Vacation rentals in Woodruff

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Top-rated vacation rentals in Woodruff

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Top guest favourite
Surrounded by lush greenery, The Belle is set within a serene wooded area. The exterior features a covered porch, multiple seating options, and well-maintained landscaping with diverse plants and stones, inviting relaxation in a peaceful outdoor environment.
Camper/RV in Greer
4.99 out of 5 average rating, 183 reviews

The Belle

The Belle is nestled in a wooded setting with all the comforts of home and tastefully decorated. Push pause and enjoy coffee and breakfast outside on your private porch in peaceful surroundings. If you are a Pickleball fan a new 18 court complex has been built 1 mile from The Belle. Enjoy shopping, sightseeing or work then return to the comfort of The Belle. Grill, picnic area, fire pit, or porch sit. It’s all waiting for your enjoyment. 20 min downtown Greenville 10 min downtown Greer

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, 123 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, 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!)

Top guest favourite
The spacious bathroom features a glass-enclosed tile shower with a rain shower head. A six-foot soaker tub is available for relaxation, along with a double vanity and modern fixtures. Decorative artwork adds a touch of style, while patterned tile flooring enhances the overall aesthetic.
Apartment in Taylors
4.98 out of 5 average rating, 339 reviews

Indigo Terrace Luxury Bathroom Couples Retreat

Indigo Terrace is a new one-bedroom basement apartment perfect for a couple, small family or business traveler. This modern space features a beautiful, spacious bathroom (with tub for 2!), full kitchen, one bedroom with queen bed, and sleeper sofa in living room. It’s located in a quiet, tree-lined neighborhood and has a private driveway & entrance with self check-in. Conveniently situated off a main road, it's close to GSP airport, Taylors Mill, and just 8 miles from downtown Greenville.

Guest favourite
Tiny homes in Greenville
4.87 out of 5 average rating, 187 reviews

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

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.
Apartment in Duncan
5 out of 5 average rating, 277 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
4.96 out of 5 average rating, 140 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, 322 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.
Camper/RV in Woodruff
4.96 out of 5 average rating, 169 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.

Guest favourite
An inviting corner of the guest cottage is shown, featuring a small table with two wooden chairs. A decorative pillow with colorful floral embroidery sits on a black chair. A cozy throw draped over another chair adds warmth, while a patterned rug covers the hardwood floor.
Farm stay in Enoree
4.9 out of 5 average rating, 83 reviews

Hobby House Farm - Cottage

Historic Hobby House Farm - Guest Cottage The Hobby House (Mount Pleasant Tavern) was built in 1806 as an inn and tavern for weary travelers on the journey inland from Charleston in the foothills of the Blue Ridge Mountains. The guest cottage is one of the original structures, this one-of-a-kind lodging is conveniently located 8 min from Woodruff, SC, 15 min from Spartanburg, SC and 40 min from downtown Greenville. Close to GSP international airport, BMW, and Michelin.

Top guest favourite
A modern tiny home with a wooden exterior is surrounded by vibrant yellow wildflowers. Large windows allow natural light to fill the space, while a small patio features a dining table and chairs. Lush greenery and trees create a tranquil setting.
Tiny homes in Landrum
4.98 out of 5 average rating, 266 reviews

Lovely Tiny Home on Scenic Horse Farm!

Perfect for a romantic or solo getaway, a sight-seeing trip, or just passing through! This 360 square foot tiny home feels spacious and is convenient with the one story floor plan, high ceilings, natural light, and basic amenities for your stay. There is NOT a TV but there is high speed WiFi is for use on your own device! Just a few minute drive from Tryon and Landrum for dining/ shopping, and plenty to do in the area or just relax and enjoy the beautiful farm!

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, 45 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.

Popular amenities for Woodruff vacation rentals