House vacation rentals in Winston-Salem

A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table with a geometric pattern is positioned in front, complementing the beamed ceiling. A view of the kitchen area is visible through an archway, enhancing the open floor plan.

4.99 out of 5 average rating, 240 reviews

The Zen Ranch - Spacious Layout with Modern Decor

1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

LocationValueHospitality

A serene winter scene showcases a snow-covered street lined with historic brick buildings. The soft snowfall blankets the ground, creating an even white layer. Street signs and lampposts are visible, contributing to the quiet charm of the neighborhood in Old Salem.

4.92 out of 5 average rating, 205 reviews

Old Salem Restored Moravian Village 1700s

Historical Home in the heart of Old Salem. House includes use of Two Bedrooms and two separate bathrooms, living room, dining room , kitchen and private back porch and patio. Additional small room with single bed. The house is private. Close to Muddy Creek Café, Meridian Restaurant, and Di Lisio's, Italian Restaurant. Private second living area with separate entrance for host below the living quarters. Events, filming and photography require approval. Close to downtown and Salem Lake.

LocationValueCleanliness

5.0 out of 5 average rating, 105 reviews

Buena Vista Bungalow

In the most sought-after Buena Vista Neighborhood, this bungalow is all new, completely renovated, and beautifully decorated! This 1500+ sq ft gem has 3 bedrooms, 2 living spaces, 2 dining areas, a workstation, a furnished patio, and a private backyard. Only 0.8 miles from Grayln, 1.5 miles from Wake Forest, 2 miles from Downtown, and 3 miles from Old Salem. Walkable to bakeries (Bobby Boy's, The Remedy), shops, restaurants (The Porch, 1702), parks, and Joymonger Brewery! All within a mile.

FamilyLocationComfort

4.96 out of 5 average rating, 113 reviews

A spacious living area is showcased with a large blue sectional couch and a patterned ottoman. Natural light enters through a window next to the front door, while a decorative wall piece adds interest above the seating. A cozy area rug lies beneath the furniture.

Home in Ardmore

New in the Heart of Ardmore

The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

LocationFamilyCleanliness

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.

4.94 out of 5 average rating, 172 reviews

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

LocationValueDecor

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, 151 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!

FamilyValueAmenities

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.

4.99 out of 5 average rating, 142 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

LocationValueLayout

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.

4.98 out of 5 average rating, 122 reviews

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

Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

FamilyLocationIndoor spaces

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, 128 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.

ValueLocationLong stay

An open living area is shown, featuring a foosball table in the foreground. A cozy seating arrangement is visible, complemented by a stone accent wall and large windows. Light-colored walls and warm wooden flooring enhance the inviting atmosphere of the space.

4.86 out of 5 average rating, 125 reviews

Downtown Charm, 3 Bdr, Near Rest and Bars

Explore Winston-Salem - our cozy 3-bedroom, 2-bath home, a short walk to bars, restaurants, and a famous brewery. Enjoy stylish comfort with TV-equipped bedrooms, a game area with foosball, and an outdoor fire pit. The fully equipped kitchen and dining area cater to your culinary needs. Located in downtown, it's your ideal base for city adventures. Amenities include WiFi, cable TV, essentials. Perfect for any visit, experience downtown charm and convenience in your home away from home

LocationValueAccess

The main bedroom features a sizable bed with a dark gray throw and neatly arranged towels. Two bedside lamps provide soft illumination beside the bed. The room is complemented by two framed artworks, and a bathroom with glass door access is visible in the background.

4.96 out of 5 average rating, 230 reviews

Beautiful 2 BR home with Office and Game Room

This beautifully decorated 2 bedroom home, part of a duplex, comes with high-speed Internet and Wi-Fi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. The kitchen has all the tools needed to prepare your favorite meals. The TV in the living room includes Disney+. Everything except the game room is on the main level. The back deck is ready for hosting a barbecue, with a view of the backyard and adjoining green space.

FamilyLocationOutdoor spaces

4.93 out of 5 average rating, 118 reviews

Idlewilde Farmhouse | 4BR/3BA Walk to Wake Forest

A modern farmhouse for groups visiting Wake Forest University and The Grounds — 4 bedrooms, 3 full baths, sleeps 10. 106 reviews at 4.93★. Stone fireplace, chef's kitchen, two private bedroom suites, hardwood floors. Walking distance to Allegacy Stadium, Couch Ballpark, LJVM Coliseum, and the new Grounds retail village. Need more space? We also offer this home combined with the back cottage for up to 16 guests with the whole property to yourselves. Pet-friendly. Superhost.

LocationFamilyDecor

Popular amenities for Winston-Salem house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 359 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

FamilyLocationWalkability

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.

4.94 out of 5 average rating, 125 reviews

Cozy Townhouse close to WFU!

ValueLocationAccuracy

4.94 out of 5 average rating, 126 reviews

Home in High Point

Historic Street House/Hot Tub/Splash Pool/Chickens

FamilyValueLaundry

A spacious living room features two velvet sofas in soft pink hues, arranged around a coffee table. A built-in fireplace sits against a light-colored wall, while natural light filters through the blinds, creating a warm atmosphere. A dining area is visible in the background.

