House holiday rentals in Simpsonville

The exterior of a charming blue house is captured under a bright sky with scattered clouds. A welcoming porch with white columns frames the entrance, featuring a small seating area. Lush green grass and landscaping complement the home, enhancing its inviting appeal.

4.92 out of 5 average rating, 333 reviews

Quaint-n-Quirky Downtown Greer Home

This Quaint & Quirky home is the ideal base to explore Upstate SC! The perfect balance of old and new for your group or family. Located within a short distance to the small city life or scenic country views. Walking distance to downtown Greer, half mile from Greer City Park, 15 min from GSP Airport, and 13 min from BMW. Take a day trip to downtown Greenville or Spartanburg with only a 30 min drive to either! Checkout “T&S’s Guidebook - Greer, South Carolina” for our local recommendations!

A cozy living area features a leather couch adorned with pink cushions, positioned near a decorative glass coffee table. Sunlight filters through the windows, illuminating a flat-screen television above a white mantel. A small side table and a bookshelf add functional charm to the space.

4.82 out of 5 average rating, 164 reviews

Fenced in Yard, 2 Queen Beds, Downtown!

Hard to beat this amazing value! Nestled on a quiet street 5 minutes from downtown, this 2bed/1bath property is perfect for your visit to Greenville. Each bedroom has a queen bed and plenty of closet space with hangers. Out back, there's a spacious deck to relax on, and the property has a fenced in yard which would be ideal for your curious furry friend. This property is minutes from hospitals & interstate 85. Ideal for work travelers, or simply curious visitors. There's a driveway for parking.

5 out of 5 average rating, 138 reviews

A modern one-story ranch house is depicted in a tranquil setting, featuring a spacious driveway and manicured landscaping. Natural light illuminates the exterior, enhanced by a welcoming entryway with decorative planters and a covered porch, surrounded by lush greenery and large trees.

Home in Travelers Rest

Modern Wooded Retreat

Come enjoy this modern, 1.6 acre retreat! Relax with the whole family in a place you'll never want to leave. Located 5 min. to downtown TR and less than 20 min to downtown Greenville! Roast marshmallows by the firepit, play yard jenga, connect 4 and cornhole in the fully fenced, dog friendly back yard. Close to the swamp rabbit trail, and centrally located to lakes, hiking, fishing and exciting nightlife. Let us host you, while you explore everything Greenville and Travelers Rest have to offer.

A bedroom features a spacious bed covered with a patterned blue quilt. Nightstands with lamps are positioned on either side of the bed. Two framed artworks hang on the wall, and a window allows natural light to fill the room.

4.92 out of 5 average rating, 112 reviews

Private Guest Suite in Convenient and Quiet Area

A dedicated walkway with motion activated light leads up to your private entrance in a nice, quiet neighborhood located near the I85-385 intersection. This isn't a shared or basement unit, it's a first floor unit w/ private entrance for convenient check-in. There's no shared space/kitchen included, this is a separate rental space within my home. This suite is available for mature guests (min 25) who respect quiet, it's close to restaurants, shopping, GE Vernova, Fluor, Michelin, GSP, etc.

An open-concept living area features a modern kitchen with stainless steel appliances and a spacious island, complemented by a dining table. A cozy living room is equipped with a soft sectional sofa facing a mounted television and warm electric fireplace. Natural light enhances the inviting atmosphere.

4.98 out of 5 average rating, 115 reviews

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.

A contemporary living area features a comfortable gray sofa with accent pillows, positioned beside a coffee table. A flat-screen TV is mounted on a shiplap wall above an electric fireplace. Natural light floods the space through window coverings, illuminating the stylish decor.

4.96 out of 5 average rating, 130 reviews

Modern Farmhouse in Downtown Simpsonville, SC

Newly renovated two-bedroom home located in downtown Simpsonville, within easy walking distance of an excellent variety of restaurants, shops and places of interest. A spacious private balcony, leading off from the main bedroom suite overlooks a peaceful backyard... a great place to relax outdoors! The kitchen is fully equipped for preparing great meals. Our home is thoroughly and professionally cleaned & sanitized. ***Please note there is a train that runs midday and late at night.

A bright living room features two leather sofas positioned around a cozy area rug. Large windows provide ample natural light, with a mounted TV above a wooden mantel. Decorative wall frames add character to the space, complemented by a soft throw draped over one of the sofas.

4.95 out of 5 average rating, 150 reviews

Simpsonville Southern Comfort

Welcome to Simpsonville Southern Comfort! Our home offers a comfortable, completely remodeled space with all of the amenities of home to make your stay enjoyable. This home is in a GREAT location just a 5-minute drive from the conveniences of the Five Forks area, and a short 7-minute drive to the enjoyment of The Square in Downtown Simpsonville. Our home is also a quick 20-minute drive from GSP International Airport, and 20 minutes from Downtown Greenville. Enjoy your stay!

