Holiday rentals in Woodruff

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Top-rated holiday rentals in Woodruff

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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
4.99 out of 5 average rating, 123 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 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, 218 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
Holiday home in West End
4.93 out of 5 average rating, 193 reviews

City Dream Spacious 2BR-2BA Walk the Heart of GVL

Escape to GVL to relax & have fun! Enjoy 2 FULL BATHROOMS. Prime location by Main St. to walk,trolley,bike downtown or to trail. This gem is 5 min walk to Bcycle/trolley @Fluor Field.10 min walk to Falls.Uber friendly.See shops-art galleries-museums-tours-eateries-breweries-outdoor activities.Newly remodeled spacious historic bldg w 10’ ceilings, wood floors & new baths.1300 sq.ft entire 1st floor.1 King &1 Queen bed.Large private patio,full kitchen/living/dining. Games & records.PARK FREE

Guest favourite
Tiny home in Greenville
4.87 out of 5 average rating, 188 reviews

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.

Superhost
Home in Woodruff
5 out of 5 average rating, 3 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 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, 278 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
The studio features a spacious bed with a light-colored coverlet, accompanied by a decorative pillow. Two chairs are positioned beside a small table, and a kitchenette with a refrigerator, microwave, and coffee maker is visible in the corner. Natural light enters through the door leading to the outside.
Guest suite in Simpsonville
4.96 out of 5 average rating, 142 reviews

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).

Top guest favourite
A serene porch area welcomes visitors with hanging ferns and vibrant pink roses bordering the space. A wooden swing and two chairs provide comfortable seating options, while the entrance features a wooden door framed by a decorative piece. Soft natural light creates a tranquil atmosphere.
Flat in Simpsonville
4.99 out of 5 average rating, 324 reviews

Five Forks' Best Kept Secret! 1 Bedroom Apt

This inviting 1 bedroom apartment in the popular Five Forks area is tucked away on a private, 7-acre property set back from the road. Our central location makes commuting a breeze. The ramp to the porch and private entrance as well as the handrail in the bathroom makes the home handicapped friendly. The apartment includes a well-equipped kitchen and thoughtfully appointed dining/living room, bedroom and bathroom. You will enjoy a hybrid mattress that will ensure restful sleep.

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/Motorhome in Woodruff
4.96 out of 5 average rating, 172 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
A charming entrance features a pink door with a welcoming sign, surrounded by white railings and landscaped with small plants. Two wooden chairs and a table are positioned on the porch, inviting guests to enjoy the outdoor space.
Guest house in Roebuck
4.94 out of 5 average rating, 36 reviews

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.

Top 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, 46 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
The kitchen area features a wooden countertop and a vintage red refrigerator, alongside a small microwave and kettle. A white cabinet with decorative glass doors holds kitchen essentials. A round table with white chairs is positioned nearby, contributing to a cozy dining space.
Guest suite in Spartanburg
4.93 out of 5 average rating, 216 reviews

Platts' Place Retro Retreat

The guest suite is located on the first floor of a two-story subdivision home. The suite is separated from the rest of the home by a locked door (both sides are locked.) The private guest entrance is at the back of the home. People live here though, so plan on a little noise transfer from the street and home. Parking is on site. The space is pet free, but guests are welcome to visit our pets if they need to cuddle some fur babies.

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