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Browse Select Woodruff Holiday Homes

Our top choices for Woodruff holiday homes

Luxurious Ladson House-B in Greenville, South Carolina

9.8 out of 10, Exceptional, (16)
"Great location, spacious and clean. Good communication with host. Would recommend!"
Luxurious Ladson House-B in Greenville, South Carolina

New! Boutique Tiny Home on the Saluda River

9.8 out of 10, Exceptional, (72)
"This was a wonderful place to stay at over the weekend. "
New! Boutique Tiny Home on the Saluda River

Private, pet-friendly adorable getaway mins to downtown

9.8 out of 10, Exceptional, (103)
"The house was really nice. Loved the backyard and outdoor areas. Loved staying there and definitely will again if we’re back down"
The price is £238
includes taxes & fees
24 Aug - 25 Aug
Private, pet-friendly adorable getaway mins to downtown

Relaxing Stay on Trade Street

10.0 out of 10, Exceptional, (13)
"I truly enjoyed my stay. The house was extremely clean and spacious with everything you could think of needing. Close to stores, restaurants and gas stations. I also loved that it was quiet and peaceful. I would definitely stay again if the house is available."
Relaxing Stay on Trade Street

4 Bedroom Bungalow Minutes from Downtown Greenville

10.0 out of 10, Exceptional, (28)
"Property was beautifully appointed and host was super easy to work with!"
4 Bedroom Bungalow Minutes from Downtown Greenville

Grand Greenville Estate ~ walk to Furman & Swamp Rabbit Trail!

10.0 out of 10, Exceptional, (18)
"My family stayed here while attending a wedding. It was a perfect place for us. It was close to downtown and lots of restaurants."
The price is £355
includes taxes & fees
3 Sept - 4 Sept
Grand Greenville Estate ~ walk to Furman & Swamp Rabbit Trail!

New Construction Townhome Less Than 1 Mile From The Heart Of Downtown Greenville

9.6 out of 10, Exceptional, (60)
"This property was clean and everyone had their own space. The shopping and dining were very close so it was easy to get downtown Overall I would recommend this vacation home a 10"
New Construction Townhome Less Than 1 Mile From The Heart Of Downtown Greenville

Whole House

10.0 out of 10, Exceptional, (47)
"Property was perfect for our family and great location close to Greenville and surrounding attractions. "
Whole House

Family friendly home w/fenced in backyard. Pet Friendly

9.2 out of 10, Wonderful, (17)
"It was a nice place to stay if you are out of town "
Family friendly home w/fenced in backyard. Pet Friendly

Jungalow Retreat | 4 Bed, 2 Bath

9.8 out of 10, Exceptional, (22)
"Great house very comfy "
Jungalow Retreat | 4 Bed, 2 Bath

Peaceful Ranch Home - 4BR/3BA

10.0 out of 10, Exceptional, (5)
"the house was perfect for our family when we visited for a wedding"
Peaceful Ranch Home - 4BR/3BA

Mini Putting Green & Pool Access: Simpsonville Gem

10.0 out of 10, Exceptional, (2)
"Loved the stay. Primary bath is really nice.Backyard is a bit busy.Pool was very nice family fun.Lots of space for the family to spread out."
Mini Putting Green & Pool Access: Simpsonville Gem

3 Mi to Dtwn Greer: Mountain-View Home!

3 Mi to Dtwn Greer: Mountain-View Home!

Near Downtown 3 Bedroom Home with King beds+ Parking+Deck

10.0 out of 10, Exceptional, (7)
"The weekend stay at this property was overall AMAZING! There was so much space and the house was very very clean ! We ended up cooking both nights and everything we needed was there including seasonings! Let’s just say 10/10 will definitely book again. "
The price is £221
includes taxes & fees
26 Aug - 27 Aug
Near Downtown 3 Bedroom Home with King beds+ Parking+Deck

1920s Bungalow with private garden, close to downtown

10.0 out of 10, Exceptional, (17)
"What a perfect place for a weekend getaway with the family! Emily was a phenomenal host and the house was just great."
1920s Bungalow with private garden, close to downtown

The Burrow-cozy boutique studio walkable to downtown

10.0 out of 10, Exceptional, (53)
"We had a lovely time visiting Greenville, and The Burrow was a wonderful place rest at the end of our day!"
The Burrow-cozy boutique studio walkable to downtown

Sanitized! Spacious Ranch Close To Gsp Airport, Greenville, Greer set on acres.

9.8 out of 10, Exceptional, (139)
"Amazing property"
Sanitized! Spacious Ranch Close To Gsp Airport, Greenville, Greer set on acres.

Downtown House steps to Falls Park, Baseball Stadium, Restaurants & Shopping

9.6 out of 10, Exceptional, (7)
"Houses around it are in rough shape but inside this house was very charming and just steps from an amazing park and downtown. Highly recommended "
Downtown House steps to Falls Park, Baseball Stadium, Restaurants & Shopping

Walk to Main St & Falls Park, 2 bedroom Townhouse with 2 parking spots

10.0 out of 10, Exceptional, (201)
"The property was roomy and the location was nice and quiet. Very close to Reedy Falls and downtown. "
Walk to Main St & Falls Park, 2 bedroom Townhouse with 2 parking spots

Modern Farmhouse in Downtown Simpsonville, SC

10.0 out of 10, Exceptional, (38)
"This little house was exactly as described, cozy and clean. This was my first VRBO stay, and this booking did not disappoint. It was also a nice place to book because I was traveling with my pets. They enjoyed the backyard and also felt at home. "
The price is £215
includes taxes & fees
24 Aug - 25 Aug
Modern Farmhouse in Downtown Simpsonville, SC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodruff Hotel Reviews