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Holiday rentals in Woodruff

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Top-rated holiday rentals in Woodruff

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Top guest favourite
A screened porch is highlighted, featuring comfortable wooden seating with light cushions and a matching table. Natural light is allowed through large windows and a skylight, providing a view of the surrounding greenery. A small potted plant decorates the table, enhancing the relaxing atmosphere.
Home in Greenville
4.97 out of 5 average rating, 126 reviews

The Greenville Nest - Retreat & Relaxation Home

This beautifully one-level home offers 3 queen beds and 2 baths, accommodating up to 6 guests. Centrally located in a peaceful neighborhood. 8-minute drive to GSP airport, 15-minute drive to downtown Greenville, minutes from I-85/385, and minutes from Woodruff and Pelham Rd. You'll appreciate the easy access to food delivery and restaurants. Enjoy a stylish Experience for entertaining, working, and relaxing with high-speed Wi-Fi. Quiet and safe with an enjoyable private screened porch and Grill.

Guest favourite
A renovated 1972 Argosy Airstream is showcased under a spacious wooden shelter. The exterior features a vibrant blue and white color scheme. A large porch is visible, highlighted with soft lighting and set amidst a wooded area, providing a serene outdoor space for relaxation.
Campervan/Motorhome in Fountain Inn
4.91 out of 5 average rating, 114 reviews

Creative Oasis in Retro Airstream | wifi, AC, heat

Hola! So happy you found us. Come have your creative getaway in nature in our colorfully renovated 1972 Argosy Airstream. We didn't want you to have to squeeze into a tiny camper bathroom, so we made a brand new concrete/tile bathroom to give you extra space to get ready to explore the town in style. Private Roku tv in bedroom, wifi, coffee setup, books, AC/Heat, huge porch for relaxing. 25 minutes to downtown Greenville, near plenty of hikes and trails, or you can relax in nature at home :)

Guest favourite
The interior of the tiny home features wood-paneled walls and a loft area accessed by a ladder. A cozy living area, with a gray sofa and a coffee table, is complemented by a well-equipped kitchen. Light enters through large windows, enhancing the spacious feel.
Tiny home in Greer
4.92 out of 5 average rating, 249 reviews

Shalom Tiny with Lake View - Greer, SC

Find Shalom, stay in our tiny home :) Reconnect with nature at this unforgettable escape on Lake Cunningham in Greer, SC. We are conveniently located by: - Historic Downtown Greer SC (drive: 10 min) - 23 minutes to Downtown Greenville - GSP airport (17 min) - Many parks & restaurants (5-15 min) You'll enjoy private access, comfy queen bed, ample living area, bathroom (w/ shower), WIFI & lake access. We have a kitchen ready for your cooking needs and a dedicated work space for remote workers.

Top guest favourite
The exterior of the spacious mother-in-law suite is shown, featuring light-colored siding and green shutters. A well-kept garden with various shrubs and flowers lines the driveway, leading to the entrance. A large, grassy area extends in the background under a clear blue sky.
Home in Roebuck
4.99 out of 5 average rating, 121 reviews

A quiet place in the country

Clean and spacious mother in law suite over 1200 sq ft. Use this as your home base as you explore the SC upstate. GSP and Spartanburg less than 30 minutes away, Greenville and NC mountains less than 45 minutes away, and just ten minutes from either exit 35 or 28 on I-26. BMW, Michelin and other manufacturing plants are less than 30 minutes away. Start your day with coffee on your private deck and after a long day you can enjoy a dip in the shared pool (pool open Mid May - Mid Sept.

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, 216 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!)

Top guest favourite
A cozy living area features a spacious blue sectional sofa, a coffee table surrounded by magazines, and a light-colored armchair. Natural light enters through windows, and an air conditioning unit is visible. A colorful patterned rug enhances the warm ambiance.
Flat in Duncan
5 out of 5 average rating, 271 reviews

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.

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, 133 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.
Flat in Simpsonville
4.99 out of 5 average rating, 316 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/Motorhome in Woodruff
4.98 out of 5 average rating, 150 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, 43 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, 121 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!

Top guest favourite
An open kitchen and dining area feature a large central island with bar seating for six. A dining table with black finish sits nearby, surrounded by wooden chairs. The space is flooded with natural light from large windows, highlighting the warm wood flooring and modern appliances.
Home in Woodruff
4.94 out of 5 average rating, 129 reviews

Quiet Country Home

Rural farm location set on 3 acres, surrounded by 50 acres. Relax and enjoy the silence and watch the horses in the neighbors pasture out the back window or off the back deck. Our home is conveniently located between Greenville and Spartanburg in Upstate South Carolina. The home is 30 minutes from downtown Greenville and 30 minutes from Spartanburg. Clemson and Columbia are both an hour.

Popular amenities for Woodruff holiday rentals