Family-friendly vacation rentals in Winston-Salem

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Winston-Salem

  • Total vacation rentals

    Explore 560 vacation rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 29,630 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 300 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wi-Fi availability

    560 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!

Top-rated family-friendly rentals in Winston-Salem

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

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Guest favorite
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.
Home in Winston-Salem
4.99 out of 5 average rating, 235 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

KitchenIndoor spacesTV

Top guest favorite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.98 out of 5 average rating, 353 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

FamilyIndoor spacesWifi

Top guest favorite
The living area features a warm wooden interior with a stone fireplace at its center. A Chesterfield leather sofa and armchairs surround a rustic coffee table, positioned on an intricately patterned area rug. A spiral staircase leads to the upper level, with natural light streaming in from the adjacent deck.
Cabin in Winston-Salem
4.98 out of 5 average rating, 122 reviews

Black Bear Cabin - 3BR/2BA - Fire Pit, Arcade

This picturesque log cabin home offers a mountain-like escape, just a short drive from the city where towering pines and abundant fresh air surround you. With vaulted ceilings, a stone fireplace and beautiful exposed beams, the home radiates charm. Settle in for a night around the firepit, play the arcade & pool table or cozy up by the fire with a good book. You’ll be only 4 mins from a supermarket and only 20 minutes from the heart of the city giving you the ultimate city break getaway.

Indoor spacesFamilyDecor

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
4.89 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)

Indoor spacesFamilyLaundry

Top guest favorite
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.
Home in Winston-Salem
4.92 out of 5 average rating, 146 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!

Indoor spacesFamilyHospitality

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
4.96 out of 5 average rating, 198 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!

Indoor spacesKitchenSleep quality

Guest favorite
An open living and kitchen area is highlighted by a modern design and rich hardwood floors. A comfortable sofa and stylish chairs are arranged around a wooden coffee table. A bar seating area features stools near the kitchen, where sleek appliances and overhead lighting are visible.
Apartment in Ardmore
4.91 out of 5 average rating, 105 reviews

Stylish 1BR Apt w/KING Bed in Central Location

Come stay in this newly renovated, beautiful apartment located just 1,500 feet from Baptist Hospital and 1 mile from downtown. Seasoned hosts will ensure that every amenity you need and desire is provided. This sparkling, clean apartment allows for the chance to get away while still providing the comforts of home. A first floor apartment, it has a large, open kitchen with brand new appliances and all the utensils, pots/pans, small appliances - and even spices- you need to make any meal!

KitchenIndoor spacesAccess

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, 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.

KitchenFamilyHeating

Top guest favorite
A comfortable living space features a small round table accompanied by two chairs and a kitchenette in the corner. A spacious bed is visible, with soft bedding draping over it. Natural light enters through the windows, and a full-length mirror is mounted on the wall.
Guesthouse in Ardmore
4.99 out of 5 average rating, 108 reviews

Rosewood Carriage House

Enjoy a relaxing stay at this peaceful and centrally-located space. Cannot beat location! Only a 1/2 mile from Atrium WFU Baptist Medical Center, 3 miles to WFU and Reynolda Village, minutes from downtown and Forsyth Medical Center. Walkable to Thruway shopping center restaurants and shops. Fully equipped kitchenette, brand new bathroom, and king size bed with luxury bedding. The private back patio feels cozy and secluded even in the middle of a bustling neighborhood.

FamilyIndoor spacesNearby

Top guest favorite
A recreational area features a spacious pool table centered beneath three pendant lights. Surrounding walls display various signs and memorabilia, including a dartboard. Two high-backed chairs are positioned at the side, and natural light filters in through a window with closed blinds.
Guest suite in Winston-Salem
4.98 out of 5 average rating, 656 reviews

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for couples' getaways, solo adventurers, and business travelers looking for a unique experience.

Indoor spacesKitchenHiking

Top guest favorite
An inviting kitchen area features modern appliances, including a stainless steel refrigerator and microwave. A granite-topped island with two black stools provides space for dining or preparation. Wooden shelves showcase dishware against a white tiled backsplash, complemented by warm wood cabinetry and natural light from a window.
Apartment in Ardmore
4.98 out of 5 average rating, 126 reviews

Bright and refreshing apartment in Ardmore

Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

KitchenFamilyHeating

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
4.93 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!

KitchenIndoor spacesSleep quality

Popular amenities for Winston-Salem family-friendly rentals

Destinations to explore