Vacation rentals in Woodruff

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Top-rated vacation rentals in Woodruff

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Top guest favorite

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, 119 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 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, 258 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. Your hosts are friendly and personable and look forward to welcoming you.

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, 212 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!)

Guest favorite

A welcoming blue front door is set against light beige siding. Flanking the door are two decorative planters containing lush greenery. A vertical sign reading 'WELCOME' stands beside the door, enhancing the inviting entrance.

Vacation home in Roebuck

4.9 out of 5 average rating, 105 reviews

Patriot Point B, an inviting studio apartment

This patriot themed studio apartment sleeps 5. The apartment includes a queen, pull out queen sofa bed, optional roll out full bed, a full kitchen, 1 bathroom, full laundry area, with areas for relaxing, bonfire and a gas grill. The apartment offers cozy patriotic decor including several historic homes in the area. It's charming and includes a large room with designated areas for the bed and living area, a kitchen and separate bath. We are minutes from downtown Spartanburg. Kerri & Brian

Top guest favorite

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 home in Landrum

4.99 out of 5 average rating, 244 reviews

Lovely Tiny Home on Scenic Horse Farm!

Perfect for a romantic or solo getaway, a sight-seeing trip, or just passing through! This 350 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. Wifi is now available (but no TV), or this is a perfect place to unplug in a peaceful setting and enjoy the beautiful farm! Just a few minute drive from Tryon and Landrum for dining/ shopping, and plenty to do in the area or just relax on the farm!

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

4.98 out of 5 average rating, 130 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. There is always plenty of firewood to enjoy the fire pit!

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, 307 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

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, 108 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 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, 208 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 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, 110 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

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, 126 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.

Guest favorite

A cozy living area features a brown sofa adorned with decorative pillows, flanked by large windows allowing natural light to fill the space. A private outdoor seating area includes a shaded daybed surrounded by greenery, providing a peaceful retreat.

Guesthouse in Mauldin

4.89 out of 5 average rating, 215 reviews

Cozy Pet-Friendly Home | Near Greenville & I-85

You’ll love staying here because it’s the perfect mix of comfort, privacy, and charm. Whether you’re relaxing by the fire pit, enjoying the peaceful outdoor space, or unwinding inside with all the comforts of home, this cozy retreat offers everything you need for a relaxing and memorable stay. Plus, it’s pet-friendly and located in a quiet neighborhood close to everything!