Family-friendly holiday rentals in Lookout Mountain

4.98 out of 5 average rating, 328 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 spacesKitchenView

4.99 out of 5 average rating, 369 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.

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 149 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 spacesKitchenWalkability

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!

Indoor spacesKitchenAmenities

4.88 out of 5 average rating, 637 reviews

A central fire pit surrounded by several wooden chairs and stone seating creates a social gathering space. The setting is framed by a grassy area leading toward an elevated tiny house, with string lights adding a touch of warmth against the soft glow of sunset.

Home in Rising Fawn

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

KitchenIndoor spacesHiking

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.

FamilyKitchenRiver

4.98 out of 5 average rating, 305 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

KitchenFamilyCondition

4.96 out of 5 average rating, 861 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.

Indoor spacesKitchenLayout

Apartment in Lookout Mountain

5 out of 5 average rating, 200 reviews

Quaint and Peaceful Fairyland Apartment

Enjoy all the beauty of Lookout Mountain from this quiet, cozy, and private garage apartment. The one bedroom, one bathroom apartment is recently constructed and tucked away on a side street in the Fairyland neighborhood. You are within walking distance of Rock City Gardens and Starbucks. Nearby are numerous opportunities to hike or enjoy scenic views of downtown Chattanooga, which is only a short drive away.

FamilyIndoor spacesBathroom

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 spacesSleep quality

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, 297 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)

Indoor spacesKitchenHeating

4.97 out of 5 average rating, 798 reviews

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 Chattanooga

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.

FamilyIndoor spacesWi-Fi

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, 314 reviews

Our Catty Shack

FamilyKitchenPets

An inviting hot tub featuring spa jets and illuminated water sits against a lush green wall. A vibrant sunset sky is reflected in the water, while the word 'Chattanooga' is elegantly displayed in glowing lettering above the tub.

4.99 out of 5 average rating, 202 reviews

Mini Golf | Hot Tub | PS5 Console | Grill | Games

Indoor spacesKitchenHospitality

Superhost

A modern treehouse sits elevated among the trees, featuring a large deck with wooden chairs and a hot tub. A grill is positioned on one side, with lush greenery surrounding the structure, providing a sense of privacy and seclusion in a serene environment.

Treehouse in Monteagle

4.85 out of 5 average rating, 694 reviews

Scandinavian Treetop Bliss @ Terralodge

KitchenFamilyWi-Fi

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 Cave Cottage w/ Hot Tub & Scenic Views

Indoor spacesKitchenQuiet

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

FamilyIndoor spacesBathroom

4.98 out of 5 average rating, 381 reviews

Cabin in Coalmont

The Coalmont Cabin - Romantic Lakefront Escape

FamilyIndoor spacesHot tub

4.91 out of 5 average rating, 211 reviews

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

Treetop Retreat - Amazing Views, Hot Tub, Secluded

KitchenIndoor spacesHeating

Cabin in Lookout Mountain

4.95 out of 5 average rating, 286 reviews

Lookout Lazy Bear Cabin

FamilyKitchenSleep quality

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

KitchenFamilySleep quality

4.93 out of 5 average rating, 134 reviews

Cabin in Sequatchie

Fireside Cabin on the Bluff

Indoor spacesFamilyAccuracy

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

FamilyKitchenLocation

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

Indoor spacesFamilyParks

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!

FamilyKitchenAccuracy

4.94 out of 5 average rating, 324 reviews

Tiny home in Chattanooga

Escape Tiny

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 114 reviews

The exterior of the A-Frame cabin is showcased with a sloping metal roof and large triangular windows, surrounded by lush greenery. A wooden deck with a welcoming entryway is visible, along with a planted area containing dark planters beneath the windows.

Cabin in Rossville

The Linden A-Frame

FamilyIndoor spacesLayout

Superhost

The tiny home is presented with a charming blue exterior, featuring large windows and a welcoming front porch. A short set of steps leads to the entrance, while a manicured yard is surrounded by trees and greenery, enhancing the outdoor ambiance.

Tiny home in Trenton

4.92 out of 5 average rating, 110 reviews

Tiny Home with Big Outdoor Space

KitchenFamilyParks

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, 182 reviews

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

FamilyIndoor spacesParking

Home in Chattanooga Valley

4.87 out of 5 average rating, 106 reviews

Wooded Writer's Retreat with Pool

KitchenFamilyGetting around

4.92 out of 5 average rating, 103 reviews

Cabin in Bryant

Moose Tracks Cabin – Hot Tub & Bluff Views

FamilyKitchenBarbecue

4.9 out of 5 average rating, 103 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!

Indoor spacesFamilyBarbecue

4.97 out of 5 average rating, 226 reviews

Guest suite in Trenton

Family Fun - Private Pool, Spa & Mountain Views

FamilyIndoor spacesAmenities

4.94 out of 5 average rating, 148 reviews

A spacious living area features a warm wooden ceiling and a stone fireplace. Seating includes a large leather sofa and an armchair, with a coffee table in the center. A flat-screen television is mounted on the wall, while large windows allow for natural light and views.

Cabin in Bryant

Mountain High Cabin with hot tub, fire pit, & indo

FamilyIndoor spacesCheckout

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

Indoor spacesFamilyNearby