House holiday rentals in Simpsonville

A welcoming entryway features a brick patio surrounded by trees, providing a natural setting. Two chairs and a small table sit on one side, with a cozy seating area visible. The home showcases large windows that allow for ample natural light.

4.98 out of 5 average rating, 209 reviews

A Tranquil Place (near downtown Greenville)

A Tranquil Space is conveniently located close to Downtown Greenville. The large suite includes the bedroom, living area, kitchenette (fridge/freezer/convection oven), bathroom, and study/eating area. It is newly renovated area on the end of my home with a private entrance. The space is welcoming and inviting...a perfect space to get away from the hustle. Although minutes from Downtown, the suite feels like you're in the mountains with a private back yard and many trees. Enjoy your stay!

A screened porch is highlighted, featuring comfortable wooden seating with light cushions and a matching table. Natural light is allowed through large windows and a skylight, providing a view of the surrounding greenery. A small potted plant decorates the table, enhancing the relaxing atmosphere.

4.96 out of 5 average rating, 135 reviews

The Greenville Nest - Retreat & Relaxation Home

This beautifully one-level home offers 3 queen beds and 2 baths, accommodating up to 6 guests. Centrally located in a peaceful neighborhood. 8-minute drive to GSP airport, 15-minute drive to downtown Greenville, minutes from I-85/385, and minutes from Woodruff and Pelham Rd. You'll appreciate the easy access to food delivery and restaurants. Enjoy a stylish Experience for entertaining, working, and relaxing with high-speed Wi-Fi. Quiet and safe with an enjoyable private screened porch and Grill.

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, 170 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.

4.91 out of 5 average rating, 150 reviews

A serene bedroom is highlighted by a four-poster bed adorned with decorative pillows and a soft blanket draped at the foot. Natural light filters through the sheer curtains on the left, while a gold-toned coffee table sits in front of the bed, providing a modern touch.

Home in West End

Best Nest Loft-3Beds-1 Block fr Main/Walk Downtown

Enjoy the fun of GVL downtown! Walk the illuminated Main St. Trolley, bike, walk to eateries-breweries-shops-Falls/bridge-trails-theaters/venues & fun. Singles, couples-co-workers-friends-art/music lovers +. Entire 2nd floor. Newly renovated spacious historic loft- 9' ceiling-wood floors-lg glass shower. Relax on private balcony,cook in large kitchen, fast wifi/desk & record player.1300 sq ft.3 beds & luxe bath. SMART TV.Less busy area 1/2 block fr Main St.Sleeps 4.AGES 12+ per safety info

The front of the house is showcased with a white exterior and a welcoming porch. Two rocking chairs are positioned on the porch, surrounded by planters displaying seasonal flowers. A well-maintained pathway leads to the entrance, framed by decorative brick steps and a railing.

4.97 out of 5 average rating, 243 reviews

Spectacular home 1 mile from Main St Greenville!

Enjoy your stay in this charming up to date house 1 mile from Main St Greenville! Take a walk through the Historic Pinckney district on your way to Greenville’s museums, restaurants, theaters, and stunning Reedy River Falls Park. Easy access to the Swamp Rabbit biking and walking trail, and just 4 blocks from the upcoming Unity Park. House is located on quiet residential street with private driveway. Relax on rocking chairs on front porch or around a portable fire pit in large backyard.

The living room features a green sectional sofa arranged around a round wooden coffee table. A textured area rug anchors the seating area. A desk with a lamp and chair is positioned against the wall, complemented by decorative plants and wall art.

4.92 out of 5 average rating, 105 reviews

Pet-Friendly 2BR • Fenced Yard Near Downtown GVL

Located in Greenville’s Historic Dunean District, this cozy 2BR home is less than 10 minutes to Downtown Greenville, Unity Park, Falls Park, and the Swamp Rabbit Trail. Enjoy a pet-friendly stay with a fully fenced backyard, enclosed sunroom with hammock, garden views, and high-speed fiber WiFi. This is an allergy-friendly, fragrance-free home using only non-toxic cleaning and laundry products—no scented candles or air fresheners. Nestled in a quiet, safe neighborhood close to restaurants.

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, 131 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, 155 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 living area features large windows that allow ample natural light, complemented by soft white drapes. A comfortable sofa and two armchairs are arranged around a light area rug, with a small table nearby. A television is mounted above a modern fireplace.

4.89 out of 5 average rating, 138 reviews

Greenville Prime Location-Steps from Swamp Rabbit

You'll love the abundant natural light in this peaceful one bedroom retreat. We are located in the Pettigru Historic District and are just a 5 minute walk from Bon Secours Wellness Arena and a 15 minute walk to Main Street. This is an upstairs unit (1 of 3 total units located within the triplex) and has a private, exterior entrance. There's a kitchen with all the utensils, pots, bowls, plates, cups, etc. that you could need for your stay as well as a stocked Nespresso machine!

A spacious living room features a large sectional sofa adorned with various pillows. A stylish floor lamp stands next to the sofa, while a coffee table with decorative items sits nearby. A potted plant adds a touch of greenery, and light streams in through a window with soft curtains.

4.95 out of 5 average rating, 156 reviews

Stylish 3BR Home: Pet-Friendly, Outdoor Lounge

Welcome to Chardonnay Chateau, a stylish 3 bedroom, 2 bathroom home just 3 miles from Downtown Greenville. We are conveniently located next to: Shops at Cherrydale (0.7 mi) Downtown Greenville (3.5 mi) Bon Secours Wellness Arena (3.5 mi) Downtown Traveler's Rest (7 mi) Our home provides ample space to enjoy with your loved ones, including a converted carport that is now used as a place to rest and rejuvenate in the outdoors. We can’t wait to welcome you into our home!

