Pet-friendly vacation rentals in Winston-Salem

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Top-rated pet-friendly home rentals in Winston-Salem

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.94 out of 5 average rating, 160 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

Guest favorite
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.
Home in Winston-Salem
4.9 out of 5 average rating, 346 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)

Top guest favorite
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.
Apartment in Downtown Winston-Salem
4.95 out of 5 average rating, 195 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.

Top guest favorite
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.
Home in Winston-Salem
4.98 out of 5 average rating, 123 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.

Guest favorite
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.
Home in Winston-Salem
4.96 out of 5 average rating, 209 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.

Top guest favorite
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.
Guest suite in Winston-Salem
4.96 out of 5 average rating, 209 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.

Top guest favorite
A spacious outdoor area is surrounded by colorful autumn foliage, featuring two distinct buildings. One structure is a single-story unit with a covered entrance, while the other is a two-story building with large windows. A sign in the foreground indicates that pets are welcome and there are no cleaning fees.
Guesthouse in Clemmons
4.97 out of 5 average rating, 288 reviews

Bee Happy- Studio & Pets Welcome- No cleaning Fees

Welcome to the "Bee Happy" a self-check in retreat for anyone needing a clean, peaceful retreat to rest a weary head, visit locally or just get away from it all. Pets are always welcome and are as pampered as our guests (Please read our important Pet Policy below). Our large, private outdoor deck is complete with a small side yard and fenced for your pet's safety. Our neighborhood is beautiful, secluded and in a perfect location that is close to I-40, Parks, restaurants.

Top guest favorite
Cottage in Winston-Salem
4.98 out of 5 average rating, 121 reviews

Sleepy Bee Cottage, simple charms, near WFU

It feels like the countryside within city limits on shared property with owners home. The cottage has views of the acre+ woodland behind and a garden in front. Beyond the property there is a Duke Power easement and a ravine. There is ample, well-lit parking and a fenced dog yard. There is a small seating area out front under the shade of a dogwood tree. Smoking is NOT allowed on the property. Additional fees will be charged for violation of this rule.

Guest favorite
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.
Hotel room in Winston-Salem
4.92 out of 5 average rating, 203 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!

Top guest favorite
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 West Salem
4.89 out of 5 average rating, 897 reviews

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!

Guest favorite
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
5 out of 5 average rating, 101 reviews

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!

Top guest favorite
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.
Home in Winston-Salem
4.93 out of 5 average rating, 215 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.

Popular amenities for Winston-Salem pet-friendly home rentals

When is the best time to visit Winston-Salem?

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Avg. priceﺩ.ﺇ404ﺩ.ﺇ400ﺩ.ﺇ400ﺩ.ﺇ419ﺩ.ﺇ422ﺩ.ﺇ400ﺩ.ﺇ397ﺩ.ﺇ400ﺩ.ﺇ400ﺩ.ﺇ437ﺩ.ﺇ419ﺩ.ﺇ404
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Quick stats about vacation rentals that are pet-friendly in Winston-Salem

  • Total vacation rentals

    Explore 400 vacation rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 20,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Winston-Salem vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winston-Salem rentals

  • 4.8 Average rating

    Winston-Salem stays are highly rated by guests—averaging 4.8 out of 5!

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