
Holiday rentals in Cleveland
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Top-rated holiday rentals in Cleveland
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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.

Creek-side Cottage, Pool, in heart of wine country
Newly renovated! Our Cottage is located smack in the the middle of North Georgia wine country, about 15 miles from Helen and Dahlonega and within 5 miles of 5 wineries. As you meander down the driveway to the cottage you are met with the sounds of the rapids of town creek that are quite literally your back yard. Sit on a rocking chair overlooking the creek with a glass of wine and let your worries drift away. Property sits on 4 lush acres and features over 300 ft of creek frontage. PARADISE!!!

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.

NEW! 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.

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.

TLC: The Lake Cottage
TLC is a comfy cottage on a private 6-acre lake 15 minutes from Helen, and very close to many vineyards and hiking trails. Paddle a Jon boat or paddleboards, fish, swim, relax on a large deck, walk, dine on the screened porch, grill, and enjoy the fire pit. We are handicapped accessible and pet friendly (please bring your own pet beds and blankets). Wifi and smart TV are provided as well as many DVD’s, books and games. No cable TV or satellite TV. A fun nature getaway!

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!

Secluded space with a stream on a small farm
This secluded space is just what is needed to get away from the hustle of the world. Quiet stream on a small farm to enjoy the outdoors. With a unique space to relax with a private entrance to basement apartment to enjoy. Whether it be working with a provided desk, sitting outside listening to the creek and the birds or exploring the goats and chickens. Please come and visit EJ’s Twin Creek Farm we would love to have you visit!
Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

Entire Mountain Home Steps from Vineyard | Hot Tub

Oakey Mountain Mirror Haus

Cozy Creekside Cabin on a Creek

KargoHaus - Dog Park - Unique Getaway Near Helen

Luxury Treehouse, Sauna, Wellness Loft

Creekside Crow's Nest - Cozy Getaway Near Wineries

11 acres | Mtn Views + Pond | 7 Min. from Helen

The Retreat at WY Vineyard | Helen | Cleveland
Quick stats about holiday rentals in Cleveland

Nightly prices starting at
Cleveland holiday rentals start at £83 per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Cleveland rentals

4.8 Average rating
Cleveland stays are highly rated by guests – averaging 4.8 out of 5!
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- Nantahala National Forest
- Black Rock Mountain State Park
- Gibbs Gardens
- Tallulah Gorge State Park
- Margaritaville at Lanier Islands Water Park
- Bell Mountain
- Helen Tubing & Waterpark
- Andretti Karting and Games – Buford
- Anna Ruby Falls
- Chattahoochee National Forest
- Unicoi State Park and Lodge
- Avalon
- Gas South Arena
- Gold Museum
- Fields of the Wood
- Chattooga Belle Farm
- Sugarloaf Mills
- Chattahoochee National Forest
- Amicalola Falls State Park
- Fainting Goat Vineyards
- Georgia Theatre
- Consolidated Gold Mine
- Smithgall Woods State Park
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