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.

4.9 out of 5 average rating, 113 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, 146 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.

Popular amenities for house rentals in Simpsonville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A cozy living area features a plush sofa and two armchairs arranged around a fireplace. Natural light filters through large windows, illuminating the space. A dining area with a small table and four chairs is visible in the background, next to the kitchen.

5 out of 5 average rating, 87 reviews

Ultra CLEAN and COZY Home away from Home!

4.97 out of 5 average rating, 249 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

4.8 out of 5 average rating, 112 reviews

A single-story house with a tan exterior is set against a backdrop of lush greenery. Well-maintained grass surrounds the home, featuring landscaping elements near the entrance. The driveway leads up to the front steps, and trees provide a natural frame for the property.

Home in Travelers Rest

BICYCLE HAVEN

5 out of 5 average rating, 9 reviews

*NEW* Family Poolside Oasis+Guest Suite 5BR/4BA

4.84 out of 5 average rating, 173 reviews

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.

Home in Greer

Shalom House with Pool near DT Greer SC

4.92 out of 5 average rating, 49 reviews

A large community pool is surrounded by a sun deck equipped with blue lounge chairs. The area features a well-maintained pool house and lush greenery in the background, providing a relaxing environment for leisure and enjoyment.

Home in Duncan

Cheerful 3 BR, 2.5 BR (sleeps 6-7) patio/pool

4.87 out of 5 average rating, 15 reviews

Cozy Luxury Townhome | Family-Friendly Stay

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, 152 reviews

Greenville Bungalow w/ Stock Tank Pool + Fire pit

Weekly house rentals

A charming one-story home is surrounded by greenery, featuring a welcoming front porch with two chairs. A pathway leads to the entrance, and a spacious yard is visible, highlighting the rural setting. Large windows enhance natural light in the living area.

4.81 out of 5 average rating, 26 reviews

Fully Furnished Cozy Cottage

A spacious studio apartment features a queen-size bed with a gray patterned blanket and a comfortable sleeper sofa. A small desk is positioned nearby, and a 60" television is mounted on the wall. Large windows allow natural light to illuminate the wood flooring.

4.92 out of 5 average rating, 63 reviews

Scenic Simpsonville Studio

A bright living area is illuminated by a modern chandelier, featuring a light-colored sectional sofa adorned with decorative pillows. A comfortable chair is positioned nearby, accompanied by a round table. Soft curtains frame a window, allowing natural light to fill the space.

4.9 out of 5 average rating, 71 reviews

Cute cozy house in a quiet secluded area.

A well-appointed bedroom features a spacious bed dressed in white and blue linens, complemented by a warm-toned lamp on a round side table. An area rug with geometric patterns adds color to the hardwood floor, while natural light filters in through a nearby window with white blinds.

4.76 out of 5 average rating, 68 reviews

Duplex near hospitals & downtown monthly discount.

A well-appointed bedroom features a modern geometric accent wall in dark tones. A spacious bed adorned with a patterned comforter is flanked by two nightstands with lamps. Natural light filters through the window, which is dressed with horizontal blinds.

4.95 out of 5 average rating, 39 reviews

Cozy Charming Townhome

A comfortable living room is displayed, featuring a sectional sofa arranged around a central area rug. Large windows are dressed with sheer curtains, allowing natural light to filter in. A coffee table and side tables provide convenient surfaces, while a ceiling fan and wall-mounted TV enhance the space.

5 out of 5 average rating, 32 reviews

Cozy and Convenient Home!

The exterior of the residence is shown, highlighting a welcoming front porch adorned with a green accent. Lush shrubs frame the entrance, complemented by a well-kept lawn. A blacktop driveway leads to a private gate and additional outdoor space visible beyond.

4.96 out of 5 average rating, 55 reviews

Fountain Inn on Main St

A bright and spacious bedroom features two beds with rich blankets and decorative pillows. Cozy bean bag chairs are positioned on the hardwood floor, and natural light enters through two windows adorned with sheer curtains. A ceiling fan adds to the comfort of the space.

4.94 out of 5 average rating, 54 reviews

Charming Retreat in Mauldin by Brick and Home

Private house rentals

5 out of 5 average rating, 13 reviews

Cozy Cottage in Greenville

A living area features contrasting armchairs in orange and a gray sofa, complemented by a coffee table with a decorative tray. A wooden mantel with a mounted television overlooks an electric fireplace, while natural light filters through two windows draped with light-colored curtains.

4.93 out of 5 average rating, 91 reviews

Carolina's Olde Mill, family friendly

5 out of 5 average rating, 21 reviews

Home in Spartanburg

Charming Ranch in the heart of Spartanburg

5 out of 5 average rating, 13 reviews

Downtown Simpsonville/5 Private Bedrooms/Pergola

A comfortable sitting area is provided, featuring a light-colored armchair paired with a matching ottoman. A stylish desk is set against the wall, complemented by a decorative clock and an artwork depicting city landscapes. Natural light fills the space through two windows, dressed with sheer curtains.

4.74 out of 5 average rating, 47 reviews

Beautiful Stylish. Peaceful. 3 bedroom. Greenville

An inviting outdoor space features a modern seating arrangement with a sectional couch surrounding a fire pit, illuminated by the flames. A natural wood dining table is accompanied by green metal chairs, set against a backdrop of lush trees.

4.98 out of 5 average rating, 62 reviews

Luxe Modern Open Floor Plan - King & Queen + WiFi

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.

4.87 out of 5 average rating, 23 reviews

Home in Simpsonville