Holiday rentals in Cleveland

Modern Glass Cabin near trails, wine, & Dahlonega

Discover a gem just 9 minutes from downtown Dahlonega:an all-glass cabin nestled on 3.5 private acres in the heart of wine country. Experience floor to ceiling woodland views from every room. OMG! Located in a renowned cycling area, pedal your way through scenic routes from the door. Only 6 miles from the iconic Appalachian Trail, it's a fusion of luxury and natural beauty. Dive into world-class vineyards or seek unlimited outdoor adventure. An unmatched haven in Dahlonega's serene woods awaits.

Houndstooth Hideaway-Stylish Cabin Near Wineries

When high design meets authentic log cabin, you get the WOW that is Houndstooth Hideaway. StayDahlonega brings you this rescued log cabin which sits comfortably in the heart of wine country yet is only 12 minutes to downtown Dahlonega. You can feel the history in the walls; reclaimed materials at every turn, carefully curated details, and handsome logs assembled by our expert craftsman. Curl up with a great novel, explore the grounds, and a cozy night sky. This is Cabin Style at its finest.

LlamaHouse Dahlonega

I designed and built this custom shipping container getaway for you to have a unique place to stay, relax and enjoy yourself in the foothills of the North Georgia mountains. This is as close to nature as you can get (without having to go into it, lol). Nestled in a secluded spot minutes away from wineries, tons of outdoor activities and downtown Dahlonega, you'll have something to do for your entire stay! So come relax by the fire pit, in the hot tub, or somewhere on the 1000+ sq. ft. decks.

Mountain Escape With Hot tub and views of Mtns

Relax at this beautiful mountaintop retreat in Cleveland, GA. This spacious luxury cabin features a huge master suite, three living areas, hot tub, fire pit, and a wrap-around porch with peaceful mountain views — perfect for families, groups, or wedding guests. Conveniently located just 12 minutes from Helen, GA and close to wineries, wedding venues, river rafting, hiking, and Blairsville, this home offers the perfect mix of privacy and easy access to everything North Georgia has to offer.

Firepit, Waterfront, Minutes to Helen.

Looking for the perfect spot to unwind? You’ve found it! Nestled on Warner Pond, this charming 2/2 cabin sleeps 5 comfortably & offers a spacious floor plan with a fully equipped kitchen, a cozy living area, & dining space. Step out onto the expansive deck overlooking the pond- watch the kids play or enjoy a cocktail after a day of adventure. Stay connected with high-speed internet & ROKU TVs, whether you're working remotely or streaming your favorite shows. Located just minutes from Helen.

The Blue Heron Cabin 10 min to Helen w/ EV Charger

Welcome to The Blue Heron, a cozy cabin located in Sautee Nacoochee, Georgia, minutes away from local shopping, hiking, wineries, and 10-minutes from the Alpine town of Helen. Inside you'll find 2 bedrooms, each with a comfortable king-sized bed, 2 full bathrooms, a fully stocked kitchen, loft with gaming systems, board games, puzzles, wood burning fireplace, and plenty of seating. Outside, enjoy a screened in porch with an oversized swing, large deck with seating, and a fire pit.

Gorgeous Views, Hot Tub, Arcade, & Pool Table

Welcome to Little Andy Lookout — your private mountain escape with breathtaking views and luxury comfort. Just minutes from North Georgia’s top attractions, this stylish retreat blends modern design with cozy mountain charm. Soak in the hot tub, challenge friends to pool, or relax while taking in stunning panoramic scenery. With upscale finishes, a fully equipped kitchen, and spacious gathering areas, it’s perfect for unforgettable getaways. ★ 300+ Five-Star Reviews — guests love it!

Moonfire Cabin: Hot Tub. Epic Fire Pit. Private.

Just 12 minutes from Helen, embark on an indulgent journey into the forest at Moonfire Cabin. Renovated in 2024, this secluded sanctuary boasts something no other cabin has— a massive FLORIDA KING bed, the largest on AIRBNB, plus another bedroom with a king (3rd has a queen). You will rest like royalty! Enjoy our screened-in Hot Tub, 5,000 Game Ultra Arcade, luxe fire pit with twinkle lights and a swing! Couples and families alike will be transported to a new realm of comfort.

Koi Cottage- 3-bed, 2-bath- Cozy, Newly Renovated!

Find your perfect off-the-grid getaway at Koi Cottage {NO wi-fi, but with excellent cell service}! The ideal home base for endless outdoor adventures and peace and quiet. Koi Cottage is the destination you have been looking for, whether you need a romantic getaway, a family vacation, or simply a stress-free retreat. Take some time AWAY from distractions like TV, Wi-fi, and the bustle of everyday life to connect with friends and family in nature. Well-behaved dogs are welcome.

Charming Wine Country Mountain Cabin

Dahlonega,Cleveland,Helen and the wineries are all close to our cabin. There is also many hiking places in the area.We have heat & central air plus a modern farmhouse kitchen with granite counters.The bathroom is also updated with full shower. There is a screened porch and open air porch. Cabin is located in the wine country and foothills of the Appalachian Mts. POINTS OF INTEREST Dahlonega & Helen 11 mi. Frogtown ,Kaya,Three Sisters wineries 3 mi Cabbage Patch 4 mi.

The Screaming Goat * Modern Home Dahlonega/Helen

Relax in style at this modern cabin nestled between Helen and Dahlonega. Close to wineries, hiking, fishing, and shopping. Enjoy over an acre of privacy, a spacious deck, and upscale furnishings. Perfect for two couples or a family, with two king bedrooms featuring en suite baths, TVs, and large windows. Extra-long bunk beds comfortably sleep adults or teens. Paved road and driveway make for easy access. The perfect North Georgia getaway! STR-23-0073 Business lic 4767

Wildberries at the Winery (With Yonah Mtn views)

Our custom-built cottage sits at the foot of Yonah Mountain and DIRECTLY ACROSS from Serenity Cellars Winery. Pack a cooler of your favorite snacks and walk down to the winery for live music and great wine. Or grab a bottle of wine and enjoy the live music on the front porch! We always leave a bottle of local wine for our guests to get your vacation off to a great start! We are located just a few miles from Helen, numerous wineries, great food, hiking trails and more!