Guesthouse holiday rentals in Chattanooga

Beautiful Vintage Guesthouse 10 Min from Downtown

With vintage pieces pulled from and inspired by our travels around the globe, this renovated guesthouse is a little piece of our hearts. It is on the second story, sitting above the owner’s ceramics studio below. Cozy sheets, organic towels, a gorgeous kitchen with a diverse coffee bar & more. Nestled at the foot of Missionary Ridge just 10 minutes from downtown Chattanooga. Our guesthouse is in our spacious yard behind our home & includes it's own fire pit and seating area in it's side yard.

Family · Location · Hospitality

Modern, Spa-like Aesthetic in Quiet Downtown Loft

Escape to a fresh space! Red oak floors and minimal yet cozy decor welcome you. This upstairs unit is down a quiet neighborhood alley, walkable to all the best in Chattanooga. Though between the bamboo sheets, organic shower amenities, COOP pillows, and 75" The Frame tv, you might not leave! Blinds and PDLC film on each window enable privacy while large windows bring in light and fresh air. And don't underestimate the smart toilet/bidet! Private parking for two vehicles. @southside17loft

Location · Family · Cleanliness

Urban Cottage - Cozy -10 mins. from downtown

The Urban Cottage has a modern farmhouse feel with bead board throughout the cottage. It is small, cute and yet simple designed with a cozy feel- mixed with old and new elements. It is also located 10 minutes from downtown. Mid town to the following locations: Rock City/Ruby Falls/ Incline- 7 miles Chattanooga Zoo- 3 miles Chattanooga Choo Choo-4 miles Hamilton Place Mall- 6 miles Tennessee River Park-7 miles Local Hospitals - Erlanger, Park Ridge, Memorial- less than 5 miles

Location · Value · Cleanliness

Guest House with Stunning Sunrise & City Views

Experience Chattanooga from this vibrant 2BR/2BA second‑floor guest house featuring sleek hardwood and tile floors! Minutes from Ruby Falls, Rock City Gardens, the Incline Railway, the Riverwalk, and the Walnut Street Walking Bridge, you’re also close to top hiking, mountain biking, and rock climbing. Plus, enjoy walkable restaurants, including 1885 Grill and Little Coyote. With parking for two vehicles and a bright, modern vibe, this is your perfect adventure base!

Location · Value · Nearby

Fairytale Cottage on Private French Country Estate

Welcome to Laurel Park, a gated fairytale retreat tucked beside Candies Creek in a peaceful valley, yet minutes from downtown Cleveland, TN. Enter through the French Country Estate electronic gates and follow the scenic drive into a private cottage where time slows and magic feels real. Perfect for romantic escapes, honeymoons, princess parties, and soul-restoring getaways—The Cottage at Laurel Park invites you to unplug, unwind, and believe in a little magic.

Value · Family · Accuracy

St. Elmo Carriage House

Escape to tranquility in our serene carriage house nestled in the heart of St. Elmo. Enjoy the luxury of a private and peaceful retreat, just steps from charming eateries, a coffee shop, yoga studio, and shopping—all within 10 mins walking distance. Explore hiking trails right outside your door and enjoy a completely private space, separate from the main house. Ideal for discovering downtown Chattanooga and nearby attractions like Rock City and Ruby Falls.

Value · Family · TV

Hemlock hideaway

Relax with the whole family at this peaceful place to stay. Country setting, 40 minutes to Chattanooga Tennessee, 10 minutes to Trenton Georgia, 20 minutes to Lafayette Georgia. Three miles to Cloudland Canyon State Park. Thirty seven minutes to Tennessee aquarium. Convenient to Canyon Grill, Cafe 136, Lookout Mountain Pizza 2 miles ( open Thursday through Saturday). Hiking, hand gliding, caving plus other available activities.

Value · Location · Cleanliness

2 bedroom- guesthouse

Reconnect with friends and family in our newly remodeled guesthouse. The main living space is open and light filled. A great place to enjoy a family game night. The bedrooms are just the right size to enjoy a restful nights sleep. Need to do laundry- no problem this guest house has it’s own laundry room with stackable washer and dryer. Roast s’mores by the backyard fire pit and enjoy watching the lightening bugs from the deck.

Family · Location · View

Views for Days

Peace and quiet awaits you in this modern cabin with a view. Open concept with private bathroom and loft for additional guests. Wrap around porch providing spectacular sunsets and views for days. Enjoy this private house within 30 minutes from downtown Chattanooga, minutes from great fishing, rock climbing, biking, hunting and hiking. Get the best of both worlds at Cabin with a view. NO DOGS ALLOWED. No exceptions!

Value · Family · Hospitality

Hip Apartment in lively Southside

Welcome to Madison Alley Garage Apartment This new and beautifully designed one bedroom garage apartment is located in a safe, quiet community right off of Main Street. It offers direct access to coffee shops, restaurants, parks, boutiques, music venues, art galleries and more! In addition to all that Southside has to offer, you'll have downtown tourist destinations right at your fingertips. We are close to everything!

Location · Family · View

The Highland Hideout--Minutes to downtown!

Welcome to the Highland Hideout, located in historic Highland Park! It's just minutes from downtown and Southside, full of amazing restaurants, bars, music venues, breweries, etc! You'll have easy access to Lookout and Signal Mountain if you are wanting an outdoor escape. Don't forget about the Tennessee River, where you can walk, bike, or kayak just minutes from our carriage house! Hope to see you soon!

Value · Family · Condition

Studio Ghibli Health - Koriko Haus

Our second tribute to Studio Ghibli! This cozy and beautiful space transports you into the world of Ghibli with Kiki’s attic, Arriety’s room and Howl’s magical bathroom! Relax in the countryside and enjoy our collection of Studio Ghibli movies, follow the scavenger hunt and explore all of the amazing details in this fun and wonderful space! Ask about our Soot Sprite Cakes and gift bags!

Location · Family · Hiking