Pet-friendly holiday rentals in Lookout Mountain

La Cabaña You have to climb it to get the wooness!

Pets welcome with a $35 per pet fee to a maximum of 2. Quiet mountainside tiny house on 2.5 acres in the Tennessee River Gorge will provide you with the best nights sleep. Spectacular bluff view hikes are within a few miles of the cottage. Enjoy kayaking or stand up paddle boarding along the Tennessee River with 2 rental locations within a 3 minute drive of the house. With the convenience of downtown Chattanooga only a 15 minute drive you can't miss out on everything this rental has to offer.

The Overlook Cabin: Breath-taking Views & King Bed

Looking for the perfect getaway that is peaceful, beautiful, and not amongst other vacation homes? Look no further! The Overlook Cabin is completely private and super cozy. It's also one of the most scenic spots in Tennessee! From the front porch you can enjoy a panoramic view of the Sequatchie Valley while watching the sunset as it lights up the evening sky. Our cabin includes a super comfy king bed, firepit, grill, and many more amenities. Book today and make memories that last forever!

Boutique St Elmo Farmhouse 7 min from Downtown

Beautifully remodeled Farmhouse originally built in 1887. Experience a piece of local Chattanooga history while letting your stress melt away in this tranquil house. Only a 5 min walk to the incline, excellent coffee shops and restaurants. This amazing home has tall ceilings, huge windows and stunning light filled spaces. Hang out in the huge kitchen/dining area while the rest of your group relaxes in the adjoining living room. Only a 7 min drive or Uber to downtown Chattanooga.

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 activities 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. A true hidden gem.

Canyon Cabin with Carport and WiFi, Dog-baby ok

Built in ‘16, this lovely little cabin in a little cabin neighborhood is cozy and convenient. Near Cloudland Canyon State Park (1.5m), Hanggliding (8m), Chattanooga (28m), Canyon Grill restaurant (.6m), and many wedding venues. Queen bed in main level bedroom, full bed in open loft and twin pull-out in the living room. Private screened back porch, slackline, WiFi, TV, Gas grill, carport. Max 2 dogs are ok. No dishwasher, ice-maker or fire pit. NO SMOKING or tow-behinds.

The Barn Guesthouse on Lookout Mountain

The Barn Guesthouse features a modern take on the rustic, cabin aesthetic. Enjoy serene views of the forest from the tall windows with high ceilings and skylights providing space and light. Soak in the claw-foot tub and sit out on the patio. It is a luxurious getaway on Lookout Mountain. It's a guesthouse next to my home that offers lots of privacy and incredible wooded views. The home is nestled in a peaceful neighborhood with a small community feel.

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.

Riverfront Getaway with a View

Featured on Outside Online: “The 12 Coziest Mountain-Town Airbnbs in the U.S.” Nestled in the Tennessee River Gorge, this cozy cabin offers stunning views, river access, and peaceful seclusion—just minutes from Downtown Chattanooga. Whether you're sipping coffee on the porch, fishing at sunrise, or hitting a nearby trail, it's the perfect blend of nature and city adventure in America's first National Park City.

Hillside Haven | Luxe Hot Tub | Cornhole | Jenga

With luxurious hot tub and rustic charm, "Hillside Haven" is one of Whitwell's most treasured secrets. Indulge yourself with our luxe hot tub, wood-burning firepit, outdoor seating, life-sized games including cornhole & giant Jenga, fun board games, charcoal grill, 4K smart TV's, and fully inspired chef's kitchen.