Family-friendly holiday rentals in Lookout Mountain

An open concept living area features a spacious seating arrangement with dark leather sofas. A coffee table sits atop an area rug, and large windows offer views of the surrounding woods. A staircase leads to a loft area, with a wooden railing and vaulted ceiling above.

4.98 out of 5 average rating, 112 reviews

Lily Pond Hideaway

NEW BUILD 2024! Relax with the family at this peaceful cabin tucked back in the woods with a front porch overlooking a pond. The cabin offers two bedrooms. The master downstairs has a queen bed and a bathroom. The large bedroom upstairs has a queen and bunk beds that have a double and a single bed. The open concept living / kitchen space has a sitting area and a dining room table. The vaulted ceiling has a loft for TV viewing, games, and relaxing. (The cabin is 8 min from Covenant College.)

Indoor spacesFamilyValue

4.98 out of 5 average rating, 327 reviews

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.

Indoor spacesKitchenHeating

4.99 out of 5 average rating, 366 reviews

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.

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 147 reviews

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.

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 654 reviews

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

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!

FamilyKitchenTV

Chalet in Lookout Mountain

The cabin, constructed from logs, is nestled among tall trees highlighting a warm, rustic aesthetic. A spacious deck wraps around the front, featuring seating for relaxation. The peaked roof enhances the structure's charm, while vibrant fall foliage surrounds the peaceful setting.

4.95 out of 5 average rating, 223 reviews

Cabin at Wayside - on Lookout Mtn, close to city!

The Cabin at Wayside is located on wooded Lookout Mountain in Wayside Estate, less than a half-mile from Covenant College and just a 10- minute drive from Chattanooga. Offering privacy and quiet in what is described as a luxury tree house, the cabin is surrounded by miles of biking and hiking trails. The cathedral ceiling and windows create a cozy living, dining and cooking area. A main floor bedroom and sleeping loft make the cabin perfect for couples, friends and small families.

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 303 reviews

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

KitchenFamilySleep quality

4.96 out of 5 average rating, 858 reviews

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

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.

KitchenFamilyLocation

Guest suite in Lookout Mountain

A scenic outdoor space features a fire pit surrounded by natural stone and a picnic table. Lush greenery and colorful flowers enhance the landscape, while a person stands admiring the expansive view of valleys and distant mountains against the backdrop of a vibrant sunset.

4.99 out of 5 average rating, 100 reviews

Peace Inn on Lookout Mtn.

More than just captivating views, this place has Presence, Magic and Heart. It’s also immaculately clean, has well-appointed amenities and unique self therapies… all to guide you to your inner most quietude - a gift to take with you for the rest of your days. Perfect for personal retreats, weekend getaways, life celebrations or a relaxing home base after enjoying area offerings. Why "peace out" when you can Peace Inn?

Indoor spacesFamilyView

4.99 out of 5 average rating, 119 reviews

A serene outdoor area features a sparkling pool, surrounded by vibrant autumn foliage. Adirondack chairs are positioned along the poolside, facing the horizon. The sun sets in the distance, casting warm hues across the sky and reflecting on the water, enhancing the tranquil atmosphere.

Home in Lookout Mountain

Lookout Mountain Retro Pad

Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).

KitchenIndoor spacesHospitality

Tiny home in Lookout Mountain

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.

4.98 out of 5 average rating, 296 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)

KitchenIndoor spacesValue

The cabin presents a two-story structure surrounded by trees, with large windows offering natural light. A deck extends from the front, providing outdoor space beneath the shade of greenery. A stone foundation is visible, contributing to the rustic charm of the building.

4.98 out of 5 average rating, 441 reviews

The Magic Treehouse

Cozy and spacious cabin at the top of Lookout Mountain, GA. Enjoy the woodsy scenery and outdoor activities around Lookout. Close to hiking and biking trails, hang gliding, rock climbing, and many other outdoor activities. It is only 20 minutes from downtown Chattanooga. There is plenty of room on both decks for bikes or hang gliding equipment and anything else you might want to bring.

Indoor spacesFamilyAmenities

Popular amenities for Lookout Mountain family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.97 out of 5 average rating, 313 reviews

Our Catty Shack

KitchenFamilyLocation

4.85 out of 5 average rating, 570 reviews

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

The Cavern on the Green. Ancient architecture

FamilyKitchenOutdoor spaces

5 out of 5 average rating, 179 reviews

A charming log cabin with a green metal roof is set among lush greenery. A spacious porch, adorned with string lights, invites relaxation. Stone pathways lead to the entrance, framed by well-maintained hedges and decorative boulders, creating an inviting first impression.

Cabin in Rising Fawn

Sunset views, FirePit, Pond Fishing, Hot Tub

Indoor spacesKitchenHiking

4.98 out of 5 average rating, 381 reviews

Cabin in Coalmont

The Coalmont Cabin - Romantic Lakefront Escape

FamilyIndoor spacesCheckout

4.94 out of 5 average rating, 123 reviews

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

FamilyIndoor spacesAmenities

4.91 out of 5 average rating, 211 reviews

A spacious upper deck is showcased, featuring a comfortable seating area with a woven lounge chair. The wooden railing frames the expansive view of the surrounding foothills and lush greenery under a bright, partially cloudy sky.

