House holiday rentals in Winston-Salem

4.99 out of 5 average rating, 100 reviews

Serene Salem ~ FirePit, Ping-Pong. Mall. WFU. WSSU

Serene Salem is a destination where great memories are made. Nestled in the heart of Winston-Salem NC, this idyllic retreat provides a delightful escape for families, friends or couples in search of comfort, style and relaxation. Close to local attractions, arts, shopping, dining, and outdoor adventures, including Childress Winery, Wake Forest University, hospitals, and Hanes Mall. Escape to the tranquility of Serene Salem – an unforgettable getaway with outdoor games and a fire pit. Book today

The exterior of a cozy home is presented, featuring a welcoming front porch and a set of steps leading to the entrance. Windows are framed with shutters, and shrubs are neatly arranged in front, adding to the inviting appearance of the property.

4.84 out of 5 average rating, 160 reviews

✨Convenient 2 I-40/DT/UNCSA/WSSU/WFU/Hospitals✨

Great cozy home for longer term short stays for folks moving into NC or whether you're in town for: Benton Convention Center Wake Forest Baptist Health Novant Health Forsyth Medical Center Lawrence Joel Veterans Memorial Coliseum Graduations @ WFU/ WSSU/ UNCSA Shopping @ Hanes Mall HP Furniture Market Sight seeing @ Pilot Mtn/Hanging Rock Brewery Pubs DT or in for a Baseball game or FIREWORKS @ the BB&T Stadium, the location is a short trip away from fun 💫 Convenient Interstate access 😁

The living room features a spacious blue sectional sofa adorned with light cushions. A round coffee table sits at the center, complemented by a small lamp nearby. A ceiling fan provides airflow, and a cozy area rug adds warmth to the hardwood floor.

4.9 out of 5 average rating, 374 reviews

House in Historic Sunnyside W-S

Absolutely NO Parties or large gatherings allowed. You will be kicked out. If you are new to Airbnb/don’t have many ratings, chances are I will deny you if you aren’t clear on your trip details. Only registered guests are allowed to stay. You and your family will enjoy this spacious 3 bedroom home which is located in the historic Sunnyside area of town! Located a little over 1 mile into the downtown area, you will have easy access to nightlife, tourist attractions and lots of great food options

4.93 out of 5 average rating, 131 reviews

The kitchen area is equipped with black cabinetry and stainless steel appliances. A circular table with four wooden chairs is positioned on a patterned rug. A ceiling fan and natural light from the window enhance the inviting atmosphere.

Home in West Salem

Comfort & Convenience in this 3BR Brick Ranch

Your family will be close to everything when you stay at this centrally-located place. The following destinations are only 5 minutes away: Wake Forest Baptist Medical Center; Main Street, Winston Salem and the Stevens Center as well as the Dash Baseball Field (Truist Stadium). You can sit on the back sunroom porch & listen to the baseball games or the birds. Shopping galore & lots of restaurants are also close. Washington Park is right behind the house. Ride your bikes & walk the greenway.

4.94 out of 5 average rating, 149 reviews

The charming exterior of a single-story home is presented, featuring a bright red front door. Flanking the entrance are two symmetrical windows, while landscaped bushes and a path lead to the porch. A tree provides shade, enhancing the welcoming appearance.

Home in West Salem

The Walnut Cottage. Charming! Near Everything!

Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

The bungalow features a welcoming facade with white siding and a well-maintained front yard, showcasing greenery and flowering bushes. A wooden walkway leads to the front door, framed by large windows and a subtle awning. A chimney peeks from the roof, enhancing the charm of the home.

4.92 out of 5 average rating, 111 reviews

Single Family Ardmore 3 min to Wake Forest Hosp.

2 BR Bungalow in Historic Ardmore District, 8 min walk to Wake Forest Hospital and conveniently located 5 min from Starbucks, Whole Foods and Publix. Small well behaved dogs are welcome with prior approval. It is also a short stroll to Ardmore coffee shop, ice cream, Carlisles pub, Arthur’s diner, famous PB’s hot dogs and burgers, groceries. We offer special monthly rates for anyone staying 30 days or longer for $2750 a month. Please message us if you are looking to rent for a month or longer

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, 333 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

A living area is presented with a cozy sectional couch facing a coffee table, paired with a small dining table. Light wood flooring is visible, and a staircase with dark steps leads to the upper level. A fire extinguisher is mounted for safety.

