Holiday rentals in Woodruff

The Cottage in Spartanburg

This charming & private studio cottage is located in Spartanburg's downtown historic district Hampton Heights. Guests will find a comfortable foam mattress sofa bed (no bars or springs), full bathroom, closet, & complete kitchen amenities. Located less than a mile from restaurants, bars, m-league ball park & shops of Downtown Spartanburg, and close to Converse Univ., VCOM, and Wofford College, this cozy studio cottage is the perfect place to rest your head after a busy day visiting the Upstate.

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.

Quiet & Comfy 2BR near BMW/Michelin

New listing special - Book now for low rates! ● Natural light in every room ● Blackout blinds and sound machine for the best sleep ● Full kitchen ● Grill and outdoor dining on the deck ● Dedicated workspace for business travelers ● High speed internet ● 55" Fire TV to stream your favorite shows and podcasts ● Off-street parking on a quiet road ● 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

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!)

Teeny House (monthly discounts)

Designed for the solo traveler (no more than one person allowed), this micro space is an 8'x12' free standing teeny house with just enough room for a twin bed and a bathroom with a 36" square shower, a sink and toilet. In the hospitality world, this is called a “layover”— a comfortable, one person spot to rest your head and a clean, hot shower. Located between 2 other Airbnbs on the same property, so you will likely see other guests coming and going, but the space is completely private.

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.

Upstate Bungalow @ Five Forks

Small modern rustic studio located in a quiet neighborhood in the heart of Five Forks. Less than 1 mile from Woodruff Road for endless restaurant and shopping options. Also, just a quick drive to downtown Greenville, Simpsonville, and Mauldin. Perfect for locals or tourists to enjoy and explore all the Upstate has to offer! (Please note- there is an in-ground swimming pool that is not included in the listing. It’s fenced and locked at all times. Signed liability waiver required).

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.

Birch Cottage

This fully renovated, king-bed guesthouse offers a peaceful, airy stay perfect for parents of college students, couples on a getaway, business travelers, and more. You'll enjoy a full kitchen, stocked coffee bar, spacious bathroom, and stylish living room with RokuTV. Parking is onsite with a private driveway and entrance. This puts you 10-15 minutes from downtown Spartanburg, including Converse, Wofford, and Spartanburg Methodist Colleges, and 20 minutes from USC Upstate.

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!

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.

Fully Furnished Cozy Cottage

Cozy fully furnished one bedroom one bath home nestled in the countryside in Fountain Inn SC yet centrally-located being only 30 minutes to Greenville SC and Spartanburg SC. Perfect for the traveling professional who is looking for that mid term type rental. Conveniently located to local grocery stores and restaurants. Includes on site laundry, off street parking, all utilities and internet. No monthly/yearly leases.