Holiday houses in Woodruff

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Top-rated holiday rentals in Woodruff

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Top 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
4.94 out of 5 average rating, 109 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 screened porch is highlighted, featuring comfortable wooden seating with light cushions and a matching table. Natural light is allowed through large windows and a skylight, providing a view of the surrounding greenery. A small potted plant decorates the table, enhancing the relaxing atmosphere.
Home in Greenville
4.96 out of 5 average rating, 152 reviews

The Greenville Nest - Retreat & Relaxation Home

This beautifully one-level home offers 3 queen beds and 2 baths, accommodating up to 6 guests. Centrally located in a peaceful neighborhood. 8-minute drive to GSP airport, 15-minute drive to downtown Greenville, minutes from I-85/385, and minutes from Woodruff and Pelham Rd. You'll appreciate the easy access to food delivery and restaurants. Enjoy a stylish Experience for entertaining, working, and relaxing with high-speed Wi-Fi. Quiet and safe with an enjoyable private screened porch and Grill.

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, 287 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
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, 220 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 favourite
Home in Woodruff
5 out of 5 average rating, 6 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 living area features a sectional sofa adorned with assorted throw pillows, paired with a low coffee table. Natural light filters through sheer curtains, illuminating the space. A flat-screen TV is positioned nearby, alongside a woven basket, enhancing the inviting atmosphere.
Apartment in Duncan
5 out of 5 average rating, 101 reviews

The Loft at Chateau Ianuario

Newly renovated, the Loft is a secluded efficiency apartment centrally located between Greenville, Greer, and Spartanburg, only 6 minutes from BMW and 10 minutes from GSP International Airport. Minutes from Duncan YMCA and Tyger River Park. This private apartment offers parking and it’s own entry. Surrounded by a large wooded property you will find everything you need for a peaceful, and relaxing stay. Your hosts are friendly and personable and look forward to welcoming you.

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, 205 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 favourite
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, 132 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 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, 53 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.

Top Guest favourite
A welcoming living area is displayed, featuring a comfortable sofa and a matching armchair. A wooden coffee table sits in the center, surrounded by a decorative area rug. A flat-screen TV is positioned on a wooden console against the wall, and natural light filters in through nearby windows.
Home in Simpsonville
4.96 out of 5 average rating, 189 reviews

Water Oak Retreat / Comfy king bed, big back yard!

-Private deck with grill and eating area - Fully stocked kitchen with tea, coffee, basic cooking needs and snacks -Safe and quiet neighborhood -1 mile from all of downtown Simpsonville's shops and restaurants -1 mile to huge park with playground, tennis, pickleball, basketball, walking trail, and farmers market -Short 20 minute drive to downtown Greenville -Perfect for families and those traveling for work

Superhost
The exterior of a wood-clad tiny house is framed by tall trees, creating a serene forest backdrop. A large wooden door with geometric designs welcomes guests, while a modern hanging chair is positioned on the deck, surrounded by potted plants and playful murals.
Tiny home in Fountain Inn
4.94 out of 5 average rating, 428 reviews

Creative Getaway in Tropical Tiny House

Hola! Welcome to La Casita Bonita, or "the pretty little house". A perfect place for your creative getaway to write the rest of your book, work from home, read all day, or just want to get away to a new city. This sweet jungalow has two bedrooms, 5 skylights, a porch and swing to drink your coffee in the morning, Wifi and smart tv streaming, and many more little quirks and perks.

Top Guest favourite
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, 178 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 holiday rentals