Vacation rentals in Winston-Salem

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.

4.89 out of 5 average rating, 197 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.

A neutral-toned workspace is showcased, featuring a wooden desk paired with a patterned chair. Natural light illuminates the area through a window with gray curtains, and a cozy armchair is positioned in the corner, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 124 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.

Apartment in Winston-Salem

A cozy corner showcases a textured gray chair with a circular cutout, positioned near large windows that invite natural light. A lush green plant adds a touch of nature, while a small round table and a golden metallic planter complement the inviting space.

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!

4.96 out of 5 average rating, 313 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 BOOK (ONLY 2 PEOPLE ALLOWED INCLUDING CHILDREN’S) 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.

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, 265 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, 172 reviews

A modern kitchen is showcased with white cabinetry and granite countertops. Appliances include a refrigerator, oven, and dishwasher. Shelves display plants and books. A laundry area is visible with stacked washer and dryer units, providing convenience and functionality.

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, 173 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, 109 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.

4.91 out of 5 average rating, 114 reviews

Home in Walnut Cove

Modern and Spacious cottage, centrally located

Peaceful and centrally-located place. You will have everything you need at this beautiful home away from home. Perfect for families, couples, or singles. Bring your fur babies along. $20/pet per night - 5 min from chateau vie wedding venue -20 min from Hanging Rock State Park -walking distant from local restaurants, coffee, and shops. - 10 min from Belews Lake -12 min from Duke Energy -20-30 min from Winston-Salem -30 min from GSO -15 minutes from The Meadows

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!

4.96 out of 5 average rating, 478 reviews

A hammock is positioned comfortably on a grassy area, surrounded by lush greenery. Sunlight filters through the trees, creating a serene atmosphere. Nearby, a covered picnic shelter is partially visible, featuring seating for relaxation.

Guesthouse in Germanton

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

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

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

Old Salem Visitor Center149 locals recommend

Reynolda House Museum of American Art99 locals recommend

Benton Convention Center8 locals recommend

Village Tavern84 locals recommend

Whole Foods Market64 locals recommend

Mozelle's Fresh Southern Bistro60 locals recommend

House rentals in Winston-Salem

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, 160 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

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, 108 reviews

CasaLuna: Graduation & Summer ready in GSO!

Home in Downtown Greensboro

The open living area features a comfortable seating arrangement with a gray sofa and modern decor. A well-lit dining nook with a built-in bench and stylish table is positioned nearby. The polished wooden floor enhances the spacious feel of the room.

4.92 out of 5 average rating, 25 reviews

Big House Downtown! 6BR 3BTH!

A modern living area is showcased, featuring a comfortable seating arrangement with a patterned sofa and neutral-toned chairs. A wooden coffee table is centered in the space. The adjacent open kitchen is visible, equipped with stainless steel appliances and light cabinetry, enhancing the airy atmosphere.

5 out of 5 average rating, 19 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, 180 reviews

"Deacon House" 3 bedrooms

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, 63 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, 155 reviews

Entire house, huge yard, quiet acreage

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Pet-friendly vacation rentals in Winston-Salem

Guesthouse in Winston-Salem

The exterior of the cottage is visible, showcasing a charming garden courtyard with various plants and trees. A brick pathway leads to the entrance, along with a unique swing and outdoor decor. Soft lighting and a welcoming atmosphere can be seen throughout the space.

4.93 out of 5 average rating, 848 reviews

Courtyard Cottage Safe Parking! No pet fees!

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

Guesthouse in Mocksville

“Home” on the Road!

4.84 out of 5 average rating, 208 reviews

A fenced yard surrounds a cozy tiny house, complemented by a mature tree providing shade. A wooden deck is visible, offering additional outdoor space. Lush greenery and trees create a natural backdrop, enhancing privacy and tranquility in this outdoor setting.

Tiny home in Greensboro

Cozy Relaxing Retreat Your Charming Tiny Getaway

5 out of 5 average rating, 105 reviews

Cabin in Lexington

Klump Farm Cabin

Farm stay in Pleasant Garden

The cabin's entrance is framed by lush white hydrangea bushes, complementing the rustic log facade. Weathered wooden steps lead to a solid door, while a small porch features two green chairs, inviting relaxation amid the natural surroundings.

4.93 out of 5 average rating, 148 reviews

Got Cabin Fever? - The Grumpy Ol-Goat

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, 270 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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Vacation rentals with jacuzzis in Winston-Salem

4.87 out of 5 average rating, 53 reviews

An outdoor deck area features a hot tub and wooden flooring, surrounded by trees. A staircase leads to an upper level of the house, while a rocking chair and additional seating are present, providing a cozy space for relaxation.

Home in Belews Creek

Belews Lake Paradise

A private hot tub is situated in the fenced backyard, surrounded by well-manicured grass. The clear blue water reflects the sunlight, offering a relaxing environment for guests to unwind.

4.88 out of 5 average rating, 130 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, 278 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

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

Tiny home in Winston-Salem

A wooden deck is shown in the image, featuring two lightweight chairs positioned beside a hot tub. A covered structure is visible nearby, providing a shaded area. Tall trees surround the space, contributing to a serene woodland setting.

4.92 out of 5 average rating, 76 reviews

Hot Tub Hideaway

4.99 out of 5 average rating, 128 reviews

A hot tub is positioned on a wooden deck, with bubbling water visible. Surrounding trees display autumn foliage, creating a warm atmosphere. The deck features a black railing and overlooks a wooded area, inviting relaxation in a tranquil outdoor setting.

Cabin in Lewisville

Cozy renovated 3 bedroom cabin with hot tub