Holiday rentals in Lookout Mountain

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Top-rated holiday rentals in Lookout Mountain

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Guest favourite

Treehouse in Rising Fawn

4.97 out of 5 average rating, 169 reviews

The Sassafras Treehouse

The Sassafras Treehouse on Lookout Mountain is a brand new luxury treehouse with panoramic views and a spectacular sunrise. The treehouse features an a fully functional kitchen, (mini fridge, induction cooktop, and convection microwave) a traditional queen bed, a full bathroom, oversized soaking bathtub, outdoor shower, hot tub, firepit, bed swing, and several additional amenities listed below. This home is suited for 2 guests. This is a place to relax, unwind and unplug, therefore there is no television at this location. The Sassafras Treehouse is situated on 18 acres with many natural elements such as boulders, some of which were used in the construction and pathways of the treehouse, mountain laurel and sassafras on the grounds. Occasionally you may even spot deer. There are yurts nearby, not managed by us but we are happy to give you the info if you have additional people you are traveling with who want to stay nearby. The treehouse is constructed of many repurposed materials. The heart pine floors, lathing strips for ceiling construction, and reclaimed lumber used for ladder to the loft bedroom and chevron barn door was all from a furniture store that was over 100 years old. The beautiful dutch door was taken from an estate in Asheville, North Carolina. As you can see, a lot of love went into this one of a kind treehouse and we hope it brings our guests joy and peacefulness. Just like any other treehouse, this treehouse can slightly sway in high winds. This treehouse was built from a treehouse plan and has additional bracing. This rental is not suitable for pets or children under the age of 12. Minimum age to check-in is 21. The Sassafras Treehouse does not permit indoor smoking, parties, or events. 2 vehicles are permitted on the property and all guests staying overnight must be listed when booking. The treehouse is located 20 miles from downtown Chattanooga, 16 miles to Rock City, 3 miles to Cloudland Canyon, and is central to many other attractions. I am available by message and also live in the area if assistance is needed. **The outdoor shower will be winterized if temperatures drop below freezing.

13–20 Feb

$792 SGD per night

Guest favourite

Cabin in Trenton

4.98 out of 5 average rating, 386 reviews

Cabin Therapy! RuralChattanoogaCabinS FreshHotTub

Your Cabin is waiting. Hot Tub gets 200 gallons FRESH water for each reservation! Sunnyside's a CLEAN, cozy, well appointed cabin. Read our reviews. Bring your sweetie and the young-uns for a sleepover they will never forget. Sunnyside's 1 of 6 cabins on 4+ acres just 16 minutes to downtown Chattanooga. Not tiny, roomy 1 bedroom, beautiful covered front porch ready for your morning coffee. Our queen sleeper sofa is truly comfortable and your King bed collapse-in ready. Scrumptiously divine!

5–12 Jul

$179 SGD per night

Guest favourite

Guest suite in Lookout Mountain

4.96 out of 5 average rating, 131 reviews

Lookout Mountain Gem - Private Suite/Entrance

Newly renovated 420 square ft. suite located atop Lookout Mountain, GA in quaint, quiet neighborhood - less than one mile south of Covenant College and 15 minutes from Chattanooga, Cloudland Canyon State Park, Rock City, Ruby Falls, and the Incline Railway. Nicely decorated, comfortable, private space with private garage entrance - 1 bed/1 bath with separate large sitting area. King bed + Queen pull-out. Sleeps 4, Wi-Fi & 2 cable TVs. (Optional 2nd attached bath available for additional fee.)

23–30 Jun

$127 SGD per night

Guest favourite

Home in Flintstone

4.94 out of 5 average rating, 355 reviews

★ Mountain View Cottage ★

Cute cottage minutes from Downtown Chattanooga and just a stone's throw south of the very popular St. Elmo neighborhood. Beautiful mountain views looking directly up at Rock City, one of the many attractions on Lookout Mountain. Home is on the Ironman route. The fall corn maze is just up the road and all of the Chattanooga and Lookout Mountain attractions are just minutes away. The Lookout Mountain attractions are so close you can see them from the porch all while being in a country setting.

15–22 Jun

$179 SGD per night

Guest favourite

Guest suite in Chattanooga

4.99 out of 5 average rating, 398 reviews

Wish You Were Here

Private apartment in a 100+ year old house in Historic St. Elmo at the foot of Lookout Mountain. Completely updated with bedroom, bathroom, and living room with a kitchen. Close to Lookout Mountain's famous attractions: 0.8 miles from Incline Railway 2.6 miles from Ruby Falls 3.0 miles from Rock City There are a few restaurants and a tap house less than a mile away. Then a whole bunch more if you drive just a bit further: 3 miles to Southside, 4 miles to Downtown, 5 miles to North Shore.

25 Jun – 2 Jul

$112 SGD per night

Superhost

Home in Rising Fawn

4.88 out of 5 average rating, 528 reviews

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!

19–26 Nov

$180 SGD per night

Guest favourite

Home in Lookout Mountain

4.97 out of 5 average rating, 149 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

26 Jul – 2 Aug

$494 SGD per night

Guest favourite

Flat in Chattanooga

4.98 out of 5 average rating, 462 reviews

Base of Lookout Mtn/Incline - 7 Min. to Downtown

Located in the heart of charming, historic St. Elmo, this spacious one bedroom apartment is nestled at the base of Lookout Mountain. A very short stroll will take you to the world famous Incline, wonderful restaurants, a coffee shop, a tap house and more. Short distances to downtown, the Aquarium, Rock City, Ruby Falls and the 13 mile Tennessee Riverpark. Just 1/2 mile from the first natural urban bouldering park in the southeast (please request a guide if staying for bouldering).

22–29 Nov

$145 SGD per night

Guest favourite

Yurt in Rising Fawn

4.97 out of 5 average rating, 657 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.

29 Dec – 5 Jan

$200 SGD per night

Guest favourite

Flat in Lookout Mountain

4.9 out of 5 average rating, 467 reviews

Mockingbird Cottage on Lookout Mountain, GA

Our cottage is located on the Georgia side of Lookout Mountain, just ten minutes from downtown Chattanooga, Tennessee. It is a one large bedroom/living room combination, 2 full bathrooms, and a full kitchen. There is a queen size bed and a queen pull out sofa bed. It is a quaint and private cottage located across the street from the iconic Lookout Mountain attraction, Rock City. The cottage is also conveniently located next door to a Starbucks coffee shop.

24–31 Jan

$169 SGD per night

Guest favourite

Home in Lookout Mountain

4.96 out of 5 average rating, 107 reviews

Best View In Chattanooga, Pet Friendly, 2BR 2BA

This home is located on the brow of Lookout Mountain beside the world famous Rock City destination, within 5-10 minutes of driving time from downtown Chattanooga. Nano doors accordion open to reveal 30+ feet of open air that lead you onto a 800 square foot deck overlooking the valley floor. The house faces due east, so you are greeted by the sunrise each morning from the comfortable master suite overlooking the Chattanooga Valley floor.

20–27 Aug

$760 SGD per night

Guest favourite

Flat in Lookout Mountain

4.99 out of 5 average rating, 176 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 newly 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.

27 May – 1 Jun

$188 SGD per night