
Holiday rentals in Woodruff
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Top-rated holiday rentals in Woodruff
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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

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.

Greenville GEM Luxurious Retreat in Prime Location
Beautifully renovated 3 beds, 2 baths haven! This gem is a tranquil & stylish retreat, blending modern & cozy charm. Spacious bedrooms, each with plush bedding and storage. Two Bathrooms with soaking tub and a spacious walk-in shower. Cozy living room with a fireplace, TV, and comfy seating. Fully equipped kitchen, Wi-Fi, Private deck and gazebo, fenced yard. Close to the city's best attractions, dining, and entertainment options. This is the perfect home base for your Greenville adventures.

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!)

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

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.

Our Tiny Treasure
A cozy get-away just outside of charming Travelers Rest. Located off Hwy 25. Close to both Furman and North Greenville Universities. Come and enjoy the Swamp Rabbit Trail and the surrounding Greenville area. Both Greenville (GSP), and Asheville (AVL), airports are within 45 minutes. You can be in Hendersonville, NC, in 20 minutes, Asheville, in 40. The Cherokee Foothills Scenic Hwy 11 is a few miles down the road. Very peaceful and private setting. Owners are through the woods.

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.

Lovely Tiny Home on Scenic Horse Farm!
Perfect for a romantic or solo getaway, a sight-seeing trip, or just passing through! This 360 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. There is NOT a TV but there is high speed WiFi is for use on your own device! Just a few minute drive from Tryon and Landrum for dining/ shopping, and plenty to do in the area or just relax and enjoy the beautiful farm!

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.

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.

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!
Popular amenities for Woodruff holiday rentals
Other great holiday rentals in Woodruff

Charming Newly Restored Cottage

Family Home w/Patio & Fire pit/Near airport & BMW

Altamont Rest-Top of the Mtn Luxury Adult Retreat

Peace & Quiet

Wooded Retreat on 1 Acre | 4BR w/ Hot Tub+Fire Pit

Tiny Home, Hot Tub, Pet Allowed, Fire Pit, Oasis!

Cozy modern home near Tyger River Park

Modern Luxury Cabin on 2.5 Acres with Fenced Yard
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- Chimney Rock State Park
- Clemson University
- Table Rock State Park
- Lake Lure Beach and Water Park
- Tryon International Equestrian Center
- Jump Off Rock
- Bon Secours Wellness Arena
- Saint Paul Mountain Vineyards
- Burntshirt Vineyards
- Carl Sandburg Home National Historic Site
- Fred W Symmes Chapel
- Jones Gap State Park
- Falls Park On The Reedy
- Overmountain Vineyards
- DuPont State Forest
- Catawba Two Kings Casino
- Fluor Field at the West End
- Paris Mountain State Park
- Peace Center
- Furman University
- Memorial Stadium, Clemson
- Greenville Zoo
- Chimney Rock at Chimney Rock State Park
- Topgolf





