.
Tiny home in Trenton
4.9 out of 5 average rating, 169 reviews

Charming Tiny, mountain & lake view at Our Lake

Beautiful, charming tiny cabin with a spacious feel. Enjoy sitting/dining outside overlooking the lake or grilling or making homemade pizzas in the outdoor pizza oven in the common patio area close by. Also has it's own small Blackstone grill on front porch. Fish in the stocked lake, swim, sit on the docks or just relax and enjoy nature. No pets, no smoking inside

Popular amenities for Whiteside holiday rentals

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