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Pet-friendly holiday rentals in Winston-Salem

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Quick stats about holiday rentals that are pet-friendly in Winston-Salem

  • Total holiday rentals

    Explore 430 holiday rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem holiday rentals start at €17 per night before taxes and fees

  • Verified guest reviews

    Over 21,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    410 of Winston-Salem holiday rentals include wifi 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!

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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Top guest favourite
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 Winston-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

4.94 out of 5 average rating, 172 reviews
Top guest favourite
A living area features hardwood flooring and natural light from multiple windows. A comfortable sofa with decorative pillows faces a simple coffee table and a modern TV stand. A bright accent chair adds a pop of colour, creating a welcoming space.
Home in Winston-Salem

House in Washington Park, historic Winston-Salem

I love my neighborhood! Brand New Location for me! Relax with the family at this peaceful place to stay! If you are just passing through or traveling for work, this is the perfect place for you! Located in Washington Park (which is just 2 miles from Downtown), you will have easy access to all Winston has to offer! I also own Hoots Beer Company, and I will be happy to give you a beer tasting! If you see a concert you want to attend at my place, a free ticket is on me! Side note: NO PARTIES!

4.97 out of 5 average rating, 207 reviews
Top guest favourite
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.
Flat in Winston-Salem

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.

4.96 out of 5 average rating, 211 reviews
Top guest favourite
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

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.

4.98 out of 5 average rating, 128 reviews
Guest favourite
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.
Home in Winston-Salem

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

4.86 out of 5 average rating, 125 reviews
Guest favourite
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

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.

4.96 out of 5 average rating, 230 reviews
Top guest favourite
Home in Winston-Salem

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.

4.93 out of 5 average rating, 118 reviews
Guest favourite
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

🌹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!

4.93 out of 5 average rating, 214 reviews
Guest favourite
A comfortable bedroom presents a spacious bed dressed in earthy-toned linens, flanked by two vibrant red nightstands. Above the bed, a modern piece of abstract art adds visual interest, while natural light filters in, highlighting the soft textures of the bedding.
Townhouse in Winston-Salem

Heart of Winston - Walk to Stadium/ Close to WFU.

Prime Location, Comfort, and Convenience Await You! Experience the ease of front door parking, indulge in the luxury of a premium Serta & Bessatt mattress paired with high-quality linens, unwind with smart TVs equipped with Netflix. When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums. - 5 min drive to Reynolda village.

4.93 out of 5 average rating, 106 reviews
Guest favourite
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

"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.

4.93 out of 5 average rating, 229 reviews
Top guest favourite
The spacious living area showcases wooden log walls and a warm atmosphere. A stone fireplace is centrally located, with a patterned area rug beneath a comfortable sofa. Large windows allow natural light to illuminate the room, while rustic decor complements the cabin's character.
Cabin in Winston-Salem

Majestic Getaway near Wake Forest University

Our unique Cabin is a 3 bd, 3 ba and family/tv room w/comfy sofa bed for a fourth bedroom option. Wifi and streaming platforms available for you to sign into if you have your own account. We provide fully equipped kitchen, laundry, large porches, great coal grill and wonderful secludedness. Lovely for a small family get together to a magical staycation!

4.96 out of 5 average rating, 233 reviews
Guest favourite
A bright living room features a cozy seating arrangement with a light-colored sofa and two blue armchairs. A wooden coffee table rests on a soft area rug, while a wall clock adds a decorative touch. Natural light streams in through the window, enhancing the space.
Home in Winston-Salem

Modern Craftsman *Pet-Friendly* Near Downtown

Newly renovated craftsman bungalow in a quiet historic neighborhood in Winston Salem. Casa Patria is conveniently located to major highways, shops, restaurants & entertainment. Just 4 min from UNC school of the arts, 7 minutes from Downtown, Atrium Baptist Hospital, Forsyth Medical Center, and 15 mins from Wake Forest University.

4.93 out of 5 average rating, 122 reviews

Popular amenities for Winston-Salem pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Superhost
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 Winston-Salem

Comfort & Convenience in this 3BR Brick Ranch

4.91 out of 5 average rating, 153 reviews
Top guest favourite
A welcoming white house is set against a backdrop of lush greenery, featuring a gently sloping driveway. The entrance is framed by dark window shutters and flower planters, complemented by a large tree providing shade.
Home in Winston-Salem

THE GUEST HOUSE

5.0 out of 5 average rating, 126 reviews
Guest favourite
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

4.95 out of 5 average rating, 215 reviews
Top guest favourite
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.
Home in Winston-Salem

Wake Forest - Clean! Comfy! Spacious!

