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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Guest favourite
A serene bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. Two bedside tables with lamps frame the bed, while a television is mounted on the wall across from it. Natural light filters through sheer curtains, enhancing the calming atmosphere.
Home in Simpsonville
4.93 out of 5 average rating, 117 reviews

Hidden Gem - Private Home - 3 BDRM In 5 Forks

Freshly renovated 3 bedroom home in highly sought after 5 Forks area. Beautiful space for family or multiple couples to enjoy inside or outside with open living and big back deck. Stay in and cook in our gorgeous kitchen that any woman would want to bring home with them OR go out and have many options at your fingertips on Woodruff Road. Come back to our comfortable queen sized beds in each bedroom and enjoy the peace and quiet of our home and 1.5 acre lot. Pet fee is required for furry friend

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
4.95 out of 5 average rating, 22 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.

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, 295 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
4.98 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 charming cabin is nestled among tall trees, accessed by a stone path. Warm string lights adorn the porch area, creating a welcoming glow. Fallen leaves blanket the ground, complementing the natural surroundings and inviting a sense of tranquility.
Cabin in Pickens
4.98 out of 5 average rating, 288 reviews

The Romantic Greystone Cottage

Follow the enchanting stone path to a private getaway where romance and connection await. Enjoy the ambiance of the starlit sky while cuddled up on the hammock or around the fire. Cozy up on the king-size bed and relish every moment of your stay. Indulge in a bottle of wine and relax by soaking in the luxurious claw-foot tub. Wake up to the tranquil sounds of the forest, savoring the morning with coffee on the porch. Escape the everyday and embrace what matters most at The Greystone Cottage.

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, 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!)

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

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, 217 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.

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
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 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.

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, 156 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
A private backyard oasis features a clear in-ground swimming pool, surrounded by a spacious concrete deck. Comfortable lounge chairs sit near the pool, and a shaded area is provided by umbrellas. Lush greenery and landscaping enhance the serene environment, complemented by a cozy outdoor grilling space.
Home in Fountain Inn
4.97 out of 5 average rating, 127 reviews

Spacious 3 BR house with private backyard.

Welcome to our peaceful retreat! Nestled in a quiet corner, our cozy Airbnb features a charming fire pit for evening relaxation, a screened-in porch perfect for sipping your morning coffee or unwinding in the evening, and a fenced-in backyard for added privacy and comfort. Plus, enjoy the fun of our pool during warm weather. We hope you enjoy a tranquil stay filled with warmth and relaxation.

Popular amenities for Woodruff holiday rentals