Holiday houses 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.
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Mtn Views+Hot tub+Fire pit+Daybed Swing+Library
Discover your perfect mountain retreat at Vine + Vista in Cleveland- the heart of the North Georgia Mountains! Wake up to sunrises over the mountains and fall asleep under the stars in our 4-bedroom, 3-bath cabin + loft. Your destination is close to award-winning wineries, scenic hiking trails, waterfalls, and charming mountain towns like Helen and Dahlonega, making it ideal for group getaways or gathering with family + friends. Book now for summer and fall… it’s beautiful in the mountains!
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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.
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4-Story Tower Cabin | Mtn Views | Near Wineries
Welcome to the Dahlonega Tower Cabin! • Fire Pit • Sunset view (seasonal) • 2 Bedrooms/2 Bathrooms • 1 king, 2 twin beds, 1 large sofa • 15 min to the Dahlonega square • 30 min to Helen • Sling TV included • Located near wineries/wedding venues • Close to the Appalachian Trail at Woody Gap • Directly on the 6 Gap bike route • 2 fireplaces • Fully stocked kitchen • Outdoor furniture • Parking for 4 vehicles • External security cameras/noise sensor/smoke sensor • Business License #4721
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Log Cabin, Trout Stream In Wooded Setting
Discover tranquility in this peaceful, centrally-located cabin near Cleveland and Helen. This rental offers the main floor of a newly built log cabin, while the separate basement living quarters are occupied by the owners. Nestled in a wooded setting with walking trails, this retreat provides easy access to Town Creek for recreation. The cabin is welcoming and comfortable. Conveniently located just five minutes north of Cleveland, you'll also be near local wedding venues and wineries.
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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.
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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.
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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.
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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
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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!
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Entire Mountain Home Steps from Vineyard | Hot Tub
Chateau Yonah is a private chalet a short stroll to Yonah Mountain Vineyards. 🛏️ 3 bedrooms 🚿 3.5 Private baths 🛁 Private hot tub with mountain views 🔥 Fire pit & fire bowl 🍖 Grill & smoker 🍽️ Gourmet kitchen ⛏️ Stone fireplace 🎮 Game room & sleeper sofa 📶 High-speed Wi-Fi 💻 Work nook 🧺 Washer & dryer 🏐 Lawn games 🎶 Vinyl & Bluetooth speakers 🌄 Patio & deck 🍷 Steps to vineyards 🍳 Coffee bar 🎬 Smart TVs 📚 Board games 🛋️ Cozy seating 🅿️ Free parking
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Dragonfly Farms-North GA Mtn Farm & Highland Cows
Welcome to Dragonfly Farms! Escape to our 2nd-story 1BR “barn” apartment for a charming mountain getaway. Enjoy sweeping views of gardens, orchard, pastures & Highland cows with Wauka Mountain beyond. Includes full kitchen, washer/dryer, sleeper sofa, coffee station & WiFi, plus a firepit with incredible views. Located on the Georgia Wine Highway near wineries, parks & waterfalls. Add-on optional farm tours & feed our Highland cows for a memorable stay!
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Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland
Modern Cabin 10 Minutes to Helen, Wineries, Hiking
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Creek Escape ·Fireplace ·FirePit ·Helen&Waterfalls
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A-frame | Hot Tub | King Beds | Mountain Views
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Creekside Crow's Nest - Cozy Getaway Near Wineries
LocationFamilyHospitality
11 acres | Mtn Views + Pond | 7 Min. from Helen
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The Retreat at WY Vineyard | Helen | Cleveland
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Acorn Getaway ~ Cozy NE Ga Cabin
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Home in the woods
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Frequently Asked Questions
What are the best places to stay in Cleveland?
Cleveland has mountain cabins, family cottages, and countryside retreats, especially around wooded areas and near local attractions. Many visitors prefer locations that blend access to nature with proximity to charming small-town shops and eateries.
What are the best things to do in Cleveland with kids?
Children can experience the BabyLand General Hospital, interact with animals at family farms, or enjoy berry picking in season. Hands-on attractions and playful outdoor spaces are common around the area.
What are some of the best things to do in Cleveland?