4.94 out of 5 average rating, 116 reviews
Top guest favourite
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

4.99 out of 5 average rating, 175 reviews
Guest favourite
The kitchen features modern cabinetry in deep blue, complemented by a spacious island with a granite countertop. Four stylish stools are positioned at the island. A stainless steel range hood and various kitchen appliances are visible, alongside decorative plants enhancing the space.
Home in Winston-Salem

La Casita:Cozy, Charming Home Near WFU. 2King Beds

4.92 out of 5 average rating, 249 reviews
Top guest favourite
A charming Craftsman home, built in 1928, is surrounded by a lush lawn and mature trees. The front porch, adorned with a welcoming heart decoration, features white railings and overlooks vibrant shrubs. An American flag stands proudly in the front yard, enhancing the tranquil setting.
Home in High Point

Like living in the country, but right in town...

4.93 out of 5 average rating, 233 reviews
Superhost
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.
Home in Winston-Salem

Tiny tiny house from 1930 near Wake

4.82 out of 5 average rating, 267 reviews

Pet-friendly home rentals with a pool

Top guest favourite
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

4.91 out of 5 average rating, 295 reviews
Guest favourite
A spacious living area features a dark sectional sofa complemented by a patterned ottoman. A small blue stool provides additional seating. Shelves are mounted on the walls, holding decorative items. Light permeates through window treatments, enhancing the overall brightness of the room.
Townhouse in Winston-Salem

Cozy & Convenient

4.92 out of 5 average rating, 12 reviews
Guest favourite
Townhouse in Greensboro

Bridford & Co.

4.93 out of 5 average rating, 56 reviews
Guest favourite
Home in Kernersville

Private Pool; HotTub; Game Room; Gym

4.96 out of 5 average rating, 47 reviews
Superhost
Townhouse in Greensboro

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

4.9 out of 5 average rating, 83 reviews
Guest favourite
Guest house in Clemmons

Guest House at Tall Tree Manor

4.84 out of 5 average rating, 19 reviews
Top guest favourite
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

4.9 out of 5 average rating, 71 reviews
Guest favourite
Townhouse in High Point

2B/1.5B townhome cls to HPU/FRN Mkt Wth King bed

4.97 out of 5 average rating, 63 reviews

Private, pet-friendly home rentals

Top guest favourite
Cottage in Winston-Salem

Sleepy Bee Cottage, simple charms, near WFU

4.99 out of 5 average rating, 138 reviews
Top guest favourite
The bedroom features a spacious bed dressed with soft linens, flanked by two nightstands with lamps. Large windows are adorned with light curtains, allowing natural light. A cozy area rug lies beneath a vintage bench, while an antique mirror adds character to the room.
Flat in Winston-Salem

Light & Bright West Salem 2nd Floor Apartment

4.9 out of 5 average rating, 107 reviews
Guest favourite
A cozy living area is highlighted by a large sectional sofa adorned with various cushions. Natural light filters in through a window, complementing the wooden walls. A television is mounted on the wall, while a small plant and decorative items enhance the space's warmth.
Cabin in Winston-Salem

Cozy A-Frame Minutes from WFU!

4.88 out of 5 average rating, 84 reviews
Guest favourite
Home in Winston-Salem

Winston-Salem Oasis *5 bedrooms*

4.94 out of 5 average rating, 31 reviews
Guest favourite
A bright living area features a light blue sofa with decorative pillows positioned across from two soft grey armchairs. A woven basket sits beside a rug on polished wooden floors. A full-length mirror and a dark wood console add to the room's welcoming ambiance.
Home in Ardmore

Fenimore's Finest

4.96 out of 5 average rating, 53 reviews
Top guest favourite
Apartment in Winston-Salem

West End Charm

4.88 out of 5 average rating, 52 reviews
Guest favourite
The bedroom features a spacious bed with white linens, complemented by two bedside lamps on wooden nightstands. A wall-mounted TV is positioned opposite the bed. Natural light filters through the window blinds, illuminating the light gray shiplap walls and the wooden dresser in the corner.
Flat in Winston-Salem

West highland haven

4.98 out of 5 average rating, 50 reviews
Top guest favourite
An open living space is presented, featuring a leather couch and a round dining table accompanied by four chairs. A kitchen bar with three stools is visible in the background. Natural light is allowed through stylish shuttered windows, highlighting the original stained concrete floor.
Flat in Winston-Salem

Historic stylish downtown condo, with free parking

5.0 out of 5 average rating, 37 reviews

When is the best time to visit Winston-Salem?

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