Vacation rentals with a pool in Lookout Mountain

Sunset Haven 4BR + Pool + Hot Tub + Fireplace

Nestled on historic Missionary Ridge (10 mins from downtown), this cozy home offers panoramic views of Lookout Mountain, downtown Chattanooga, and the Tennessee river. This spacious 4 bedroom home @ 3300sq ft holds stunning views from every room of the house. MAIN FLOOR: Master w/full bath + Screened in porch, Living + Dining + Kitchen (open layout), gas fireplace + half bath DOWNSTAIRS: Queen Suite, Queen Bedroom, Bunk room, Full Bath, Laundry Room OUTDOOR: Large deck, Pool, Hot Tub, Garden

Family · Value · Decor

Lookout Mountain Retro Pad - last booking Nov ‘26

📅 Last date to book: November 2026 as we are wrapping up our “hosting career”! It’s been a pleasure to meet & host others, and we look forward to our last couple months! 🏡 Mid Century bluff home with views of the rolling Georgia and Tennessee mountains. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 for immediate family). We are best suited as a QUIET & peaceful retreat. We are located in a full time residential neighborhood.

Location · Family · Outdoor spaces

Family Fun - Private Pool, Spa & Mountain Views

Welcome to a beautifully designed lower-level guest suite. From the moment you step inside, you’ll notice that every detail has been thoughtfully curated with your comfort in mind. Unwind in the hot tub, splash in the pool, end the day making s'mores with the kids as the sun sets. This property is perfect for 2-4 guests, 5 with a baby. "Paradise. We could not have asked for more. The suite was beautiful and stocked with everything we needed... The pool and hot tub were so relaxing." - Heidi

Value · Location · Layout

Riverwalk Retreat• Spacious• Pool • 5 min>Downtown

Centrally located near Chattanooga's most popular attractions, this newly decorated, Riverwalk Retreat has everything you’re looking for! -Community Pool -Neighborhood Riverwalk access (16 miles of paved trailhead along the Tennessee River) -5 minute drive to the Incline Railway, Ruby Falls and Southside Eateries -8 minute drive to the Aquarium -10 minute drive to Rock City Additionally, your retreat is conveniently located near local coffee shops, hiking, boutiques, breweries, and Publix!

Location · Family · Indoor spaces

Wooded Writer's Retreat with Pool

Book NOW for family pool fun get-away. A peaceful health-conscious 3-bedroom tri-level at the ft. of Lookout Mtn. 2 fireplaces. Upper 2 levels are yours exclusively. Lower level office not accessible. Advanced air purification system. Bottled water NOT needed with reverse osmosis filter. Ideal for families, small retreats, or parents of students. Covenant College is visible from the kitchen & attractions minutes away. Plan ahead for Spring-Summer. Open pool season. No pets allowed.

Value · Location · Outdoor spaces

Eagles Nest Cabin – Bluff Views & Hot Tub!

Perched atop a scenic bluff in Bryant, AL, Grant Summit Cabins offers nine charming cabins overlooking Nickajack Lake. Each cabin features panoramic mountain and water views. With a variety of layouts and sleeping capacities, there’s something perfect for romantic getaways, family vacations, or group retreats. Whether you're sipping coffee on the porch or exploring the nearby hiking trails, relaxation comes easily here. Grant Summit Cabins blends comfort & nature for an unforgettable stay.

Value · Family · Cleanliness

Quiet A-frame cabin w/pool ~ perfect for families!

This NEWLY RENOVATED, Modern A-frame Mountain Cabin is only 7 minutes from I-75 with beautiful views! 5 bedrooms, 3 bathrooms, and currently sleeps up to 12. The outdoor pool is perfect to relax by during the summer! Amenities Include: o Fully stocked kitchen with appliances o 9 beds o Over 2700 sq ft o Washer + Dryer o 6 decks with seating throughout and gorgeous views o Smart 65” TV o Pool Table o Outdoor Pool: Open May-Oct o Quiet area surrounded by nature

Family · Location · Checkout

Scenic A-Frame | Pool, Hot Tub & Panoramic Views

Bella Vista A-Frame offers a peaceful getaway on Lookout Mountain in Menlo, GA. Relax on the spacious deck with mountain and pool views, enjoy the hot tub, or take a dip in the seasonal pool. This cozy A-frame is the perfect blend of comfort and serenity. ➤ Sunset/Sunrise Views ➤ Large Deck w/ Overlooks ➤ Full Kitchen ➤ BBQ Grill ➤ Hot Tub ➤ Firepit ➤ Seasonal Pool (May 1st–Oct 1st) ➤ WiFi ➤ In-Unit Laundry Escape to Bella Vista for a tranquil mountain getaway!

Location · Value · Kitchen

I Fly Cabin: Watch Hang Gliders /Paragliders Soar!

Welcome! The cabin is located at the base of Lookout Mountain Flight Park. Watch hang gliders take off and land from the front windows or deck. Have fun!! ~maybe even take a tandem flight yourself! There is also no better place to hang wait! Hang waiting is when you wait until the conditions are right to fly hang gliders or paragliders. Once the weather is flyable, enjoy a front row seat to the south side tandem takeoffs!

Location · Family · Layout

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

Mountain High Cabin is located in Paradise Pointe, a gated mountain retreat at the tri-state corner of AL/TN/GA. Hike the trail to stand in three states at once! Enjoy access to the huge indoor pool house with a communal hot tub, two indoor slides, an outdoor deck, seating, and more. All 19 rentals share these amenities. Plus, enjoy two small basketball courts, sand volleyball, horseshoes, and more for endless fun!

Value · Family · Decor

Chatt Vistas Oasis|3bdrm|5mtoTN|PoolDeckBBQFirePit

Welcome to your charming country retreat! This fully furnished home offers a cozy and relaxing atmosphere with its inviting pool, fire-pit area, and a spacious, fully fenced backyard. Centrally located just 4-6 minutes from TN/St. Elmo and Lookout Mountain, it's perfect for exploring Chattanooga. The home features 3 bedrooms and 1 bathroom. Enjoy your peaceful getaway in this delightful and convenient destination!

Value · Location · View

Ridge-Top Sanctuary • All Year Swim Spa • Views

Pinhoti — A Private Mountain Retreat with Extraordinary Views Welcome to Pinhoti — a beautifully designed contemporary retreat set high on 12 private acres in the North Georgia mountains. With spectacular views across Taylor Ridge, complete privacy and your own year-round heated swim spa and hot tub, Pinhoti is a place to slow down, reconnect and enjoy the luxury of having nowhere you need to be.

Value · Family · Cleanliness