Holiday houses in Gray Court

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Top-rated holiday rentals in Gray Court

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Top Guest favourite
A spacious brick home is framed by lush greenery, with a warm glow of sunlight filtering through the trees. The structure features multiple gables and large windows, creating an inviting entryway. A manicured driveway leads to the entrance, enhancing the serene natural setting.
Guest suite in Woodruff
4.96 out of 5 average rating, 218 reviews

Luxurious river front nature retreat on 120 acres

Privacy, luxury and nature-for you! Luxurious apartment in our home (owner-occupied) - on 120 private acres overlooking the Enoree river. Visitors are blown away by the view and the sound of the river. Beautiful walking trail and 2 kayaks available for use. There is a beautiful waterfall located only 600 yards upriver, by kayak. There are bald eagles, turtles, herons, etc.. 15 miles to GSP airport and 21 miles to downtown Greenville and Spartanburg. (No pets, smoking/vaping inside, or guns!)

Superhost
Home in Woodruff
5 out of 5 average rating, 3 reviews

3Br Woodruff Gem - Walking Distance to Main St.

New listing special - Book now for low rates! ●Walking distance to restaurants & entertainment on Main Street ● Natural light in every room ● Blackout blinds and sound machine for the best sleep ● Full kitchen ● Dedicated workspace for business travelers ● High speed internet ● 50" Fire TV to stream your favorite shows ● Off-street parking ● To easily reaccess this listing or make sharing with your group easier, add this listing to your wish list by clicking <3 in the upper right corner

Top Guest favourite
Two cows stand in a grassy field, one brown with a white face and the other a solid brown. A rustic red barn is visible in the background, framed by trees and an open sky.
Barn in Gray Court
5 out of 5 average rating, 63 reviews

Hayloft Hideaway-Cozy barn loft on 27 acre farm!

Rustic Barn Retreat with Modern Comforts Escape to this charming, private barn-style retreat! This cozy 2-bedroom apartment on the second floor of a rustic barn, offering a perfect blend of country charm and modern amenities. Enjoy a fully stocked kitchen, perfect for cooking your favorite meals, and relax in a warm and inviting space designed for comfort. Whether you're looking for a peaceful getaway or a unique stay with character, this private barn retreat has everything you need.

Top Guest favourite
The studio features a spacious bed with a light-colored coverlet, accompanied by a decorative pillow. Two chairs are positioned beside a small table, and a kitchenette with a refrigerator, microwave, and coffee maker is visible in the corner. Natural light enters through the door leading to the outside.
Guest suite in Simpsonville
4.97 out of 5 average rating, 148 reviews

Upstate Bungalow @ Five Forks

Small modern rustic studio located in a quiet neighborhood in the heart of Five Forks. Less than 1 mile from Woodruff Road for endless restaurant and shopping options. Also, just a quick drive to downtown Greenville, Simpsonville, and Mauldin. Perfect for locals or tourists to enjoy and explore all the Upstate has to offer! (Please note- there is an in-ground swimming pool that is not included in the listing. It’s fenced and locked at all times. Signed liability waiver required).

Top Guest favourite
A serene porch area welcomes visitors with hanging ferns and vibrant pink roses bordering the space. A wooden swing and two chairs provide comfortable seating options, while the entrance features a wooden door framed by a decorative piece. Soft natural light creates a tranquil atmosphere.
Apartment in Simpsonville
4.99 out of 5 average rating, 326 reviews

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

Top Guest favourite
A cozy campsite is illuminated by string lights in the evening. A vintage camper is situated under a wooden canopy, with a stone path leading to a fire pit surrounded by two wooden chairs. Nearby, a small table provides an additional seating area.
Campervan/RV in Woodruff
4.96 out of 5 average rating, 181 reviews

70's Nostalgia

Go back to a simpler time in this totally restored 1969 Concord Traveler at Kingfish Farms. Located just a mile and a half from the quaint town of Woodruff, SC. and a little over 2 miles from I-26. Our 20 acre farm gives you plenty of room to enjoy the outdoors and get back to nature. Relax and rejuvenate in our traditional Finnish sauna and outdoor shower. Take a walk through our wooded trail and visit the goats and pigs. Enjoy the covered front porch, fire pit, and grill.

