Family-friendly holiday rentals in Greenville

Chic Downtown Gem

Perfect location in the heart of Greenville's vibrant downtown! My 700 sq ft studio style condo is in a historic building just behind the beautiful Westin Poinsett Hotel and Main Street. Freshly renovated and decorated, this bright and open condo is walking distance to just about everything you'll love about downtown: Swamp Rabbit Trail, bike rentals/riding, Falls Park, Saturday market, shopping, eateries, museums, festivals, outdoor concerts, Peace Center, Centre Stage, Unity Park & more!

Luxury Retreat & Heated Pool Downtown Simpsonville

Luxury Pool House in the Heart of Simpsonville – Perfect for Gatherings! Designed for comfort, fun, and relaxation. 2 minutes from Downtown Simpsonville and 15 minutes from Downtown Greenville, this luxury retreat feels like a private resort with all the warmth of home. With nature views and countless amenities, you’ll have everything you need for an unforgettable stay. Up to 8 guests with 4 Spacious Beds and 2.5 Baths. Indoor & Outdoor Entertainment, Well-Equipped Kitchen, Cozy Living Room!

Luxury 4BR in Historic District, Walk to Downtown

Welcome to Poinsett Manor, a charming craftsman home located in the Pettigru district of the world-renowned downtown Greenville! Located just across the street from the Poinsett Club, our home is walking distance to our upscale downtown shopping and restaurants. We are: ~across the street from the Bon Secours Wellness Arena ~just a few blocks from Cleveland Park, Falls Park, and Main Street If you want to experience all Greenville has to offer, Poinsett Manor is the perfect spot to land!

Luxury Townhouse Central to Downtown Greenville

Tucked away in the Hampton Pinckney Historic District of Greenville is this modern, getaway retreat. The Fleetwood is a fully furnished 3-story townhome ft. 2 bedrooms and 2.5 bathrooms. Looking for a night out? Stroll downtown to Greenville’s award winning restaurant/bar scene. Perhaps a night in is more your speed? Enjoy drinks on the covered back porch or dive into a new book or game of UNO with friends. The desk space is perfect for working remote or listening to your favorite album!

Family home w/ PingPong & Playset-Central location

This is a very family friendly home with a playset, toys, and ping pong. It’s centrally located with all the shopping & restaurants you need just a couple miles away, and downtown Greenville is a 14 minute drive! The Millennium Campus and St. Francis Millennium Hospital are just a couple minutes away. The house is in a very safe neighborhood, with a nice walking trail nearby. It is a very comfortable and clean home that features all new mattresses, beds, washer, dryer, & much more!

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.

Hobbit Hideaway- Do Something Different!

Trek back from Mordor and retire to a full kitchen, AC/heat, queen bed, pullout couch w/ new memory foam pad, washer/dryer, shower and more. Enjoy the patio where you can be the lord of the fire ring, grill PO-TAY-TOES, enjoy the swing, hammock, horseshoes, axe throwing, games and more. Located 12 min from beautiful Traveler’s Rest, where you can run/bike your little hobbit heart out on the 22-mile Swamp Rabbit trail. Also 30 min from downtown Greenville.

#1 Airbnb Greenville Downtown Luxury

Walking distance to everything, yet quiet at night. Luxury downtown living. Gourmet kitchen with chef appliances, living area with flat screen TV, one king bedroom and twin bedroom (2 beds) and bath. Ample parking for guest (Rare for downtown). Perfect accommodation for couples, small families or business travelers. Walking distance to restaurants and bars, grocery store and drug store in central business district. Half bath is located in the garage.

Mountain Villa 15min from Downtown Greenville

You'll love the unbelievable sunsets from this one-of-a-kind mountain villa that's just an easy 15 minute drive from downtown Greenville. With sweeping mountain views and luxurious finishes, this home will wow you from every room. The main level has a huge 8x12 accordion door that leads out to the soaring deck with glass rails, perfect for enjoying the sunsets. Elegantly designed, each room of this house is an experience and perfect for your stay.

“The Beehive” | Balcony Overlooking Main Street

Welcome to "The Beehive," an extraordinary retreat in downtown Greenville, SC. This 2 bed, 2 bath sanctuary offers breathtaking views of the acclaimed Main Street from its private balcony, placing you right in the midst of all the vibrant action. With direct access to restaurants, bars, cafes, CVS, and more, this is the ultimate destination for those seeking to immerse themselves in the charm and liveliness of downtown Greenville.

6 BR*Hot Tub*10 mins to DT G-Ville

Perfect for large gatherings! With 6 bedrooms and a bunk room we can comfortably sleep 20. Designed for having a good time. Spend your time playing in the large 3 garage game room. Soaking in the hot tub. Relax by the firepit or cookout on the two propane grills provided!  ✅ Large 7 person Hot Tub ✅ Indoor Golf Putting ✅ Ping Pong ✅ Pool table ✅ Foosball ✅ Shuffleboard  ✅ Corn Hole ✅ Board Games ✅ Firepit

Elegant Colonial, Heart of Downtown

Elegant Historic Colonial: The Heart of Downtown’s Pettigru Neighborhood Discover historic elegance in the heart of downtown at this stately Colonial, curated by a local expert with 28 years of Greenville real estate heritage. Nestled in the prestigious Pettigru neighborhood, you are just a scenic stroll from the city's finest dining and boutique shopping.