Vacation rentals in Winston-Salem

4.96 out of 5 average rating, 102 reviews

Home in Belews Creek

Deer Hill - 1450 sq. ft. of Comfort & Convenience

Home away from home: This cozy home offers 2 B/R, 2 Full Baths, office, Living room, Dinning room, Den and fully equipped Kitchen. The house is situated in a private and peaceful country setting. You can enjoy a leisurely walk through the neighborhood only 1 mi. to the water. 2 miles to Belews lake public boat landing. This located is only 30 min. from Greensboro Inter. Airport, 30 min. from Winston-Salem and 40 min. from High Point. Shopping is convenient with 5 towns all with-in 5 to 10 miles

The entrance features a vibrant blue door framed by large windows on either side. A welcome mat with the word 'hello' is positioned at the base of the door, surrounded by potted greenery and a simple stone pathway leading to the door.

4.9 out of 5 average rating, 202 reviews

"The right spot" Cheerful house in ideal location

Enjoy a stylish experience at this centrally-located AirBnB. We have all you need in this 2 bd/1 ba compact house. Newly renovated 800ish sq ft house in a quiet residential neighborhood overlooking a park with huge oak trees. There are two small bedrooms, each with queen size beds. Large closets in each for hanging/storing clothes. Large windows throughout the house allowing ample natural lighting. The living room has seating & 40" flat screen TV. Come and stay at "the right spot"! Thank you.

The eat-in kitchen features a large wooden table surrounded by upholstered chairs, creating a welcoming space for meals. Natural light illuminates the room, highlighting the wood accents and a red door adds a vibrant touch. Kitchen appliances and shelves are neatly arranged for convenience.

4.98 out of 5 average rating, 125 reviews

Golden Gate Cutie

Your Greensboro getaway awaits you at this open 2-bedroom, 1-bathroom vacation rental house, which features accommodations for 4 guests. Located just 2 miles North of downtown off of Elm Street. The property boasts fantastic amenities and is located in a safe, quiet neighborhood fit for an unforgettable stay! This lovely home is perfect for friends or family looking to have the ideal North Carolina getaway! One block walk to grocery, State Street shops, restaurants and Gibbs Hundred Brewery!

The exterior of the home presents a well-maintained façade with a white siding and a two-car garage. A generous driveway is flanked by green grass and shrubs. A flag gently flutters from the front, while a shaded seating area is visible in the yard.

4.85 out of 5 average rating, 115 reviews

Updated Hidden Gem- Kernersville/Winston-Salem

Beautiful fully renovated home welcomes you with bright completely new kitchen, all new stainless steel appliances. Fresh paint throughout interior and exterior. Brand new light fixtures and ceiling fans. Newly updated bathrooms. New carpeting and new luxury flooring throughout. Beautiful yard, family friendly neighborhood. Excellent Wifi, 2 TVs in house (one in living room and one in main bedroom). Shopping including grocery stores, gas stations, restaurants are all a quick 3 minutes away.

4.96 out of 5 average rating, 321 reviews

A charming white cottage is set against a backdrop of tall trees and an expansive snowy yard. The front porch features four black chairs and is adorned with wreaths. Steps lead up to a dark entrance door, welcoming guests into the cozy space.

Tiny home in Jamestown

Tiny House

Please Read Before Booking: Maximum Occupancy: 2 Guests (Including Children) Keep it simple at this peaceful and lovely tiny house . Our place is located just 15 mins from UNC Greensboro, High Point university, Greensboro Coliseum, four season mall ,friendly shopping center and Downtown Greensboro and Highpoint ,only 5 mins away downtown of Jamestown. Convenient distance for our furniture market High Point and Furnitureland South. Restaurants and grocery stores are only 5 mins away.

Apartment in Winston-Salem

A private rooftop deck is showcased with two wooden chairs facing a sunset view, string lights overhead providing soft illumination. A patterned rug anchors the space, complemented by a small table and potted plants. A barbecue grill and additional seating are also present.