4.91 out of 5 average rating, 122 reviews

Camel City Hideaway

Welcome to your home away from home! Our stylish and centrally-located space is designed with comfort and convenience in mind. Whether you're in town for business or leisure, you'll love our prime location. Our cozy place features all the amenities you need to feel right at home, including a fully equipped kitchen, hotel-quality linens, a spacious living room, and a dedicated work area. We also provide toiletries in case you forgot. We aim to make your stay in Winston-Salem a memorable one!

A compact kitchen space is highlighted by a colorful rug featuring playful designs. Modern black cabinetry is paired with stainless steel appliances, including a refrigerator and stove. A small breakfast bar with stools is positioned beside the window, offering ample natural light.

4.84 out of 5 average rating, 250 reviews

Tiny tiny house from 1930 near Wake

102 year old eclectic tiny house, 375 sqft Fun, bright and lively. Pets must be pre approved. Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. No Vaping or Smoking. Private setting. Can be rented with house next door. *Pets must be pre approved before booking . *follow directions from website. No 3rd party bookings! I check ID check in 3pm-10pm

A charming 1920s era house is set against a backdrop of colorful autumn foliage. The house features a welcoming porch with stone accents, large front windows, and a well-maintained garden, creating an inviting exterior.

4.98 out of 5 average rating, 128 reviews

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp

The "Dragonfly" is a spacious, peaceful 1BR garden terrace apartment (800 sq ft) in one of Winston-Salem’s most desirable neighborhoods. Just 1 mile from Baptist Hospital, 4 miles from Wake Forest University, and 10 minutes from downtown, this light-filled retreat is perfect for medical travelers, university visitors, couples, or small families. Features a king bed, washer/dryer, workspace with fast Wi-Fi, kitchenette, and private patio with garden views. Hi-chair & Packngo for families

A single-family ranch home is showcased with a stone accent exterior, surrounded by well-maintained landscaping. A paved driveway leads to the entrance, while trees and flowering plants add natural beauty to the front yard.

4.98 out of 5 average rating, 120 reviews

Elegant Pet Friendly Ranch close to everything!

Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

4.91 out of 5 average rating, 191 reviews

The exterior of a two-story brick home is shown, featuring a welcoming front porch with white railings. Tall evergreen shrubs frame the pathway leading to the door, and a decorative wreath is visible on the front door. A clear blue sky complements the scene.

Home in Clemmons

Tranquil Cape Cod w/ Fast Freeway Access

Experience tranquil southern evenings from the front porch rocking chairs and enjoy breakfast in our fully stocked kitchen including a Keurig or carafe compatible coffee maker, crock-pot, blender, toaster, and microwave. Country style dining with a table that expands to fit up to 8, or dine al fresco on the backyard deck. Great for all ages: board games, toys, books, a fenced yard, Disney+ and Amazon Prime Video. There is a TV in the living room and the King bedroom.

Popular amenities for house rentals in Winston-Salem

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 25 reviews

A comfortable living room setup is featured with a gray sofa adorned with various pillows. A matching armchair complements the space, which is warmly lit by a standing lamp. A round coffee table sits on a soft rug, with sunlight filtering through windows adorned with light curtains.

Home in Greensboro

Perfect Greensboro location Entire Townhome

A serene outdoor space is highlighted by a landscaped salt-water pool surrounded by lush greenery. Colorful flowers in pots add vibrancy, while lounge chairs and patio furniture offer inviting areas for relaxation. A wooden fence provides privacy, creating a peaceful oasis for enjoyment.

5 out of 5 average rating, 15 reviews

Amazing Retreat Outdoors+Indoors

A cozy living space features a comfortable sofa with decorative pillows, complemented by a wall adorned with woven baskets. Soft sunlight filters through a nearby window, illuminating the area. A green plant adds a touch of nature, while a simple coffee table completes the setup.

4.95 out of 5 average rating, 88 reviews

Cozy Townhouse close to WFU!

A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.

4.96 out of 5 average rating, 85 reviews

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

4.91 out of 5 average rating, 90 reviews

An aerial view of a spacious backyard reveals a large blue swimming pool surrounded by a patio area. The deck is equipped with seating and overlooks vibrant greenery. The house features a sturdy brick exterior with a balcony area providing shaded space.

Home in High Point

Relaxing Getaway w/ Pool,HotTub,Fire Pit, Foosball

4.94 out of 5 average rating, 17 reviews

A spacious outdoor area features a large swimming pool surrounded by lounge chairs. A wooden fence encloses the yard, which includes a play area and accessible pathways. The backdrop displays a multi-story house and lush green trees, all under a vibrant sunset sky.

