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Vacation rentals in Lookout Mountain

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Top-rated vacation rentals in Lookout Mountain

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Treehouse in Rising Fawn
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.
Jun 25 – Jul 2
$500 per night
Guest favorite
Treehouse in Trenton
Whippoorwill Retreat Treehouse
Whippoorwill Retreat is nestled in treetops on Sand Mountain, 20 min. from Chattanooga, Tn. A private, romantic two-story getaway with floor to ceiling views, sun/moon rise perch, large outdoor porch w/fireplace, & fire pit for lazy long nights. Enjoy nature with 2 outdoor soaking tubs that includes the Whippoorwill scent bath salts, Alexa, and even a chandelier! Sleep in a suspended bed, or the Canopy Suite with large overhead views. It will make you want to write your own fairytale!
Nov 5 – 12
$321 per night
Guest favorite
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
Jun 4 – 11
$317 per night

Popular amenities for Lookout Mountain vacation rentals

Stay near Lookout Mountain's top sights

Rock City Gardens229 locals recommend
Lookout Mountain7 locals recommend
Covenant College9 locals recommend

Other great vacation rentals in Lookout Mountain

Guest favorite
Home in Lookout Mountain
Ray's Place on Lookout Mountain
Aug 18 – 25
$225 per night
Guest favorite
Home in Lookout Mountain
Best View In Chattanooga, Pet Friendly, 2BR 2BA
Jun 23 – 30
$460 per night
Guest favorite
Cabin in Lookout Mountain
The Magic Treehouse
Aug 11 – 18
$147 per night
Guest favorite
Guest suite in Lookout Mountain
Lookout Mountain Gem - Private Suite/Entrance
May 15 – 22
$81 per night
Guest favorite
Home in Chattanooga
Glenn Falls Retreat with waterfall view
Jul 19 – 26
$101 per night
Guest favorite
Apartment in Lookout Mountain
Quaint and Peaceful Fairyland Apartment
Apr 30 – May 7
$108 per night
Bungalow in Wildwood
The Cavern on the Green. Ancient architecture
Sep 7 – 14
$184 per night
Guest favorite
Tiny home in Lookout Mountain
Tiny Fern on the Bluff. Sunset Views
Jun 10 – 17
$129 per night
Guest favorite
Chalet in Lookout Mountain
The Cabin at Wayside -Cozy Winter Rates!
Jul 27 – Aug 3
$161 per night
Guest favorite
Home in Lookout Mountain
Lookout Mountain home with amazing views
Jul 9 – 16
$649 per night
Guest favorite
Guest suite in Lookout Mountain
Bear's Dwelling: Private Room w/ Separate Entrance
Apr 20 – 27
$85 per night
Guest favorite
Cabin in Trenton
Secluded Country Cabin between city and country
Nov 16 – 23
$136 per night

Quick stats about vacation rentals in Lookout Mountain

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

$50 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Lookout Mountain have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Lookout Mountain. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Lookout Mountain?

    Lookout Mountain has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Lookout Mountain?

    Yes! Work meets play with ease at over 10 vacation rentals in Lookout Mountain featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Lookout Mountain?

    Experience the best of Lookout Mountain with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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