
Holiday rentals in Chesnee
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Top-rated holiday rentals in Chesnee
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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.
5.0 out of 5 average rating, 18 reviews
1940s Peach Shed w/Pool May to Sept(20mins TIEC)
Find freedom here in a renovated 80 year old peach shed, against the backdrop of Purple Mountains, among farm animals & creeks, sun bathing by the pool or gathering by an outdoor fireplace. This farm offers the peace and tranquility that is becoming more difficult to discover. Yet, city adventures aren't far with the renowned Tryon Equestrian 20 mins away, Asheville, NC and Greenville, SC less than an hour. The farm is located within 45 mins of the Asheville and GSP airports. Come rest awhile.
5.0 out of 5 average rating, 90 reviews
Spacious! King/queen/2-B+Full Kitch+W/D+BBQ/FirePt
FREE USE of STATE PARK PASS (swimming, hiking)! Reserve in advance. Envisioning a quiet stay on the farm to rejuvenate yourself? Got you! Want to have a central place with lots to do & interesting day trips? Got you there, too! Nr Lake Bowen/Blalock, TIEC, mtns, cities/towns, pickleball, splash pad, restaurants, golf, wineries, planetarium, festivals, concerts... HOME *King/queen *Sunrm *Fire Pit/Outdoor Sitting/Dining *2 Roku TVs *Office/laundry room *Pack-n-Play (w notice) FARM: Peaches
5.0 out of 5 average rating, 8 reviews
Modern and Updated 3br Home in Quiet Neighborhood
Beautiful 3Br 2Ba home in one of best neighborhoods in Boiling Springs! Minutes from Greenville and Spartanburg downtown, University of South Carolina Upstate, restaurants, and shopping. Home was recently renovated and has new full size kitchen, new appliances, new flooring, and new furniture. The property has large living room, beautiful backyard access with patio furniture, laundry, garage parking, smart tv, reliable wifi, Netflix, and contactless check-in smart lock. Come enjoy this home!
4.97 out of 5 average rating, 116 reviews
The White Haven
Step into a light-filled space designed for calm, comfort, and relaxation. With crisp white interiors, warm wood accents, and a fully stocked kitchen, this home feels like a spa. The heart of the home is the oversized, cloud-like couch situated in an open concept layout that feels airy and connected. With two spacious bedrooms and two full bathrooms, there's plenty of room for couples, friends, or small families to relax privately. Each bedroom features a walk-in closet for easy unpacking.
5.0 out of 5 average rating, 12 reviews
"Lovely Country Cottage"
The 1000 sq ft two story cottage is perfect for small families, couples or solo travelers. Cottage is just off scenic Highway 11 and comfortably sleeps 6 guests. It is centrally located in a quiet area , 7 min away from Cowpens National Battlefield, 25 min North of Downtown Spartanburg, 55 min South from Asheville Regional Airport, 50 min away from Falls Park On The Reedy at Greenville. Less than an hour away from Chimney Rock that offers hiking and rock climbing with spectacular views.
4.85 out of 5 average rating, 74 reviews
80s Hot Tub Time Machine Couples Getaway
Welcome to Neon Nights — your private hideaway. This Top Gun-inspired metal hangar is a luxury escape in living color, perfect for marking a birthday, anniversary, or just an excuse to get away. Unwind in the hot tub, cue up a classic on VHS, and relax in total seclusion surrounded by neon glow. Take in a skyful of stars around the firepit in rural Chesnee, or bring the outside in with lawn games. A firm bed and soft sheets invite you to sleep in. Ask about our celebration packages!
4.99 out of 5 average rating, 68 reviews
Udder Earned Acres Cabin
Charming log cabin retreat nestled less than ten miles from highway 26 heading towards Asheville, NC. Looking to stay at a private/secluded property? This cozy cabin features two bedrooms that sleeps up to four people. A great place to disconnect and reset your mind! Less than 10 miles from nearby restaurants and convenient stores. Lots of hiking trails on SC and NC side. This cabin is equipped with pretty much everything your home has to offer! We provide basic amenities plus more!
4.91 out of 5 average rating, 114 reviews
Work & Play Retreat Sleeps 9 | BBQ & Fresh Eggs
Make unforgettable memories at this one of a kind, family-friendly retreat in Boiling Springs. Just 15 minutes to Spartanburg and 23 minutes to Greenville-Spartanburg International Airport. Designed for fun, relaxation, and productivity, this home features a private arcade, game room, mini golf, corn hole, and dedicated workspace. Tucked in the back corner of the property, our chicken coop offers guests the chance to collect fresh eggs for a true farm-fresh experience.
5.0 out of 5 average rating, 22 reviews
Modern Home
Discover the beauty of Chesnee from this cute modern house. Nested in the quiet countryside, just 15 min away from downtown Spartanburg, this unique place has a style of its own. Relax in this modern, cute little home. You get 2 bedrooms, 2 bath, 2 queen beds. Bright living/dining area with lots of natural light. Equipped kitchen. Washer and dryer. Quiet neighborhood with serene forest view. The place is equipped with high speed wifi, 300 mbps and a TV.
4.93 out of 5 average rating, 14 reviews
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.
4.98 out of 5 average rating, 42 reviews
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.
4.95 out of 5 average rating, 117 reviewsPopular amenities for Chesnee holiday rentals
Other great holiday rentals in Chesnee

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5.0 out of 5 average rating, 13 reviews
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5.0 out of 5 average rating, 44 reviews
Sleeps 12 | 2 Kings w/ Ping-Pong, Gym, Arcade, BBQ
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5.0 out of 5 average rating, 66 reviews
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5.0 out of 5 average rating, 16 reviews
Walkaloosa Ridge
5.0 out of 5 average rating, 11 reviews
Lakeside Studio Apartment
5.0 out of 5 average rating, 28 reviews
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4.85 out of 5 average rating, 26 reviewsDestinations to explore
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- Blue Ridge Parkway
- Tryon International Equestrian Center
- Table Rock State Park
- River Arts District
- The North Carolina Arboretum
- Chimney Rock State Park
- Lake James State Park
- Harrah's Cherokee Center - Asheville
- Lake Lure Beach and Water Park
- DuPont State Forest
- Catawba Two Kings Casino
- Mount Mitchell State Park
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- Bon Secours Wellness Arena
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