Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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Top guest favourite
The exterior of the glass cabin is surrounded by tall trees, showcasing its modern design with mirrored glass and dark wooden elements. Natural foliage frames the structure, providing a sense of privacy and harmony with the woodland setting.
Cabin in Dahlonega
4.99 out of 5 average rating, 281 reviews

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.

Guest favourite
A cozy living area features a combination of rustic wood paneling and modern lighting. Two comfortable chairs sit across from a dark leather sofa, with a patterned throw draped over it. Elegant light fixtures hang from the vaulted ceiling, enhancing the cabin's warm atmosphere.
Cabin in Dahlonega
4.95 out of 5 average rating, 281 reviews

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.

Guest favourite
A serene view of the two-story cottage is presented, surrounded by lush greenery and trees. A well-maintained lawn leads to a tranquil creek, reflecting the sky. The cottage features a spacious deck with steps leading to the backyard, providing an inviting outdoor gathering space.
Cabin in Cleveland
4.91 out of 5 average rating, 137 reviews

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!!!

Top guest favourite
The exterior view of the shipping container getaway shows a modern design nestled among trees. A large deck wraps around the container, complemented by a spiral staircase. A BBQ grill is positioned on the deck, and gravel pathways lead to the entrance.
Shipping container in Dahlonega
4.98 out of 5 average rating, 108 reviews

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.

Top guest favourite
Cabin in Cleveland
4.98 out of 5 average rating, 181 reviews

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.

Top guest favourite
Cabin in Clarkesville
4.98 out of 5 average rating, 167 reviews

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.

Top guest favourite
A covered porch features a blue swing with colorful cushions and a wooden chair. Surrounding greenery is visible, providing a connection to nature. Soft, natural light enters through the nearby window, enhancing the serene outdoor setting.
Cottage in Cleveland
4.95 out of 5 average rating, 197 reviews

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.

Guest favourite
A rustic cabin is showcased, featuring a covered porch with wooden rocking chairs. The inviting outdoor area includes red Adirondack chairs surrounded by lush greenery, with a fenced yard and a glimpse of the woods in the background.
Cabin in Cleveland
4.91 out of 5 average rating, 353 reviews

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.

Top guest favourite
A serene view of a private lake is framed by vibrant autumn foliage. The reflection of surrounding trees and a nearby cabin is visible on the still water, while a mountain in the background adds depth to the picturesque setting.
Cottage in Cleveland
4.98 out of 5 average rating, 187 reviews

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!

Top guest favourite
A welcoming living area features large windows that invite natural light and offer views of the surrounding trees. Stylish furnishings include a dark leather sofa and a round coffee table atop a textured area rug, complemented by a modern chandelier above.
Home in Cleveland
4.99 out of 5 average rating, 140 reviews

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

Top guest favourite
A landscaped yard features a mix of shrubs and stones, bordered by a wooden fence. In the background, Yonah Mountain rises against a clear blue sky, framed by lush greenery. Pathways of gravel and mulch lead up to the inviting front porch of the cottage.
Home in Cleveland
5 out of 5 average rating, 110 reviews

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!

Top guest favourite
A cozy living area features a gray sofa flanked by two comfortable chairs, one in leather and the other in wood. Natural light fills the room through large windows, illuminating the wooden floors. A small area rug lies in the center, and a wood-burning stove adds warmth.
Farm stay in Demorest
4.97 out of 5 average rating, 306 reviews

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

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!

  1. Airbnb
  2. United States
  3. Georgia
  4. White County
  5. Cleveland