Pet-friendly vacation rentals in Winston-Salem

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, 168 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

PetsWalkabilityFamily

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, 358 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)

WalkabilityOutdoor spacesBathroom

Apartment in Winston-Salem

A vibrant outdoor space features several tables and umbrellas in blue, pink, and red shades. Green vines cascade from the second-floor balcony, complemented by a large red umbrella, creating a refreshing atmosphere. The textured white wall serves as a backdrop for this inviting area.

4.96 out of 5 average rating, 209 reviews

K obscura

Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

PetsOutdoor spacesCheck-in

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.

Outdoor spacesWalkabilityFamily

4.98 out of 5 average rating, 133 reviews

Cottage in Winston-Salem

Sleepy Bee Cottage, simple charms, near WFU

Feels like the countryside within city limits. This cottage sits on shared property with the owners’ home and overlooks more than an acre of woodland, with a small garden just out front. Beyond the energized deer‑protection fence lies a Duke Energy easement and a wooded ravine, giving the property a quiet, tucked‑away feel. Guests have ample, well‑lit parking, along with access to a fenced dog yard. A small seating area beneath a mature dogwood tree offers a peaceful spot to relax.

Outdoor spacesWalkabilityCondition

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, 225 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.

Outdoor spacesWalkabilityQuiet

4.96 out of 5 average rating, 102 reviews

Idlewilde Cottage | 2BR | Walk to WFU | EV Charger

96 guests have stayed at this modern 2BR cottage at 4.97★ — and they keep coming back. Walk to Wake Forest University, minutes to downtown Winston-Salem, Reynolda Village, Old Salem, and Yadkin Valley wineries. Quiet neighborhood, large shared backyard, private entrance, Level 2 EV charger on-site, fast 125 Mbps wifi, and a dedicated workspace. Sleeps 6 across 2 queen bedrooms plus sofa bed. Pet-friendly. Ideal for parents weekend, graduation, game days, and wine country trips.

WalkabilityPetsFamily

Guest suite in Winston-Salem

A spacious bathroom features a large jetted tub set against bay windows, providing natural light. Dual sinks are positioned on a granite countertop, while a potted plant adds a touch of greenery. Black and white patterned flooring contrasts with the light-colored walls.

4.96 out of 5 average rating, 226 reviews

Entire COZY Unit - 3 min walk to WFU.

Welcome to your cozy - little nest. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 5 min walk to WFU Campus. - 5 min drive to Downtown. - 3 min drive to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

WalkabilityOutdoor spacesNearby

Hotel room in Winston-Salem

A vibrant entrance hallway is adorned with a large floral mural painted in warm tones of orange, green, and blue. A modern dark door serves as the focal point. Soft lighting from a nearby wall sconce highlights the artistic elements, enhancing the space's unique character.

4.93 out of 5 average rating, 214 reviews

🌹Rose Room Apartment, West Salem Art Hotel

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is in a 1931 historic brick building, a stone's throw from Downtown Winston-Salem and a 3-minute walk to Truist Ballpark! It is so close to downtown without all the city noise, and it is located in the middle of a peaceful urban garden! Free Parking! A short walk away from W-S's best eateries/entertainment! Private, unique, and Clean!

Outdoor spacesWalkabilityBathroom

4.9 out of 5 average rating, 915 reviews

The kitchen features rustic wooden cabinetry and a large central island with matching wooden benches. Stainless steel appliances are included, with a microwave and stovetop visible. Pendant lights illuminate the space, creating a warm and welcoming atmosphere.

Cabin in Winston-Salem

Log Cabin in the city

READ ENTIRE LISTING! NO PARTIES/ GATHERINGS. Only the guests on the reservation are allowed to be on my property. The listing is the entire UPPER LEVEL of my log cabin, conveniently located a mile from Downtown Winston-Salem! The back yard is surrounded by woods and a privacy fence! Very unique and you will never find a log cabin in the middle of the city like this. Huge, great and clean bang for the buck!

PetsOutdoor spacesDecor

4.98 out of 5 average rating, 110 reviews

A newly built cabin is nestled among tall trees, showcasing large windows that provide a glimpse of the interior. A gravel path leads to the entrance, surrounded by lush greenery and forest elements. The cabin's wooden structure blends harmoniously with the natural surroundings.

Cabin in Winston-Salem

The Red Door Cabin

Kick back and relax in this calm, stylish space! This little cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for short term guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!

Outdoor spacesPetsBeach

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, 226 reviews

"Deacon House" 3 bedrooms

Looking for a place to stay in Winston Salem? Check out this 1,315 sqft. single family home that has 3 bedroom and 2 full bath. It has its own driveway with 2 car garage attached and fenced in backyard, guest occupy the entire house except the attic. It is just a few minutes away from downtown, Wake Forest University, Reynolda Garden, LJVM coliseum, Starbucks and grocery stores.

PetsOutdoor spacesHeating

Popular amenities for Winston-Salem pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

4.78 out of 5 average rating, 67 reviews

An overhead view captures the spacious outdoor area featuring a heated pool, surrounded by lounge chairs. A stone fire-pit is positioned in the corner, while the large lawn area offers ample space for outdoor activities. The house, with a well-defined layout, complements the inviting landscape.