4.84 out of 5 average rating, 121 reviews

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

The kitchen features modern appliances, including a white refrigerator and an oven with a microwave above. A marble countertop offers a spacious area for food preparation. Decorative tile backsplashes complement the cabinetry, illuminated by pendant lights above. A small clock and potted plant add decorative touches.

4.9 out of 5 average rating, 267 reviews

1940s Stunner. Pets Welcome. Prime HPU Location!

Welcome to Emoryview II, our lovingly restored 1940’s home in High Point! Located in a safe, quiet, and picturesque neighborhood, we're a quick drive to everything. We're minutes from Main St, giving you easy access to dining, bars, HPU, Furniture Market (only 2 miles away!), and the highway. We're fully equipped with all the amenities of home, making us an excellent choice for business travel, visiting family, college visits, weddings, and other events that bring you to the area.

4.98 out of 5 average rating, 175 reviews

A bright living area is highlighted by natural light from large windows, showcasing views of greenery outside. Comfortable seating includes two light-colored armchairs and a spacious couch. A wooden coffee table sits in the center, complemented by tasteful decor on a nearby media console.

Home in Jamestown

Downtown Jamestown, quiet, clean and spacious!

Location is key! A block from quaint Jamestown's food and entertainment. Five miles from Furniture Market, four miles from HPU, 8 miles from downtown Greensboro or coliseum area and less than 20 miles from Winston. Adorable ranch, recently updated and has all the comforts of home. Pet friendly with fully fenced backyard. Both business travelers and families will enjoy the safe , quiet neighborhood walking distance to dining, coffee shop, bakery, entertainment, parks and trails.

4.9 out of 5 average rating, 175 reviews

A round window framed by warm brick displays a serene winter scene. Soft snow falls on the ground outside, with evergreen trees partially visible in the background, creating a peaceful atmosphere.

Home in Summerfield

Private. Hot Tub & Movie Den. 7 mins to Airport

Private secluded property surrounded by Autumn trees only 10 minutes from GSO airport, activities, and the center of Greensboro. Take your coffee on the small covered porch for a chance of a glimpse of a deer. Inside you'll find a comfortable worn kitchen fully stocked with the essentials (feel free to make chocolate chip cookies!) order additional groceries from instacart and never leave the house, or go for a nearby outing on the lakes, trails, or tour the historic area.

A well-lit hallway features hardwood flooring and white walls, leading to a staircase with wooden steps and black iron railings. Vintage sliding doors, adorned with green and blue patina, separate the hallway from the living area, adding a unique character to the space.

4.94 out of 5 average rating, 111 reviews

The Farmhouse Retreat near Furniture Mkt and HPU

Welcome to The Farmhouse Retreat in High Point! It is a thoughtfully remodeled 100 year old Farmhouse that lives minutes away from the Furniture Market and High Point University in the popular historic district! Conveniently located within walking distance to many popular local restaurants and breweries as well as the Rockers Baseball Stadium! While this adorable home is the perfect private getaway for you and the family, its location makes it easy for you to get around.

4.97 out of 5 average rating, 242 reviews

The charming exterior of a renovated Craftsman bungalow features a welcoming front porch with white railings and a gray door. A landscaped yard with green grass and lush shrubs is visible, bordered by a wooden privacy fence. Natural light highlights the structure under a clear sky.

Bungalow in High Point

Historic Walker House Adj. to JH Adams Inn

Stay in one of High Points treasures! Historic Renovated Robert Walker House is ready for guests to enjoy! Non-owner occupied means you won't be sharing personal space with owners :)Beautifully decorated open floor plan and kitchen/dining seats 12. Home has designer furnishings with flat screens in all. 3 BR 2.5 bath !Walk to restaurants and award winning craft brewery in downtown HP. Minutes to High Point University and HPMKT and new Rockers Baseball Stadium!

4.95 out of 5 average rating, 168 reviews

A cozy outdoor space features a square fire pit table surrounded by four bright blue Adirondack chairs. The area is bordered by lush greenery and trees, with a spacious lawn visible in the background. A shaded structure is seen in the distance.

