Family-friendly holiday rentals in Winston-Salem

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Winston-Salem family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Kernersville
4.75 out of 5 average rating, 79 reviews

SuiteLife • King Bed • Grill • Hot Tub • Games

TimilRating, 5 stars3 months ago
Very cozy, friendly neighbors and the perfect pit stop while waiting to move into my new home.
Top guest favourite
Home in Kernersville
4.97 out of 5 average rating, 39 reviews

Kernersville • Sleeps 20 • Arcade • KingBeds • Gym

KaylaRating, 5 stars15 months ago
Great place to stay in a wonderful neighborhood. Our group felt right at home with the many amenities, cleaniness, and spacious rooms. Host was very helpful & responsive! Would re-book if ever back in the area :)
Guest favourite
Home in Greensboro
4.92 out of 5 average rating, 144 reviews

Remodeled Oasis in the heart of Greensboro

AylaRating, 5 stars1 month ago
The place was beautiful and cozy. Everything was easy to find and the host left easily accessible instructions to all the appliances and lighting
Home in Greensboro
4.72 out of 5 average rating, 29 reviews

Sedgefield Manor

EricRating, 5 stars5 months ago
This is a big House. It has one European style living room and traditional one. It is great. the House got everything. We have a team and everyone satisfied with this beautiful House. I think we will stay here if we have next year travel schedule. Farida is nice in communication.
Guest favourite
Home in Kernersville
4.92 out of 5 average rating, 224 reviews

Kernersville • KingBed • HotTub • FirePit • Arcade

EmilyRating, 5 stars2 weeks ago
The house was beautiful! Lots of room and very relaxing!!
Guest favourite
Home in Kernersville
4.97 out of 5 average rating, 32 reviews

Kernersville • HotTub • FirePit • Arcade • KingBed

KotaRating, 5 stars2 days ago
10/10 this place was awesome! It was comfortable, clean, it felt like home, extremely spacious, and accommodated all of us. Tawny was absolutely wonderful! Definitely couldn’t have asked for a better host. This was our first time EVER using Airbnb so we weren’t sure what to expect. Tawny did an excellent job at making sure we had everything we needed and went above and beyond. She is absolutely amazing! Definitely plan on staying again!
Home in Ardmore
4.58 out of 5 average rating, 31 reviews

Ardmore Suite • Kid-Friendly • Private Fenced Yard

LajadaRating, 5 stars1 month ago
Very nice place to relax. Very comfortable space

Family- and pet-friendly home rentals

Guest favourite
Guest house in Winston-Salem
4.93 out of 5 average rating, 845 reviews

Courtyard Cottage Safe Parking! No pet fees!

DawnRating, 5 stars1 week ago
Great place to stay and very convenient to everything but at the same time very quiet and private. Jennifer was very helpful and responsive.
Flat in Ardmore
4.71 out of 5 average rating, 141 reviews

ORCHID OASIS 1-B Apt near Baptist Hospital

KaleighRating, 5 stars3 weeks ago
The perfect place to stay during my quick trip to Winston Salem! It had everything that I needed to be comfortable for the weekend. The place was clean and quiet.
Home in High Point
4.73 out of 5 average rating, 22 reviews

Emerywood family home close to HPU and downtown

JenniferRating, 5 stars7 months ago
If you’re looking for the typical cookie-cutter, sterile Airbnb experience, this place is not for you. When you check into Austin’s home, expect to feel like a welcome guest at a good friend or family member’s beautiful home. It’s comfortable, charming, and full of character—clearly well-lived in and loved. Every corner has personality, and there’s a warmth that makes you feel right at home. We loved our stay!
Home in Kernersville
4.92 out of 5 average rating, 38 reviews

The Homeplace at Idlewild.

AndreaRating, 5 stars2 months ago
We are incredibly grateful to have found this place and to have met Candy and Gary! Our two years here were nothing short of amazing, and we truly felt like part of the family. We look forward to visiting as often as possible!
Home in Winston-Salem
4.74 out of 5 average rating, 362 reviews

2 Bedroom 1 Bathroom Entire Home

MichaelRating, 5 stars1 month ago
Definitely enjoyed my stay! Don’t have any complaints! Very responsive, will book again soon!
Guest favourite
Home in Winston-Salem
5 out of 5 average rating, 22 reviews

Cedar Shake Cottage

DanielRating, 5 stars4 days ago
Susan and Jeff were very receptive and friendly hosts, willing to assist in a very timely manner. The house is a cozy cottage feel with a lot of quaint decor. The neighborhood is quiet and peaceful and a nice place to walk. There's a lot of nice trails nearby too. A great place for our business trip to Wake Forest.
Home in Winston-Salem
4.9 out of 5 average rating, 39 reviews

"Kennarda" in Winston-Salem, North Carolina

SueRating, 5 stars30 months ago
Lovely home in a fantastic neighborhood. We had a great time staying here with our dog. It was very walkable with excellent restaurants and groceries nearby. The home was quite roomy and included a much appreciated washer and dryer. While the back yard was not fully fenced in, it was landscaped and had a comfortable patio. We enjoyed sitting out there with our pup.
Superhost
Home in High Point
5 out of 5 average rating, 6 reviews

**3 Bdrm Home -Available for Furniture Market**

ErinRating, 5 stars18 months ago
Great place for market!

Family-friendly home rentals with a pool

Apartment in Clemmons
4.92 out of 5 average rating, 169 reviews

2br King-Queen/2ba/Pool/ No cleaning fees!

KevinRating, 5 stars18 months ago
Thaddeus was the best host I have had to date. Over delivered in every category!
Top guest favourite
Guest house in Winston-Salem
4.95 out of 5 average rating, 367 reviews

Studio 1BR near WFU

Kevin and DianaRating, 5 stars3 days ago
If you're like us and dig deep into the reviews, we want to correct some misinformation. The shower is larger than the standard 32", and we took successive unhurried showers and didn't run out of hot water. The location is private and quiet. Real value for the money.
Home in High Point
5 out of 5 average rating, 13 reviews

Peace of Mind

GregRating, 5 stars11 months ago
House was great, pretty private, great pool. Lots of space for the family and there were snacks out for us which everyone really enjoyed. Had everything we needed for our stay. The only negative about the house was listed no pets. But there clearly were pets that lived there. Being highly allergic to animals with fur that probably would have not chosen that location. I needed to medicate the whole time. Other than that the home was what we needed.
Home in Salisbury
4.88 out of 5 average rating, 78 reviews

Henry Connor Bost House

JulieRating, 5 stars4 months ago
Laurie’s home holds so many memories for our family . We had a fabulous trip . Laurie’s home has all the comforts of home . We will stay there as often as we can .
Guest favourite
Apartment in Winston-Salem
4.91 out of 5 average rating, 434 reviews

Sanctuary – 1bedroom & 1bathroom

BreinRating, 5 stars3 weeks ago
Our stay was perfect! Host was very communicative, proactive and professional. We’ll definitely be staying again!
Guest favourite
Home in Salisbury
4.92 out of 5 average rating, 24 reviews

The Cottage at Henry Connor Bost Farm

MelissaRating, 5 stars11 months ago
The cottage is a beautiful escape into an quieter and simpler way of life. Well equipped. Easy commute to the transportation museum, downtown shops and restaurants and wineries. Our second stay, and the whole family had another truly remarkable experience. Will be back 💕

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

  • Total rentals

    550 properties

  • Nightly prices starting at

    £23 before taxes and fees

  • Total number of reviews

    25K reviews

  • Pet-friendly rentals

    260 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

Destinations to explore