A charming exterior view of the home features light beige siding and a welcoming blue front door. Windows with blinds allow natural light to brighten the interior. The manicured front yard includes low shrubs, and a concrete walkway leads to the entrance.

4.94 out of 5 average rating, 112 reviews

Greenville Modern Retreat - 8 minutes to Downtown

Decorated in a mid century modern theme, this home is perfect for couples and business travelers looking for a peaceful, modern aesthetic filled with natural light. This home is located in San Souci just 2.5 mi (8min drive) to downtown Greenville. It is also conveniently located 1/2 mi to the Swamp rabbit trail and the Swamp Rabbit Grocery. Please see “Where you’ll be” section for further description of location and the neighborhood. We're excited to have you join us!

A bright living room features a comfortable gray sofa, patterned accent chairs, and a glass coffee table. Large windows allow natural light to fill the space. In the outdoor area, a playground with a slide and climbing structure is visible within a fenced yard, perfect for children.

4.91 out of 5 average rating, 106 reviews

Updated 4 BR Family Friendly Escape w/ Swingset

>>Experienced SuperHosts!<< This stylishly updated home is conveniently located just 3 minutes from the shopping & dining in Downtown Simpsonville & convenient to everything that Greenville has to offer. With 4 bedrooms, 2 full baths & a fenced in yard, this house is perfect for families, groups of friends, and workers on assignment in the area! Located in a safe & quiet neighborhood just 20 minutes from downtown Greenville & 5 minutes to all of your daily needs.

A calming bedroom features a spacious bed with crisp white linens and decorative pillows. A ceiling fan enhances airflow, while a large TV is mounted on the wall. A potted plant adds a touch of greenery, and soft light is provided by bedside lamps.

4.99 out of 5 average rating, 140 reviews

Family & Pet Friendly Home - Sleeps 8

Our home is absolutely perfect for entertaining, work and relaxation. Enjoy fast wifi and free coffee. Connect over a meal at our spacious dining table. Families will love the large, fenced-in backyard, toys and board games in our huge rec room, complete with ping pong table! Quiet and easy connections to Greenville & Simpsonville. Only 5 mins from Discovery Island Waterpark. Community park and playground accessible with lots of space to roam with family or pets.

The treehouse structure features a distinctive A-frame design with large glass paneling allowing for abundant natural light. Surrounded by trees, an outdoor deck with seating complements the lush woodland setting. The rooftop deck above adds to the unique architectural appeal.

4.99 out of 5 average rating, 224 reviews

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.

A welcoming home exterior is framed by blossoming pink flowers. The entrance features a blue door, flanked by wooden shutters, while a porch is visible to the right. Lush greenery surrounds the house, complemented by a well-maintained lawn and a clear sky above.

4.93 out of 5 average rating, 111 reviews

Entire bungalow- cute neighborhood near downtown

Located in the heart of the Sans Souci neighborhood, this special place is close to everything- making it easy to plan your visit. Ten minutes to dining downtown, hiking Paris Mountain, or biking the famous Swamp Rabbit Trail. Just a five minute walk to the community garden. Kick back & enjoy the screened-in porch, the comfy bed, the new couch, the remodeled kitchen, the backyard fire pit. There is even a place to hang a hammock.

Popular amenities for Simpsonville house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 55 reviews

A brick ranch-style home is set in a spacious lawn, surrounded by neatly trimmed bushes and trees. The house features a symmetrical facade with white shutters framing the windows and a welcoming front door. A driveway leads to a garage on the side.

Home in Mauldin

Upstate Getaway at the Relaxing Ranch

4.97 out of 5 average rating, 241 reviews

An outdoor hot tub is surrounded by a wooden fence adorned with string lights that cast a soft glow. The hot tub's water is illuminated in a calming blue shade, inviting relaxation under the night sky.

Home in Campobello

HOT TUB Sleeps 11 Gameroom Cozy Getaway

The outdoor area features a saltwater pool reflecting the evening sky, surrounded by comfortable lounge chairs and umbrellas. The two-story home showcases large windows, allowing warm light to illuminate the interior spaces. A hot tub is positioned nearby, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 41 reviews

The Wright Place! 25/min DT G-Ville. Pool/Hottub.

A vibrant saltwater pool is set within a landscaped backyard, featuring stone accents and distinct seating areas at varying levels. Natural light reflects off the water's surface, highlighting the pool's multiple depths and surrounding paved edges.

4.82 out of 5 average rating, 119 reviews

Pet + Family Friendly 4BR Pool House Near Furman

4.95 out of 5 average rating, 119 reviews

A welcoming living area features a spacious sectional sofa arranged around a large area rug. Natural light enters through windows beside sheer curtains, illuminating the polished wooden floors. In the background, a dining area with a round table and seats is visible.

Home in Boiling Springs

Spacious 4bdr house in a quiet neighborhood

A living area features a green armchair beside a decorative wooden shelf, adorned with plants and candles. A large window allows natural light to brighten the space, complemented by gray curtains. A cozy dark brown couch and a wooden coffee table complete the inviting atmosphere.

