Holiday rentals in Woodruff

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Top-rated holiday rentals in Woodruff

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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
4.97 out of 5 average rating, 145 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, 272 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, 217 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 favourite
The spacious living area features a comfortable gray sofa with decorative pillows, a small dining table, and modern kitchen appliances. Natural light fills the room through sliding glass doors that open to a view of the outdoors. A light-colored area rug adds warmth to the space.
Guest house in Fountain Inn
4.97 out of 5 average rating, 118 reviews

Upscale cottage in Downtown Fountain Inn

All new cottage/studio apartment. 5 minutes to CCNB amphitheater at Heritage Park, 10 minutes to downtown Simpsonville, 25 minutes to Bon Secours Wellness Arena in downtown Greenville. 20 minutes from GSP airport. Close to Hillcrest Hospital and Bon Secours in Simpsonville. 25 minutes from Presbyterian College, 30 minutes from Furman University. Guest have access to partially fenced backyard as well as full access to private cottage. Host lives on property! There is NO Bathroom Door.

Top guest favourite
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.
Flat in Duncan
5 out of 5 average rating, 288 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 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.
Camper van/Motorhome in Woodruff
4.96 out of 5 average rating, 186 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 treehouse structure features a distinctive A-frame design with large glass paneling allowing for abundant natural light. Surrounded by trees, an outdoor deck with seating complements the lush woodland setting. The rooftop deck above adds to the unique architectural appeal.
Home in Greenville
4.99 out of 5 average rating, 244 reviews

Cozy Treehouse

Situated at the back of a wooded 2 acre lot, only 10 minutes from downtown Greenville, this is a little oasis in the city! While most treehouses take you on a "roughing it" adventure, Cozy Treehouse is the glamping version of treehouses, boasting 9' ceilings, 1.5 baths, 3 LED TV's and many outdoor living options. If you are looking for a unique getaway just minutes from one of the top growing cities in the south, Cozy Treehouse is the perfect destination for you.

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.
Guest house in Spartanburg
5 out of 5 average rating, 123 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 dome retreat is perched on a spacious deck surrounded by trees. The structure features a distinctive geometric design with large windows, while colorful bar stools and comfortable outdoor seating offer an inviting space for relaxation. A hot tub is visible nearby, enhancing the outdoor experience.
Dome in Travelers Rest
4.96 out of 5 average rating, 294 reviews

Treetop Getaway w/ Hot Tub • Peaceful retreat

Welcome to Treetop Getaway! Escape to your own enchanting oasis, nestled high among the trees in this stunning dome retreat! Situated on a private 14 acres with a stream running through the middle of the property, this luxurious and cozy hideaway offers the perfect setting for relaxation, reconnection, and rest. Book now and treat yourself to an unforgettable experience filled with comfort, natural beauty, and cherished moments. We can't wait to host you!

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, 140 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!

Guest favourite
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, 421 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.

Guest favourite
A modern tiny house is nestled among vibrant green trees, featuring a light-colored exterior. A wooden staircase leads to a small covered porch at the entrance, which is framed by natural stone steps and surrounded by forest foliage.
Tiny home in Taylors
4.87 out of 5 average rating, 158 reviews

Craftsman Tiny Home in the Woods

Come be a part of nature here in this tiny house tucked away in the woods, but just minutes from Greer and Taylors. A short drive will get you to Greenville and Travelers Rest. With a deck that has a hot tub and open all year, you’re sure to have a relaxing time here at this beautiful custom built tiny home!

Popular amenities for Woodruff holiday rentals