Holiday rentals with breakfast in Upstate South Carolina

Our Curious | Opossum Hollow

Welcome to Opossum Hollow in the quaint mountain town of Travelers Rest! Our partially restored 1984 Airstream Excella, lovingly referred to as `Possum Holler', is situated on the same property as our home. With a covered space for parking and a 35 foot skylight deck, this outdoor space is designed for cool evening lounging and warm afternoon napping. We worked with a number of local artisans to design and create the entire space, ensuring most every element is handmade, upcycled, and recycled!

Value · Family · Getting around

Live-In Art Gallery | 1 Min to Main | Steps to BBQ

Welcome to Art Chalet "Art in the HeART of Highlands". Enjoy a live-in ART GALLERY where fine art fills every room, and every piece is for sale, set against breathtaking mountain views and natural light. Nestled on a lush hillside with two outdoor fireplaces, this chic walk-to-town mountain retreat blends elevated design with an unbeatable location~ 1 minute drive to downtown & steps to Smokehouse BBQ & High Country Wine Shop. Perfect for romantic getaways, couples retreats, & girls' weekends.

Family · Value · Sleep quality

Happy Place Treehouse Studio Apartment in Forest

Treehouse studio apartment w/ a living Beech tree growing through your private deck. Surrounded by forest. Attached to a home but fully private w/ its own driveway, entrance and living spaces. No shared spaces or interaction between units. Queen bed, fully stocked kitchen, full fridge, stove, washer & dryer, LED Fireplace, upgraded w/ fast Fiber Optic Internet Rural mountainous area 25 min to Black Mountain & Fairview 35 Min to Asheville. 1mi dirt road. AWD not required but recommended.

Location · Family · River

Cozy Tiny Escape - Ducks, Mountain Views, Sunsets

Set in the beautiful Upstate of South Carolina, we have recently upgraded to high quality linens and new furnishings. Our tiny house offers a cozy living experience while feeling open, spacious, and bright. We offer full amenities, outdoor living, luxury bed linens, and a work space with a view of incredible sunsets. Peaceful and quiet, we want you to get your best rest and sleep here. Located within an hour of Greenville, Asheville, and Tryon. Quaint small towns offer boundless activities.

Value · Family · Decor

Highlands Heart of the High Country

Looking for a quiet, private mountain getaway? This is the place! Your private deck has a view of Scaly Mountain. You will be comfortable in a large suite complete with refrigerator, microwave, coffee, snacks and Continental breakfast. The beauty of solid oak antiques is only surpassed by the comfort of the bed with a memory foam topper, Egyptian cotton sheets and hand made quilt. Within a 15 minute drive of excellent restaurants and shopping in Highlands, waterfalls, hiking and so much more.

Value · Location · Quiet

One-of-Kind Retreat, Walk to Town, Hot Tub & Pool

Escape to Meadowstream Lodge—a one-of-a kind mountain estate-like retreat on 2.5+ beautiful acres. Rare open pasture (ideal for kids & pets), creek, forest, and a view of Black Rock Mountain create a dreamy escape —yet you can walk to downtown dining, shops, and bars. Unwind and relax in the heated pool + hot tub, gather around the fire pit, or unwind on the café-lit deck with fire bowl. Fully stocked for families, pets, and play. We've thought of everything to make an unforgettable stay!

Location · Value · Cleanliness

The Cavern at Chateau Ianuario

This secluded efficiency apartment is centrally located between Greenville, Greer, and Spartanburg, only 6 minutes from BMW and 10 minutes from GSP International airport. Minutes away from the Duncan YMCA and Tyger River Park. This private apartment offers parking and it’s own entry. Conveniently located and surrounded by a large wooded property, you will find everything you need for a relaxing, comfortable stay. For extended stays we have washer/dryer access for your convenience.

Location · Family · Getting around

The Tiniest Adventure- go tiny live big!

The Tiniest Adventure is a 250 sq. ft. handcrafted authentic tiny house nestled amongst the trees. It will steal your heart with its modern farm house charm. The house is just 10 minutes from Travelers Rest and 10-15 minutes from downtown Greenville! If you enjoy long walks or bike rides, the paved Swamp Rabbit Trail is within 1 mile of the tiny house. Also, if the foothills of upstate SC are not tall enough for you, the nationally recognized outdoor spaces of WNC are about 1 hr away.

Family · Location · Air conditioning

Hartley’s Haven

Enjoy your stay in this cozy 1 bedroom and 1 bathroom home on Lake Hartwell. We are located 20 minutes from Clemson, 15 minutes to Anderson, and 40 minutes to Greenville, so there is plenty in the area to keep you busy. Located on a dead end street, the neighborhood is very quiet. Our home also has fast wifi and 2 smart TV’s to access any streaming service. We also provide cable. With plenty of parking space in the driveway for vehicles and a boat we can provide a peaceful getaway.

Family · Location · Barbecue

Farmhouse | Slip-in-Slide I Yaks | Vegetables

Step back in time at this one-of-a-kind luxury farmhouse in Lake Toxaway, NC. This 2BR/2BA retreat blends vintage charm with modern comfort—from an indoor clawfoot tub to a hot tub overlooking the barn. Enjoy fresh eggs, picking vegetables from the community garden, onsite playground, private hiking trails, and enjoy the slip in slide into the pond. Set on a working farm with friendly farm animals, and yaks, it’s a peaceful, unforgettable escape—like your very own summer camp.

Value · Location · Barbecue

City Haven - Downtown Greenville on Main Floor

Experience the charm of our lovely, walkable apartment, just 0.01 miles (a 4-minute stroll) from the Bon Secours Wellness Arena. Whether you’re here for a concert, event, or to explore the vibrant city of Greenville, our cozy retreat is the perfect base for your adventures. Enjoy a warm atmosphere with stylish decor, a spacious living area, and a fully equipped kitchen. The space features two comfortable bedrooms for a restful night’s sleep, ensuring you feel right at home.

Location · Value · Condition

Stroll to the Swamp Rabbit Cafe & Trail

Renovated historic Mill House in a prime location! The McBeth House is a 5-minute walk to the Swamp Rabbit Cafe & Grocery with Swamp Rabbit Trail access. This 2 bedroom, one-bath home includes a king-sized bed & a twin-size trundle to comfortably sleep 4. Well-stocked with kitchen gadgets & amenities you may need. While you're here this is YOUR home! Whether it's relaxing on the porch, enjoying the downtown scene, or time spent in nature, here you're close to it all!

Family · Location · Cleanliness