Cottage in Greensboro

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕📚🏊‍♀️🏥

Our vision with this property was always clear and consistent as with all of my other properties. We wanted to combine all our favorite features from various Airbnb stays around the world under one roof. We hope that we have accomplished just that, and we are always grateful for any tips that can help us get closer to this goal. At Amelia’s retreat your family will be close to everything at this centrally-located Greensboro gem. Permit # 24-511

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Winston-Salem vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Hot tub

Gym

Stay near Winston-Salem's top sights

Reynolda House Museum of American Art42 locals recommend

Benton Convention Center7 locals recommend

Village Tavern6 locals recommend

Whole Foods Market10 locals recommend

Mozelle's Fresh Southern Bistro40 locals recommend

Foothills Brewpub22 locals recommend

Pet-friendly vacation rentals in Winston-Salem

4.91 out of 5 average rating, 116 reviews

A single-story home is framed by tall trees, with a welcoming front porch featuring a wooden railing. The exterior showcases a blend of neutral siding and brick at the base, while large windows are dressed in burgundy shutters. A grassy area surrounds the house.

Home in Walnut Cove

Modern and Spacious cottage, centrally located

A comfortable living room features leather seating and a wooden entertainment unit. Two side tables with lamps flank a cozy chair, providing warm lighting. A decorative painting hangs on the wall, and a small plant adds a touch of greenery. The laminate flooring creates a unified look.

4.96 out of 5 average rating, 161 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A well-maintained home is set against a backdrop of trees, surrounded by a lush green lawn. The front features a landscaped garden with shrubs, while dappled sunlight filters through the leaves, creating soothing shadows on the grass.

4.81 out of 5 average rating, 203 reviews

Winston posh bungalow near Wake

4.97 out of 5 average rating, 115 reviews

The kitchen features stainless steel appliances, including a refrigerator and stove, alongside a wooden countertop. Open shelving displays dishware and cookware against a light wall. A decorative area rug adds warmth to the wooden floor.

Guesthouse in Mocksville

“Home” on the Road!

5 out of 5 average rating, 107 reviews

A rustic cabin is set amidst trees, featuring a sloped metal roof and stone chimney. A welcoming front porch displays a table and chairs, adorned with potted plants. The surrounding green lawn is complemented by natural landscaping, creating a serene woodland environment.

Cabin in Lexington

Klump Farm Cabin

4.96 out of 5 average rating, 479 reviews

The exterior of a charming efficiency apartment is shown, featuring a covered porch with a welcoming sign. Lattice work accents the porch, while a small stone path leads to the entry. Lush greenery surrounds the building, enhancing its inviting appearance.

Guesthouse in Germanton

Mel’s country cottage. Country life near the city.

4.98 out of 5 average rating, 173 reviews

A charming guesthouse is nestled among trees, showcasing a dark exterior complemented by orange shutters. A walkway leads to the white front door, framed by seasonal plants. Leaf-covered ground adds to the rustic setting, emphasizing the tranquil surroundings of this private retreat.

Guesthouse in Archdale

Hillbilly Hideout

4.94 out of 5 average rating, 271 reviews

The log cabin features a green metal roof and a stone chimney. A welcoming porch is supported by wooden beams and lined with flower baskets. Lush green grass surrounds the structure, complemented by trees in the background, creating a serene outdoor setting.

Cabin in Summerfield

Cozy chic log cabin overlooking horse pastures

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House rentals in Winston-Salem

A dining area is presented featuring a long wooden table set for a meal, with plates, glasses, and greenery accents. Four high-backed chairs with leather seats complement the table. Natural light filters in through nearby windows adorned with sheer curtains, illuminating the space.

4.94 out of 5 average rating, 109 reviews

CasaLuna: Graduation & Summer ready in GSO!

Home in Downtown Greensboro

The exterior of a two-story house is visible, featuring a large front porch with two white rocking chairs. A manicured lawn and beige siding add to its appearance. A concrete pathway leads to the front door, framed by neatly finished landscaping.

4.92 out of 5 average rating, 25 reviews

Big House Downtown! 6BR 3BTH!