Home in High Point

Pickleball, Basketball, Movie Theater, King Beds

4.83 out of 5 average rating, 69 reviews

Home in Greensboro

Fun Home w/ Backyard Oasis | Near Downtown GSO!

4.63 out of 5 average rating, 8 reviews

Fun! ArdmoreSuite: Hot Tub Arcades King Bed Coffee

Weekly house rentals

A spacious living area features a neutral decor with a large rug under a glass coffee table. A brown sofa and two armchairs are arranged for seating, while a light-filled dining area is visible in the background. Two lamps add a soft glow to the space.

5 out of 5 average rating, 90 reviews

Good View Bungalow

The living room features a spacious couch adorned with colorful cushions, complemented by a wooden coffee table. A flat-screen TV is positioned nearby, surrounded by a collection of books. A dining table for four is illuminated by natural light from the window.

5 out of 5 average rating, 73 reviews

Updated 1BR cottage on private acre+ lot

A spacious bedroom features a large bed with a wooden headboard adorned with soft linens in light hues. Natural light enters through a large window flanked by greenery. A small table and a chair provide a cozy seating area, enhancing the room's functionality.

5 out of 5 average rating, 21 reviews

Comfortable convenient quaint

A living area features a comfortable sofa facing a mounted flat-screen TV. Natural light enters through two windows, illuminating the hardwood floor. A dining area is visible, furnished with a table surrounded by chairs. Decorative plants add a touch of greenery to the space.

4.98 out of 5 average rating, 59 reviews

3 Bedroom Home Located in Ardmore

A cozy living area features a green armchair and a patterned rug on hardwood flooring. A decorative fireplace with a blue surround is positioned nearby, complemented by artwork on the walls. A small desk with a chair is also visible, creating a functional space.

5 out of 5 average rating, 33 reviews

On the Ave

The cottage features a welcoming blue exterior complemented by a vibrant yellow front door. A well-manicured lawn surrounds the entrance, which is framed by neatly trimmed shrubs and decorative planters. A stone pathway leads to the porch, inviting guests into a cheerful environment.

4.93 out of 5 average rating, 43 reviews

Charming Ardmore w-s house; fam friendly; king bed

4.92 out of 5 average rating, 13 reviews

Sunny Washington Park Cottage

5 out of 5 average rating, 52 reviews

The Deacon Den Studio Basement in Winston-Salem

Private house rentals

5 out of 5 average rating, 12 reviews

4 bedroom 4.5 bath ~ West Salem Neighborhood

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, 35 reviews

Premium Retreat close to WFU w/ Lvl 2 EV Charger

A contemporary exterior showcases a blue wooden structure with multiple large windows, allowing natural light to enter. A cozy seating bench provides a welcoming touch in front, surrounded by greenery. A carport is visible, leading to a gravel driveway lined with pine straw.

4.96 out of 5 average rating, 49 reviews

The Ardmore Chalet

4.99 out of 5 average rating, 68 reviews

The open living area showcases a green sofa paired with a textured chair. A table lamp stands on a side table decorated with tulips and a small stack of books. Soft cushions are arranged on both seating options, enhancing comfort.

Home in West Salem

The Mulberry Cottage

The living room features a comfortable grey sofa and a white loveseat, complemented by a warm orange throw blanket. A coffee table with a glass top sits in the center, while vibrant orange curtains frame the window. A smart TV is positioned on a wooden console along with decorative plants and artwork on the walls.

5 out of 5 average rating, 13 reviews

Quiet 2 bed home close to hospitals & universities

A living area with large windows provides abundant natural light and views of the surrounding greenery. Two brown armchairs and a light-colored sofa are arranged around a round coffee table on a striped area rug, creating a comfortable seating arrangement.

4.92 out of 5 average rating, 71 reviews

Polo Comfort-Wake Forest/Graylyn (3BR, Sunroom)

A comfortable living area features a spacious sofa facing a wall-mounted television. Natural light floods the space, highlighting a decorative lamp and a simple coffee table. A fireplace adds a cozy touch, complemented by dark wooden flooring and light-colored walls.

4.93 out of 5 average rating, 14 reviews

2 Bedroom in West Highlands

A modern kitchen showcases light gray cabinetry and sleek stainless steel appliances. Open shelves display decorative items and tableware, while a window allows natural light to brighten the space. A spacious island with a white countertop provides additional workspace and seating.