Holiday houses in Woodruff

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Top-rated holiday rentals in Woodruff

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

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Top Guest favourite
A newly constructed single-story home is showcased, featuring a light brick façade and a welcoming front porch. A two-car garage is visible, alongside a neatly manicured lawn and landscaping. Clear blue skies provide a cheerful backdrop to the modern architecture.
Home in Woodruff
4.96 out of 5 average rating, 24 reviews

Stylist New Woodruff Home.

Welcome to your newly constructed haven, nested in a vibrant, up-and-coming neighborhood that promises a place to live and a lifestyle to embrace. This exquisite property boasts an attractive blend of modern design and state-of-the-art facilities, offering a unique living experience. Ideal for singles and families, this one-floor gem features two serene bedrooms and two full bathrooms, ensuring privacy and comfort to all. The home offers all amenities and is close to Spartanburg and Greenville.

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
4.98 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 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, 225 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
4.91 out of 5 average rating, 11 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

Guest favourite
Home in Woodruff
5 out of 5 average rating, 20 reviews

Pet Friendly w/fenced yard, 1 garage, 4 queen beds

This is a brand-new house located in a quiet cu-de-sac neighborhood, fenced backyard with a grill and furniture. Main living space is open concept, fully furnished and has all the necessities. All three bedrooms are furnished and can sleep up to 6 people total. Single car garage. Walking distance from downtown Woodruff with many charming stores and restaurants. We love hosting traveling professionals, relocating families, and vacationing guests. Ask about our monthly rental options.

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
4.97 out of 5 average rating, 220 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, pigs and chickens. Stop by our farm store and u-pick flower garden.

Top Guest favourite
An aerial view showcases a peaceful farm surrounded by lush greenery. A spacious house, garden area, and several outbuildings are visible, along with solar panels reflecting sunlight. The expansive lawn and tree line offer a sense of tranquility and natural beauty.
Cabin in Woodruff
4.97 out of 5 average rating, 32 reviews

Backwoods Cabin Woodruff

Keep it simple at this peaceful and centrally-located place. My farm is your peaceful retreat for any length stay. it is located close to GSP airport as well as I-85 and I-26. Only 8-10 minutes to Woodruff, 15 minutes to Spartanburg and 25 minutes to Greenville. Come spend some time with my sheep and donkeys and have coffee on your private deck. There is a loft with a full bed and a full kitchen. We are dog friendly, so bring your dog with you. Come and enjoy my beautiful space.

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, 340 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.

Guest favourite
Home in Woodruff
4.92 out of 5 average rating, 12 reviews

Luxury at Snowmill

Gorgeous Luxury 2-Story, 4 bedroom/2.5 bath, 1925 sq ft, located in the sought-after City of Woodruff! The home is within walking distance of the award-winning District 4 schools and is close to downtown shops and restaurants. The home is conveniently located close to I-26 and I-85 with easy access to Spartanburg and Greenville. Features 2 Car garage, granite countertops, vented gas logs in the Family room, 9ft ceilings, and stainless-steel appliances. Home is fully furnished.

Guest favourite
Home in Woodruff
4.98 out of 5 average rating, 59 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 favourite
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, 106 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.

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
4.92 out of 5 average rating, 95 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 travelers on the journey along the old Buncombe Trail and the guest cottage is one of the property’s 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 presbyterian College.

Popular amenities for Woodruff holiday rentals