A cozy bedroom is highlighted by a spacious bed adorned with layered bedding and decorative cushions. Soft, natural light enters through two windows dressed with lush green curtains, complementing the botanical-patterned wallpaper. Nightstands flank the bed, each topped with a lamp.

5 out of 5 average rating, 20 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

4.81 out of 5 average rating, 120 reviews

A comfortable living space is presented, featuring a light-colored coffee table at the center. A blue armchair and a gray sofa offer seating options. Two mirrors are positioned across from the doorway, while a television is mounted on a stand against the wall.

Home in Kernersville

Quaint 2 bed 1 bath cottage style home

A single-family home features a light-colored exterior with blue shutters. A large, attached garage is visible, with a paved driveway leading to it. The front yard is well-maintained, showcasing shrubs and a tree with vibrant autumn foliage.

4.93 out of 5 average rating, 182 reviews

"Deacon House" 3 bedrooms

A cozy living area features a comfortable sectional sofa adorned with decorative cushions. A wooden coffee table rests in the center, complemented by a small potted plant. Natural light enhances the space, filtering through sheer curtains alongside darker drapes.

4.85 out of 5 average rating, 118 reviews

Little house by the Coliseum

A dining area is highlighted by a modern glass table surrounded by black chairs. Elegant red curtains frame the windows, and a piece of wall art featuring a vase and flowers complements the decor. A large refrigerator is positioned beside the table.

4.83 out of 5 average rating, 64 reviews

3 bedrooms close to downtown, Hospital & college

An open-concept living space features a modern kitchen with dark wood cabinetry and stainless steel appliances. A sleek island complements the space, while a cozy seating area includes a spacious couch and two stylish tables. Natural light fills the room through multiple large windows.

4.83 out of 5 average rating, 156 reviews

Entire house, huge yard, quiet acreage

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Vacation rentals with jacuzzis in Winston-Salem

A modern dining area features a sleek black dining table surrounded by six chairs. Stylish green accent chairs complement the decor. Bright green wall sconces and a round mirror enhance the ambiance, while framed artwork hangs elegantly on the walls. Natural light enters through a window draped in light curtains.

4.88 out of 5 average rating, 133 reviews

Luxe Hot Tub 4BR: Ideal for Market, HPU & Families

A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.

4.89 out of 5 average rating, 281 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

4.92 out of 5 average rating, 248 reviews

The charming farmhouse presents a welcoming facade with classic architectural details. A large porch is adorned with white railings, while a pathway leads through a grassy area. The home is surrounded by trees and features a light-colored exterior complemented by decorative trim.

Home in Mayodan

Home away from home.. 20 minutes-Greensboro/Triad

A workout room is shown, featuring a wooden sauna with glass doors and a treadmill positioned beside it. Fresh towels are stacked on a shelf nearby, and large windows allow natural light to fill the space, complemented by neutral-colored walls.

4.98 out of 5 average rating, 137 reviews

Relax at Beck & Call Sauna, Hot tub, mini-Gym

A spacious living area features a large sectional sofa arranged around a wooden coffee table. Natural light flows through tall windows above, highlighting the wooden floor and neutral wall colors. Decorative wall art adds a subtle touch, while a lamp and a plant complete the inviting space.

5 out of 5 average rating, 18 reviews

Everything You Need

4.99 out of 5 average rating, 128 reviews

An open living area features a stone fireplace as the focal point, surrounded by large windows that allow natural light to illuminate the wooden walls and ceiling. A cozy seating arrangement, including a dark sofa and coffee table, complements the cabin's rustic charm.

Cabin in Lewisville

Cozy renovated 3 bedroom cabin with hot tub

4.9 out of 5 average rating, 172 reviews

A cozy outdoor space is surrounded by greenery, featuring lounge chairs under a vibrant umbrella and a decorative windmill in the background. Colorful flowers bloom in a garden, while a rustic wooden structure and a fence create a welcoming atmosphere.

Farm stay in Ararat

Farm Studio w/hot tub & fenced yard

A serene outdoor space features a hot tub surrounded by wooden decking. A projected movie screen displays an ocean scene, illuminated by soft lights. The area presents a perfect setting for relaxation and entertainment at night.