
Family-friendly holiday rentals in Jamestown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jamestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Jamestown family-friendly rentals
Family-friendly home rentals with a hot tub

Kville Suite • King Beds • Grill • Hot Tub • Games
Very cozy, friendly neighbors and the perfect pit stop while waiting to move into my new home.

Kernersville • Sleeps 20 • Arcade • KingBeds • Gym
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 :)

Remodeled Oasis in the heart of Greensboro
The place was beautiful and cozy. Everything was easy to find and the host left easily accessible instructions to all the appliances and lighting

Sedgefield Manor
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.

Kernersville • KingBed • HotTub • FirePit • Arcade
The house was beautiful! Lots of room and very relaxing!!

Kernersville • HotTub • FirePit • Arcade • KingBed
My family and I had a wonderful stay in North Carolina! The home was clean, comfortable, and well-equipped. The hosts were fantastic—quick to respond and very helpful. Highly recommend and would definitely stay here again!

Ardmore Suite • Kid-Friendly • Private Fenced Yard
Very nice place to relax. Very comfortable space
Family- and pet-friendly home rentals

Courtyard Cottage Safe Parking! No pet fees!
Great place to stay and very convenient to everything but at the same time very quiet and private. Jennifer was very helpful and responsive.

ORCHID OASIS 1-B Apt near Baptist Hospital
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.

Emerywood family home close to HPU and downtown
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!

The Homeplace at Idlewild.
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!

2 Bedroom 1 Bathroom Entire Home
Definitely enjoyed my stay! Don’t have any complaints! Very responsive, will book again soon!

Cedar Shake Cottage
Such a quiet and lovely place to stay. Very artsy and eclectic. So clean and homy. We will definitely stay here again. The hosts were very responsive and pleasant to deal with.

"Kennarda" in Winston-Salem, North Carolina
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.

Mountain serenity 5 miles from downtown
This wonderful house sits well off the road in a beautiful wooded area of the City. Even though there are houses in the area we never saw or heard any neighbors making it the perfect place for long time friends to gather and catch up for a weekend of golf and good times. Our favorite part of the house was the huge covered outdoor space which is attached directly to the house. We spent pretty much every afternoon and evening out there - enjoying the company and the woods. Susan was so accommodating and did a fantastic job of communicating with us. I would highly recommend this house to anyone looking for a special place to get together with family and friends.
Family-friendly home rentals with a pool

2br King-Queen/2ba/Pool/ No cleaning fees!
Thaddeus was the best host I have had to date. Over delivered in every category!

Studio 1BR near WFU
Nice clean private place in a beautiful location near Wake Forest University

Peace of Mind
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.

Henry Connor Bost House
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 .

Sanctuary – 1bedroom & 1bathroom
Our stay was perfect! Host was very communicative, proactive and professional. We’ll definitely be staying again!

The Cottage at Henry Connor Bost Farm
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 Jamestown
Total rentals
40 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
1.7K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Hanging Rock State Park
- North Carolina Zoo
- Greensboro Science Center
- Wet'n Wild Emerald Pointe Water Park
- Morrow Mountain State Park
- Divine Llama Vineyards
- Old Town Club
- Sedgefield Country Club
- Starmount Forest Country Club
- Pilot Mountain State Park
- Dan Nicholas Park
- Meadowlands Golf Club
- Olde Homeplace Golf Club
- International Civil Rights Center & Museum
- Gillespie Golf Course