Explore the BabyLand General Hospital, stroll local markets, and enjoy hikes in the nearby mountains. Nature parks, art galleries, and seasonal festivals create a mix of experiences rooted in the area's traditions.
How is the weather in Cleveland?
Cleveland has mild winters around 34–55°F (1–13°C), warming to 70–92°F (21–33°C) in summer with occasional showers. Spring and autumn are generally comfortable, with blooming landscapes and colorful foliage.
When is the best time to visit Cleveland?
Late spring and early autumn are often recommended for milder weather, blooming wildflowers, and seasonal events. Summer is popular for families, while fall brings scenic foliage around the mountains.
What are the best places to visit in Cleveland?
Visitors often choose BabyLand General Hospital, mountain parks, and the quaint downtown for shopping and dining. The area is known for its blend of local history, handmade crafts, and outdoor escapes.
What are some hiking trails in Cleveland?
Cleveland has access to forested trails with gentle creek crossings and scenic ridge overlooks. Hikers often seek routes in nearby national forests or along local preserves for shaded walks and mountain views.
What are some family activities we can do in Cleveland?
Families can explore interactive farm experiences, enjoy local playgrounds, or visit animal parks around Cleveland. Outdoor activities such as hiking, creekside picnics, and gemstone mining are frequently suggested options for all ages.
What are some of the best day trip ideas from Cleveland?
Plan a day trip to nearby mountain towns with historic squares, explore waterfalls in local parks, or browse art galleries and pottery studios in the region. Wine tasting at a North Georgia vineyard is also often suggested.
Are there any pet friendly accommodations available in Cleveland?
Cleveland has pet-friendly rentals, including cabins and cottages with outdoor areas for pets to enjoy. Many local parks and walking trails welcome leashed dogs, making it convenient for travelers with pets.
What are some local tips for visiting Cleveland?
Arrive prepared for changing weather, especially if exploring mountain trails or outdoor markets. Many shops and attractions are locally owned—asking staff for recommendations often leads to discovering community favorites.
What is Cleveland known for?
Cleveland is known for its mountain scenery, locally crafted goods, and sites centered on regional folklore. The area also has ties to the popular Cabbage Patch Kids and a tradition of agricultural fairs and festivals.
What are the best hidden gems to explore in Cleveland?
Discover local craft shops tucked along side streets, seek out mountain viewpoints known mostly to residents, or visit smaller family-run dairies and orchards. Less-traveled trails around Cleveland reveal peaceful landscapes and unique photo opportunities.
What are the best foods to try in Cleveland?
Cleveland features Southern-inspired dishes such as fried chicken, barbecue, and fresh-baked biscuits. Locally made jams, seasonal produce, and classic comfort foods are often recommended at local diners or farmers' markets.
What should I bring for a trip to Cleveland?
Pack outdoor-appropriate clothing, sturdy walking shoes, and a light rain jacket for variable mountain weather. Layering is helpful, as temperatures can shift between cool mornings and warm afternoons.
What is the nightlife in Cleveland like?
Cleveland’s nightlife is relaxed, with locally owned restaurants, breweries, and occasional live music venues. Many visitors unwind with community events, casual gatherings, or outdoor fire pit evenings.
What are the most popular events or festivals in Cleveland?
Cleveland hosts annual events such as regional fairs, arts and crafts festivals, and agricultural celebrations, especially in spring and fall. Cabbage Patch Kids-related festivities and local harvest gatherings are also frequently suggested.
Are there family friendly vacation rentals in Cleveland?
Many vacation rentals in Cleveland welcome families, with options featuring outdoor space, kitchens, and easy access to local parks or attractions. Cabins, cottages, and homes often feature amenities for both young children and multi-generational groups.
Quick stats about holiday rentals in Cleveland
Nightly prices starting at
Cleveland holiday rentals start at $157 AUD 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
4.9 Average rating
Cleveland stays are highly rated by guests—averaging 4.9 out of 5!
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- Nantahala National Forest
- Black Rock Mountain State Park
- Gibbs Gardens
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- Tallulah Gorge State Park
- Helen Tubing & Waterpark
- Bell Mountain
- Gas South Arena
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- Fields of the Wood
- Dillard House Restaurant
- Coolray Field
- Sanford Stadium
- Anna Ruby Falls
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- Blue Ridge Scenic Railway
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