Vacation rentals in Woodruff

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Top-rated vacation rentals in Woodruff

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious outdoor pool is visible, surrounded by a concrete deck. Colorful lounge chairs are positioned at one end, and lush greenery is seen along the perimeter. A fence offers privacy, while a few planters with flowers add a touch of nature.
Home in Roebuck
4.98 out of 5 average rating, 125 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 favorite
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, 221 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 favorite
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, 303 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 favorite
Cottage in Travelers Rest
5 out of 5 average rating, 176 reviews

Our Tiny Treasure

A cozy get-away just outside of charming Travelers Rest. Located off Hwy 25. Close to both Furman and North Greenville Universities. Come and enjoy the Swamp Rabbit Trail and the surrounding Greenville area. Both Greenville (GSP), and Asheville (AVL), airports are within 45 minutes. You can be in Hendersonville, NC, in 20 minutes, Asheville, in 40. The Cherokee Foothills Scenic Hwy 11 is a few miles down the road. Very peaceful and private setting. Owners are through the woods.

Top guest favorite
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, 338 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 favorite
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
4.97 out of 5 average rating, 214 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 favorite
The exterior of the guest house is showcased, featuring a sturdy wooden door adorned with decorative hardware. The structure is framed by light-colored stone walls and has two small windows flanking the entrance, with a sloped roof that complements the rustic design.
Guesthouse in Spartanburg
5 out of 5 average rating, 137 reviews

The Lodge at Pythian Park

Situated in a 3+ acre gated compound surrounded on three sides by Fairforest Creek, our guest house feels like a mountain hideaway yet it's only a 3 minute drive to downtown Spartanburg. Enjoy the private patio overlooking the creek to relax or prepare a meal on the gas grill. Dogs are welcome, and we have 2 very social dogs that you will probably encounter during your stay. There's ample parking for vehicles and room to roam and enjoy the park-like setting.

Guest favorite
The exterior of a recently renovated home is presented, featuring a wide front porch with white railings. A seasonal wreath adorns the front door, while a mailbox stands beside a paved walkway leading to the entrance. Greenery surrounds the yard, enhancing the inviting appearance.
Home in Woodruff
4.98 out of 5 average rating, 56 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.

Guest favorite
A charming cottage stands under vibrant oak trees, with a gravel driveway leading to a welcoming porch. The exterior features a mix of grey siding and stone accents, while the surrounding landscape includes a touch of spring bloom with flowering trees in the background.
Home in Moore
4.98 out of 5 average rating, 104 reviews

Cozy Country Cottage edge of Spartanburg

Take a break and unwind at this peaceful oasis just 9 minutes from I-26 and Westgate mall area. Get your workout done in the home gym followed by a dip in the hot tub. Even set aside some time to work on your golf short game in the private golf practice area in back yard. Enjoy this simple cottage surrounded by “million dollar” oak trees. Easy access to GSP airport. 25 minutes easy access to popular downtown Greenville. NO PETS OR CHILDREN UNDER 10.

Top guest favorite
The kitchen area features a wooden countertop and a vintage red refrigerator, alongside a small microwave and kettle. A white cabinet with decorative glass doors holds kitchen essentials. A round table with white chairs is positioned nearby, contributing to a cozy dining space.
Guest suite in Spartanburg
4.93 out of 5 average rating, 227 reviews

Platts' Place Retro Retreat

The guest suite is located on the first floor of a two-story subdivision home. The suite is separated from the rest of the home by a locked door (both sides are locked.) The private guest entrance is at the back of the home. People live here though, so plan on a little noise transfer from the street and home. Parking is on site. The space is pet free, but guests are welcome to visit our pets if they need to cuddle some fur babies.

Top guest favorite
A welcoming entrance is shown, featuring a wooden door with multiple panes, flanked by two white chairs. A doormat with 'hello' is positioned at the front. Soft lighting illuminates the area, highlighting the rich green wall and rustic decor.
Tiny home in Fountain Inn
4.99 out of 5 average rating, 155 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 favorite
A charming cottage is set among lush greenery, featuring a spacious deck that extends from the front. Large windows provide natural light, while surrounding trees and plants create a serene atmosphere.
Guesthouse in Greenville
5 out of 5 average rating, 187 reviews

Sally's Cottage

Couples retreat located 6 miles from downtown Greenville and the Swamp Rabbit Trail in a comfortable country setting. Wake up to a beautiful woods view through a large bay window and wildlife that surrounds the cottage (deer, birds and squirrels). Experience the beauty of the country in the city! Enjoy the eclectic collection of art and design in this cute little cottage.

Popular amenities for Woodruff vacation rentals