Top Guest favourite
A well-lit hallway is complemented by a round mirror reflecting the space. A stylish console table holds decorative items, including a small lamp and a vase with dried grass. The entrance leads to a cozy sleeping area featuring a black bed and bright window treatments.
Home in Woodruff
5 out of 5 average rating, 49 reviews

Woodruff's Southern Nest

Our small, cozy, completely renovated home in growing Woodruff is a great home to fit many different guest. Start your morning with a complimentary cup of coffee and enjoy it on the deck in the fenced in back yard. Our home is just three blocks from Main St Woodruff where you can find some great local restaurants or the beautiful McKinney Park. New BMW battery plant less than 5 mins away. Easy access to Simpsonville, Greenville and Spartanburg all 30 mins.

Top Guest favourite
A cozy sleeping area features a full bed adorned with a quilted coverlet in red, white, and blue. Decorative elements include wall art in circular frames and a vintage windmill accent. Soft lighting from bedside lamps enhances the space's warmth.
Tiny home in Fountain Inn
4.99 out of 5 average rating, 139 reviews

Tiny House in the Country

Escape to the country and relax in this cozy tiny house in Fountain, SC. This charming space features one full bed, a bathroom with shower, microwave, and refrigerator. Enjoy the peace and quiet of the countryside, or explore the nearby towns and attractions. Perfect for a secluded romantic getaway, music festival trip, or just visiting! Book your stay today and experience the simple life in a tiny house in the country!

Guest favourite
A charming one-story home is surrounded by greenery, featuring a welcoming front porch with two chairs. A pathway leads to the entrance, and a spacious yard is visible, highlighting the rural setting. Large windows enhance natural light in the living area.
Home in Fountain Inn
4.81 out of 5 average rating, 27 reviews

Fully Furnished Cozy Cottage

Cozy fully furnished one bedroom one bath home nestled in the countryside in Fountain Inn SC yet centrally-located being only 30 minutes to Greenville SC and Spartanburg SC. Perfect for the traveling professional who is looking for that mid term type rental. Conveniently located to local grocery stores and restaurants. Includes on site laundry, off street parking, all utilities and internet. No monthly/yearly leases.

Guest favourite
A cozy living area features a brown leather sofa adorned with cushions in neutral and mustard tones. A decorative vase with tall pampas grass is positioned on a wooden coffee table. A wall art piece depicting a dog adds character to the space.
Tiny home in Greenville
4.95 out of 5 average rating, 130 reviews

Upscale Tiny Home close to downtown Greenville

Enjoy a tiny space that creates huge memories. 15 mins from GSP Aiport and downtown Greenville. There's soo much to do, you'll barely have a chance to enjoy free WiFi. Enjoy a day exploring Paris Mountain State Park, Happy Place, the swamp rabbit trail, Bon Secours Wellness Arena, Falls Park on the Reedy, or shopping at Haywood Mall or Greenridge. Also, check your travel dates for a ballgame at Fluor Field.

Top Guest favourite
A welcoming living area is displayed, featuring a comfortable sofa and a matching armchair. A wooden coffee table sits in the center, surrounded by a decorative area rug. A flat-screen TV is positioned on a wooden console against the wall, and natural light filters in through nearby windows.
Home in Simpsonville
4.96 out of 5 average rating, 182 reviews

Water Oak Retreat / Comfy king bed, big back yard!

-Private deck with grill and eating area - Fully stocked kitchen with tea, coffee, basic cooking needs and snacks -Safe and quiet neighborhood -1 mile from all of downtown Simpsonville's shops and restaurants -1 mile to huge park with playground, tennis, pickleball, basketball, walking trail, and farmers market -Short 20 minute drive to downtown Greenville -Perfect for families and those traveling for work

Top Guest favourite
The living area is enhanced by warm wooden walls and features large windows allowing natural light. A blue sofa is paired with an orange chair, accented by cushions. A rustic coffee table sits on a patterned rug, while a small kitchen area is visible in the background.
Cabin in Simpsonville
5 out of 5 average rating, 108 reviews

Downtown Simpsonville Cozy Cabin

Come stay at our "Cozy Cabin" just 2 short blocks from everything Downtown Simpsonville has to offer! This cozy, well-appointed cabin has everything you need for an enjoyable stay in the heart of Simpsonville. Enjoy live music, outdoor dining and more just steps away from this cozy retreat. The home is just 20 minutes from Downtown Greenville and 25 minutes from GSP International Airport.

Popular amenities for Gray Court holiday rentals