4.85 out of 5 average rating, 118 reviews

Townhouse near the Airport

FamilyValueParking

4.96 out of 5 average rating, 25 reviews

Home in Ardmore

Light and Bright Condo w/POOL - WFU, Atrium Hosp

LocationFamilyBathroom

A striped hammock is positioned in the foreground, offering a vibrant contrast against the natural green backdrop. In the background, a sparkling pool is visible, surrounded by lounge chairs and an umbrella, set against a serene, leafy environment.

4.7 out of 5 average rating, 23 reviews

Aqua D’Lux House w/ Pool~4Rms~2kg 2qn 1f beds

LocationValueAccuracy

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.

5.0 out of 5 average rating, 28 reviews

Amazing Retreat Outdoors+Indoors

LocationValueAccuracy

4.96 out of 5 average rating, 47 reviews

Home in Kernersville

Private Pool; HotTub; Game Room; Gym

FamilyLocationIndoor spaces

House rentals with free parking

The inviting exterior of a 1940's cape cod home is framed by lush greenery and blooming azaleas. The brick facade features white shutters and a welcoming front porch. A pathway leads to the entrance, creating a sense of approachability.

4.87 out of 5 average rating, 271 reviews

*CHARMING* 3bd dogfriendly entire HOME close to DT

LocationValueParking

4.95 out of 5 average rating, 215 reviews

A charming cottage is depicted with light blue siding, framed by lush green shrubbery. The porch features a lattice design, and large windows offer a view into the inviting interior. A brick chimney extends from the side, blending rustic elements with a welcoming facade.

Home in Advance

Awakening Path

LocationValueCheckout

A living area is shown with a comfortable blue sofa and yellow accent chairs. A flat-screen TV is mounted on the wall above a low wooden coffee table. The open kitchen features wooden cabinetry and stainless steel appliances, creating a functional living space.

4.86 out of 5 average rating, 501 reviews

House in West Salem, Winston-Salem

LocationValueOutdoor spaces

4.94 out of 5 average rating, 101 reviews

A single-story house is showcased, featuring a welcoming front porch with a white railing. Lush green grass borders the entrance, complemented by well-maintained flower beds. The exterior is painted in a soft green, with several windows allowing natural light to fill the interior.

Home in King

Chickadee McGhee's Countryside Retreat

FamilyLocationGetting around

4.93 out of 5 average rating, 126 reviews

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.

Home in Ardmore

Single Family Ardmore 3 min to Wake Forest Hosp.

FamilyLocationParking

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.

4.91 out of 5 average rating, 153 reviews

Comfort & Convenience in this 3BR Brick Ranch

ValueFamilyBathroom

4.86 out of 5 average rating, 173 reviews

Camilas House

LocationFamilyParking

A spacious dining area features a long wooden table set with red placemats, accommodating multiple guests. The kitchen, visible in the background, is equipped with modern appliances and bar seating. A floral centerpiece adds a touch of elegance to the inviting setting.

4.94 out of 5 average rating, 116 reviews

Wake Forest - Clean! Comfy! Spacious!

FamilyLocationAccess

House rentals with a hot tub

4.89 out of 5 average rating, 306 reviews

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.

Home in High Point

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

FamilyValueCheckout

An open living area is illuminated by natural light, featuring a dining table with blue chairs and a modern kitchen with stainless steel appliances. A vibrant area rug adds color to the wooden floor. A ceiling fan enhances airflow in the spacious layout.

4.98 out of 5 average rating, 117 reviews

Unsought discoveries await you! Serendipity

LocationFamilyBackyard

4.88 out of 5 average rating, 196 reviews

Home in High Point

Luxury 4BR High Point Retreat | Hot Tub | BBQ

FamilyValueKitchen

4.97 out of 5 average rating, 111 reviews

A spacious living area features wooden beams and a stone fireplace, creating a warm environment. Large windows offer views of the lush outdoor landscape. Comfortable seating arrangements include a light-colored sofa, a patterned armchair, and a wooden coffee table, surrounded by natural light.

Home in Summerfield

Lovely Lodge on Horse Farm

FamilyLocationLaundry

The living area features large, arched windows allowing abundant natural light, complemented by a cozy sectional sofa arranged around a central coffee table. A flat-screen TV is mounted above the fireplace. A staircase leads to the upper level, visible in the background.

4.95 out of 5 average rating, 107 reviews

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

LocationFamilyIndoor spaces

An outdoor seating area features comfortable wicker furniture arranged around a central fire pit. A spacious hot tub is positioned beneath a wooden pergola. Nearby, a charcoal grill is ready for use, all surrounded by a serene natural setting with trees and leaves.

4.95 out of 5 average rating, 119 reviews

Hot Tub Hideaway, Cozy Home, Private Workspace

LocationValueOutdoor spaces

4.97 out of 5 average rating, 115 reviews

Guilford Hills: Hot Tub / Fully Fenced / Pets

ValueLocationAccuracy