Cabin in Wildwood

Treetop Retreat - Amazing Views, Hot Tub, Secluded

FamilyKitchenBathroom

4.95 out of 5 average rating, 283 reviews

Lookout Lazy Bear Cabin

FamilyKitchenCheck-in

Holiday home in Rising Fawn

A fire pit is surrounded by stones, with flames dancing above a wooden log. In the background, warm string lights illuminate a fenced outdoor area, and wooden seating is positioned nearby on green grass.

4.97 out of 5 average rating, 148 reviews

Cloudland Arbor. Rooted in Nature

FamilyIndoor spacesComfort

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 137 reviews

A cozy sleeping area features a spacious bed adorned with white linens and dark throw pillows. Large windows offer a view of lush green trees and sunlight filtering through, creating an inviting and tranquil atmosphere.

Tiny home in Rising Fawn

Tiny Home Getaway 6mi to Cloudland Canyon+Fire Pit

Indoor spacesKitchenBarbecue

4.92 out of 5 average rating, 132 reviews

Cabin in Sequatchie

Fireside Cabin on the Bluff

Indoor spacesFamilyWi-Fi

4.97 out of 5 average rating, 447 reviews

Bright, open space features large windows showcasing views of the forest. The interior includes a circular dining table, two green armchairs, and a kitchen area with muted cabinetry. A bold red door complements the natural wood accents on the ceiling, and plants add a touch of greenery.

Barn in Rising Fawn

The Barn Guesthouse in the Woods

FamilyIndoor spacesSolo travel

A log cabin with a red metal roof is shown surrounded by trees, featuring a spacious front porch with wooden chairs. The walkway leading to the porch is paved, providing accessibility. Nearby, a tranquil green lawn enhances the peaceful setting.

4.94 out of 5 average rating, 243 reviews

Lookout Mountain Valentine Drive Cabin #3

FamilyIndoor spacesAccess

4.9 out of 5 average rating, 101 reviews

The A-frame cabin is surrounded by lush greenery, featuring a striking triangular roof and large windows that enhance the natural light. A wooden deck with railing extends from the front, providing a space to enjoy the serene woodland views.

Cabin in Rossville

The Jackson A-Frame

KitchenIndoor spacesBathroom

Place to stay in Rising Fawn

A cozy sleeping area features a queen-size bed with a blue and gray striped blanket. A wooden desk and chair are positioned nearby. Soft lighting from string lights enhances the inviting atmosphere, while wood accents and corrugated metal panels create a rustic charm.

4.99 out of 5 average rating, 207 reviews

Cloudland Canyon Cozy Private Hideaway

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 171 reviews

A private deck is surrounded by trees, featuring two wicker chairs facing a round table. The natural wood flooring complements the cedar sleep pods, creating a cozy outdoor space. The tranquility of the forest is emphasized by the lush greenery in the background.

Treehouse in Wildwood

Treehouse Glamp Design with Amazing Views!

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 329 reviews

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

Indoor spacesKitchenPets

Family-friendly home rentals with a pool

The backyard features a spacious layout with a five-person hot tub and blue Adirondack chairs arranged around a small fire pit. String lights overhead create a warm ambiance. The home is positioned above, with a deck accessible by steps.

4.97 out of 5 average rating, 181 reviews

Chattanooga 4BR: Pool, Hot Tub, Fire Pit, Near DT

Indoor spacesKitchenLaundry

A modern open-concept living space displays a foosball table in the foreground, leading into a stylish kitchen and dining area. Bold artwork featuring a butterfly adorns the wall, complemented by vibrant lighting and a mix of contemporary furniture in soft hues.

4.99 out of 5 average rating, 124 reviews

Sauna | Game Room | Chef's Kitchen | EV Charger

KitchenIndoor spacesView

Home in Chattanooga Valley

4.87 out of 5 average rating, 105 reviews

Wooded Writer's Retreat with Pool

KitchenIndoor spacesDecor

4.9 out of 5 average rating, 102 reviews

A comfortable living area features a gray sofa adorned with striped and textured pillows. A light wooden staircase ascends to the loft, and large windows draped with sheer curtains allow natural light to fill the space, illuminating the warm wooden walls.

Cabin in Wildwood

I Fly Cabin: Watch Hang Gliders /Paragliders Soar!

FamilyKitchenLocation

4.97 out of 5 average rating, 225 reviews

Guest suite in Trenton

Family Fun - Private Pool, Spa & Mountain Views

KitchenIndoor spacesHeating

A spacious master bedroom features a large bed with neutral bedding, complemented by decorative pillows. A striking wall mural of tropical leaves serves as a focal point. Two bedside lamps provide ambient lighting, alongside a small side table and a desk in the corner. Natural light enters through double doors leading to a private covered balcony.

4.99 out of 5 average rating, 157 reviews

Riverwalk Retreat• Spacious• Pool • 5 min>Downtown

FamilyIndoor spacesBathroom