
Holiday rentals in Cleveland
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Quick stats about holiday rentals in Cleveland

Nightly prices starting at
Cleveland holiday rentals start at $140 SGD per night before taxes and fees

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Over 70 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!
Top-rated holiday rentals in Cleveland
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Yonah Mountain House
Nestled on 13.5 acres of beautiful land, this peaceful retreat features open green pastures with horses, a serene pond perfect for fishing, and breathtaking views of Yonah Mountain. The spacious home is ideal for singles, couples, families (with kids), retreats, reunions, or large groups. Many wedding parties—both brides and grooms—have enjoyed their stay here. With fast, high-speed internet, you can work efficiently while enjoying the tranquility / beauty of this special place for longer stay!

Highland Cabin, a HELEN Dream in the Mountains
Highland Cabin, A Dream in the Mountains. Come and relax during your needed vacation and destress in the mountains just minutes from Helen, Georgia. This luxurious 5 bedroom, 3 full baths that sleeps 11 is ideal for those special moments with family. With a private hiking trail that leads to a stream, fireplace and grill, Highland Mountain Stargazer hammock, hot tub to relax, and an arcade and theater, this place is for everyone. It has it all and a million dollar view. See us @highland_cabin.

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.

No Service Fee! Firepit, Waterfront, Mins 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.

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

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.

Vineyard Hideway/ Corkscrew Cottege
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!

The Shed on Pink Mountain! Escape to the mountains
Come visit The Shed on Pink Mountain. nestled in north Georgia mountains, close to Helen and Oktoberfest. This 2-bedroom, 1 1/2-bath cabin provides all the comforts of modern amenities while enjoying the clean mountain air and the sounds of nature. Secluded in the North Georgia Mountains, outdoor amenities include a grill, fire pit, and hot tub. Hiking, wine vineyards, antique stores, local dining, and the Chattahoochee River are all within short drives.
Popular amenities for Cleveland holiday rentals
Stay near Cleveland's top sights
Other great holiday rentals in Cleveland

Treetop Terrace - Nature Getaway with Outdoor Tub

Bald Eagle Lodge "EPIC" Mountain Views|Hot Tub|Pet

Entire Mountain Home Steps from Vineyard | Hot Tub

Secluded 4 Bedroom Cabin w/ Hot Tub and Waterfall!

Mtn Views+Hot tub+Fire pit+Daybed Swing+Library

Riverside Retreat· Fire Pit, BBQ · Creek Access

Log Cabin, Trout Stream In Wooded Setting

Above & Beyond | Cabin w/ Massive Views Near Helen
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.
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- Nantahala National Forest
- Black Rock Mountain State Park
- Margaritaville at Lanier Islands Water Park
- Helen Tubing & Waterpark
- Tallulah Gorge State Park
- Gibbs Gardens
- Bell Mountain
- Gas South Arena
- Unicoi State Park and Lodge
- Chattahoochee National Forest
- Avalon
- Chattooga Belle Farm
- Amicalola Falls State Park
- Fields of the Wood
- Blue Ridge Scenic Railway
- Andretti Karting and Games – Buford
- Panorama Orchards & Farm Market
- Fall Branch Falls
- Gold Museum
- Brasstown Bald Visitor Information Center
- Dry Falls
- Sanford Stadium
- R&a Orchards
- Anna Ruby Falls