Home in Jamestown

Hot tub | Fire-pit | Pool Table | Heated Pool

WalkabilityOutdoor spacesNearby

4.9 out of 5 average rating, 70 reviews

The exterior of a newly renovated two-story home is highlighted, featuring a wrap-around porch and a symmetrical layout. The porch is bordered by manicured shrubs and small trees. Stairs lead to the central entrance, while large windows add natural light to the façade.

Home in Belews Creek

Belews Lake Paradise

PetsWalkabilityComfort

4.75 out of 5 average rating, 53 reviews

Townhouse in Greensboro

Modern Executive Townhome • Sleeps 6•Pool•FastWiFi

WalkabilityPetsCheck-in

4.82 out of 5 average rating, 17 reviews

Guesthouse in Clemmons

Guest House at Tall Tree Manor

PetsOutdoor spacesKitchen

4.78 out of 5 average rating, 18 reviews

A serene landscape is depicted, featuring a grassy field enclosed by a wooden fence. Lush green trees line the background, with a soft pink hue from a sunrise visible in the sky, creating a calm and inviting outdoor space.

Home in Walnut Cove

Cozy Country Cottage

WalkabilityOutdoor spacesQuiet

4.91 out of 5 average rating, 292 reviews

A serene view of a green landscape is provided from a covered porch. Two rocking chairs face an open yard with a small table, leading toward a rustic building in the background. A prominent mountain peak is visible in the distance under a partly cloudy sky.

Farm stay in Pinnacle

Beautiful Retreat at Pilot Mountain Vineyards

Outdoor spacesWalkabilityBiking

4.9 out of 5 average rating, 83 reviews

Townhouse in Greensboro

Modern Luxury Home (Towel Warmers, Wi-Fi, Coffee)

Outdoor spacesGetting aroundNearby

5 out of 5 average rating, 44 reviews

Apartment in Thomasville

Lazy Oak Lane Peace & Quiet

Outdoor spacesPetsIndoor spaces

Pet-friendly home rentals with a hot tub

5 out of 5 average rating, 7 reviews

Private Hot Tub Retreat | King Bed | Outdoor Oasis

Outdoor spacesWalkabilityKitchen

4.95 out of 5 average rating, 463 reviews

The cottage features a charming two-tone exterior, with a green metal roof and light-colored walls. A spacious lawn surrounds the building, and a porch provides a welcoming entrance. Mature trees and wildlife can be seen in the background, enhancing the cottage's serene setting.

Farm stay in Greensboro

Arya’s cottage with a loft & jacuzzi

WalkabilityPetsHeating

4.86 out of 5 average rating, 28 reviews

A spacious living area features modern seating options and a glass coffee table. A large television is mounted on the wall, displaying a scenic mountain view. Bright green walls add a vibrant touch, while natural light illuminates the marble flooring.

Home in High Point

Best Kept Secret in High Point | Private Chef!

PetsAmenitiesCondition

4.94 out of 5 average rating, 34 reviews

A modern kitchen with an open layout features white cabinetry, stainless steel appliances, and a dining area with a wooden table set for four. Nearby, a cozy seating area is surrounded by lush greenery, complemented by a unique hanging chair. A private hot tub offers relaxation, while a game table displays arcade-style skee ball.

Home in Ardmore

Close To Winston Hospitals;Game Room & Hot Tub

PetsWalkabilityCheck-in

4.88 out of 5 average rating, 190 reviews

Home in High Point

Luxury 4BR High Point Retreat | Hot Tub | BBQ

PetsOutdoor spacesGrill

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, 25 reviews

Amazing Retreat Outdoors+Indoors

PetsWalkabilityParks

4.98 out of 5 average rating, 115 reviews

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.

Home in Greensboro

Unsought discoveries await you! Serendipity

WalkabilityOutdoor spacesCleanliness

4.99 out of 5 average rating, 73 reviews

The exterior of a charming house is featured, showcasing a covered entryway with arched doors and large windows. Lush greenery and vibrant foliage surround the entrance, enhancing the inviting aesthetic of the property.

Home in Greensboro

Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home

PetsOutdoor spacesCheckout

Pet-friendly house rentals

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

WalkabilityPetsValue

4.99 out of 5 average rating, 175 reviews

A spacious living room features comfortable seating arranged around a central coffee table. Natural light fills the room, highlighting a modern wood stove and decorative art pieces on the walls. A doorway leads to additional areas of the home, inviting exploration.

Home in Lewisville

The Poet's House, Luxury and Solitude on 100 acres

PetsWalkabilityNearby

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.

4.82 out of 5 average rating, 267 reviews

Tiny tiny house from 1930 near Wake

PetsWalkabilityCondition

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, 123 reviews

Downtown Charm, 3 Bdr, Near Rest and Bars

Outdoor spacesWalkabilityAmenities

4.92 out of 5 average rating, 26 reviews

Home in Ardmore

Pet friendly 3BR w/park view and fenced yard

PetsOutdoor spacesGetting around

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, 115 reviews

Wake Forest - Clean! Comfy! Spacious!

Outdoor spacesTVCheckout

A spacious living area is visible, featuring a dining table surrounded by chairs and a nearby bar with stools. Art pieces adorn the walls, with a ceiling fan above providing comfort. A mix of natural and overhead lighting enhances the open layout.

4.92 out of 5 average rating, 116 reviews

Proximity and Privacy

PetsWalkabilityQuiet