4.84 out of 5 average rating, 170 reviews

Shalom House with Pool near DT Greer SC

A cozy outdoor fire pit area features four red adirondack chairs arranged around a stone fire pit. Soft glowing light illuminates the surrounding space, with greenery visible in the background. A blanket is draped over one of the chairs, adding to the inviting atmosphere.

4.91 out of 5 average rating, 148 reviews

Greenville Bungalow w/ Stock Tank Pool + Fire pit

4.97 out of 5 average rating, 119 reviews

A private backyard oasis features a clear in-ground swimming pool, surrounded by a spacious concrete deck. Comfortable lounge chairs sit near the pool, and a shaded area is provided by umbrellas. Lush greenery and landscaping enhance the serene environment, complemented by a cozy outdoor grilling space.

Home in Fountain Inn

Spacious 3 BR house with private backyard oasis.

Weekly house rentals

A cozy living room is highlighted by a spacious sectional sofa and a wooden coffee table, set atop a textured area rug. Natural light filters through two windows, illuminating the warm wooden floor. In the background, a dining area with a table and chairs can be seen.

4.92 out of 5 average rating, 36 reviews

The Westfield | Cozy Downtown Greer Retreat

A cozy living area is showcased, featuring a comfortable brown sofa and a round coffee table adorned with a decorative plant and a tray. Black dining chairs surround a small table in the background, while a window allows natural light to fill the space.

4.84 out of 5 average rating, 69 reviews

Renovated Tiny Ranch

A welcoming porch area features two stylish wicker chairs with light blue cushions. A ceiling fan hangs above, while potted plants add greenery. Natural light filters through the screened windows, enhancing the space's tranquility.

4.98 out of 5 average rating, 92 reviews

Whimsical 4 bedroom house with a cozy backyard

An inviting porch area features two wicker chairs adorned with blue cushions, arranged around a glass-topped table. The entrance is framed by white siding and black shutters, enhancing the welcoming appearance of the home.

4.85 out of 5 average rating, 20 reviews

Home in Simpsonville

4.97 out of 5 average rating, 68 reviews

A charming cottage stands under vibrant oak trees, with a gravel driveway leading to a welcoming porch. The exterior features a mix of grey siding and stone accents, while the surrounding landscape includes a touch of spring bloom with flowering trees in the background.

Home in Moore

Cozy Country Cottage edge of town.

4.95 out of 5 average rating, 60 reviews

A cozy living room features a navy blue couch with decorative pillows, paired with two light gray chairs. A wooden coffee table holds a chess set. A large map art piece adorns the wall, while a mounted TV and a lamp provide modern touches.

Home in Fountain Inn

Heart of Fountain Inn: 2BR Gem

A well-appointed bedroom features a spacious bed draped in neutral linens, complemented by accent pillows. A pull-out twin bed is positioned underneath. Natural light fills the room through a large window dressed with sheer curtains, while a dresser and decorative lamp add functional elegance.

5 out of 5 average rating, 19 reviews

Southern Charm Townhome

5 out of 5 average rating, 14 reviews

MiniGolf, HotTub, FirePit, PetFriendly, Sleeps 8

Private house rentals

5 out of 5 average rating, 8 reviews

Family home • Large yard and pets

A serene bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. Two bedside tables with lamps frame the bed, while a television is mounted on the wall across from it. Natural light filters through sheer curtains, enhancing the calming atmosphere.

4.93 out of 5 average rating, 92 reviews

18 Hidden Gem - Private Home - 3 BDRM In 5 Forks

5 out of 5 average rating, 8 reviews

Downtown Simpsonville/5 Private Bedrooms/Pergola

The exterior showcases a striking multi-level mountain villa framed by lush trees. A spacious deck with loungers is visible, complemented by elegant outdoor lighting. The modern architecture features large windows that invite natural light, enhancing the connection with the scenic surroundings.

4.94 out of 5 average rating, 54 reviews

Mountain Villa 15min from Downtown Greenville

4.94 out of 5 average rating, 84 reviews

The entrance features a welcoming porch with two woven chairs placed on either side of a front door, adorned with a simple wreath. The house showcases a white facade with a gabled roof and is surrounded by a neatly maintained lawn.

Home in Travelers Rest

Cozy home in downtown TR

A modern bathroom features elegant marble walls and flooring, complemented by a sleek vanity area. A spacious jacuzzi tub is situated beside a glass-enclosed shower. A framed artwork adds a touch of decor, while recessed lighting enhances the overall ambiance.

4.9 out of 5 average rating, 10 reviews

Luxury spacious 4 bedroom home

A single-story home is presented with a welcoming façade, featuring beige siding and dark shutters. The landscaped front yard is adorned with vibrant flowers and greenery, enhancing the natural surroundings. A wooden deck with steps leads to the entrance, framed by a manicured lawn.

4.91 out of 5 average rating, 65 reviews

House Frieda