Holiday rentals with outdoor seating in Cherokee County

Sweet Caroline, King/Queen/Twin, Theater&Game room

Sweet Caroline is a renovated new old house with 2 bedrooms, an updated kitchen and 2 full baths, 3 living areas: a movie theater room, sitting room, living room, and an additional game room. The King suite has an ensuite walk in shower plus a pull out twin. The Blue Room has a queen plus Pack n Play and baby monitor. Enjoy the fenced in backyard. Walk to "Trade Day" our local flea market every Monday and Thursday. Great access to Tryon, Forest City, Gaffney, Boiling Springs, Landrum, and more.

Cozy Country Cottage on Wooded Lot.

This country cottage beckons you to take a pause from the bustling city to an unpretentious, laidback environment. A taste of the Upstate South Carolina countryside living. Think really starry nights and natural landscapes, with no thoroughfare traffic, just four miles off the I85 corridor between Charlotte, NC and Spartanburg, SC. Within 15 minutes from Kings Mountain Military Park or the new Two Kings Casino. Just 40 minutes from CLT airport. A quiet countryside stay for the whole family.

Secluded Home w/ Pond & Dock | I-85 | Spartanburg

Escape to this charming home tucked away on a spacious wooded lot. Just 3 minutes from the interstate and a short drive to thriving Spartanburg, SC. Step outside and enjoy your own private pond. Gather with family and friends around the fire pit for cozy evenings under the stars. Fully furnished and stocked with everything you need for a comfortable stay—ideal for families, couples, or small groups. Perfect for a weekend getaway, a family trip, or a peaceful work-from-home escape.

LAKE LOVE quaint 1 bedroom, private entrance

Enjoy easy access to everything in the area from this central home base. On the Eastside of Spartanburg in an established neighborhood on private Lake Hillbrook. Wake up to views of the lake. Beach access and 2 SUP are available but PLEASE ask us before you go on the water- our lake association requires an owner be present when guests are in the water. Enjoy the resort-like getaway right in town. 5 min to shopping, restaurants. Only 10 min to downtown. Unit is pet friendly ($49).

Private Hangar | Luxe 80s Escape

Welcome to Neon Nights! This Top Gun-inspired metal hangar is your luxury escape in living color. Unwind in the hot tub, cue up a classic on VHS, and relax in total seclusion surrounded by neon glow and sleek design. Enjoy a skyful of stars and a firepit in rural Chesnee, or bring the outside in with lawn games and a hot tub. Pro-speed wifi is perfect for digital nomads or late night streamers. A firm bed and soft sheets invite you to sleep in.

Modern Cozy, Near I-85, WiFi+Deck+Family Friendly

Perfect for families, road-trip travelers, and remote workers—this peaceful country retreat offers the best of quiet living just minutes from I-85, Spartanburg, and Gaffney. Whether you’re passing through or staying awhile, enjoy comfort, fast WiFi, and a relaxing space to unwind. This home sleeps 6 comfortably with 2 bedrooms (king and queen beds), a futon, and a roll-away cot. Come relax, recharge, and enjoy the stillness of country life.

Ewe on the Farm Apartment

Looking for a new adventure? Come stay on our working farm. Learn about dairy sheep, raising chickens and gardening, or just relax and listen to the water rushing on the creek trail. The apartment is located in the front of the property. This property overlooks a small pasture and surrounded by woods with several small creeks and trails. More pasture is in the rear of property. Large porch off the apartment for sitting and bird watching.

Family/pet-friendly with ACRES of outdoor space!

You have found the perfect spot for your get away or extended stay in Spartanburg. “House of Blues” comfortably sleeps 8 guests and is pet & family-friendly! You’ll find yourself less than 15 minutes from downtown Spartanburg, and less than 5 minutes to great shopping, dining, and entertainment on East Main Street, as well as easy access to Interstate 85. Amenities include ample outdoor space with a large lawn, picnic table, and grill!

Cozy Off-Grid Luxury Cabin w/ River Access.

*Featured in Belle Magazine* The PineStone @ StayCamp is an off-grid tiny cabin in the middle of nature. Situated on 44 acres of lush rolling forest with flowing creeks and a small waterfall. Just 10 minutes away from the blooming downtown of Spartanburg, SC. Close to everything, but feels as if you are a world away from anything. Hike along the trails, take a nap in the kingsized bed, or relax in a 70sqft hammock.

Cottage On College

Discover the charm of the “Cottage on College Drive,” a cozy haven nestled on Historic College Drive in Gaffney, South Carolina. This beautifully appointed cottage offers the perfect blend of comfort, convenience, and tranquility—ideal for solo travelers, couples, or small families eager to explore the Upstate. Steps from Limestone University & downtown Gaffney’s restaurants, shops, and attractions.

Cozy 2 bedroom home near downtown Gaffney.

Truly live like a local at Casita Gaffney! This cozy modern home sleeps up to 6 guests. Situated near the heart of Gaffney, our home is your relaxation destination. Conveniently located only minutes from I-85. Stocked kitchen for cooking and professionally cleaned. Our casa es su casa! This retreat is the ideal getaway for couples, friends, and small families to explore everything Gaffney.

Relaxing, Refreshing & Rustic

Take it easy at this unique and tranquil getaway. This place is beautiful it sits on almost two acres. Within minutes of the Battlefield of Cowpens and Prime Outlets Shopping in Gaffney. The patio and outdoor area is perfect for a BBQ or just enjoying the fresh air and rocking chairs. Disclaimer: has a queen bed, futon, and queen air mattress Only. There are not four beds in this property.