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, 159 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, 345 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 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
4.97 out of 5 average rating, 156 reviews

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!

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
4.84 out of 5 average rating, 257 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

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
4.96 out of 5 average rating, 191 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 Buena Vista
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.

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, 206 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, 287 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.

Guest favorite
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
4.9 out of 5 average rating, 199 reviews

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.

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 cozy bedroom is presented, featuring a spacious bed adorned with a rust-colored quilt. A decorative lamp casts light beside a dark wood nightstand, accentuated by sculptural art pieces on display. A soft texture of a woven rug completes the inviting atmosphere.
Apartment in Winston-Salem
4.95 out of 5 average rating, 319 reviews

West Salem Art Hotel, "Art"partment #1

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

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, 214 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,338 GYDG$20,920 GYDG$21,338 GYDG$23,848 GYDG$24,058 GYDG$22,802 GYDG$22,593 GYDG$22,802 GYDG$22,802 GYDG$24,894 GYDG$23,848 GYDG$23,012 GYD
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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 G$4,184 GYD 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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