
Family-friendly vacation 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.
Vacation rentals for every style
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Popular amenities for Jamestown family-friendly rentals
Family-friendly home rentals with a hot tub

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

Kernersville Sleep 20 I King Beds I Arcade I 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 I Firepit I HotTub I Arcade I KingBed
Everything worked out great!

Kernersville I KingBed I HotTub I Arcade I Firepit
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 Exec Suite I Fully Fenced I Kid-Friendly
Very nice place to relax. Very comfortable space
Family- and pet-friendly home rentals

Courtyard Cottage Safe Parking! No pet fees!
She is a wonderful person and let us feel right at home. Tgank you so very much. Enjoyed chatting with you....ride a harley...lol

ORCHID OASIS 1-B Apt near Baptist Hospital
This stay was absolutely amazing! The place was peaceful, beautifully maintained, and truly worth every penny. The surrounding locations made it the perfect getaway, and I would definitely stay here again. Highly recommend!

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
We stayed at David's place so we could be close to our daughter while she was giving birth to her first child and our 3rd grandchild at Atrium Health Baptist Hospital. The place was great and fit all of our needs. David was a great host and worked with us to ensure that both us and, indirectly, our daughter had a stress-free environment and experience. If you are looking for a great place to stay, with a host that is willing to go above and beyond, look no further. If I ever need to return to Winston-Salem, I will be looking this place up and booking it if it is open.

Cedar Shake Cottage
We loved our stay here! Susan and Jeff were very nice and responsive. The house and surroundings were beautiful!

"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
Owner was very accommodating to our special needs. Perfect location for visiting a student from Wake, easy walk to campus and off campus housing. Safe, pretty neighborhood.

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
Tony’s place was exactly like the pictures. The location is awesome, peaceful and well decorated throughout. Tony is top-notch, and won’t think twice about booking one of his properties on the next trip to NC! ⭐️⭐️⭐️⭐️⭐️

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 vacation rentals that are family-friendly in Jamestown
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
1.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Hanging Rock State Park
- North Carolina Zoo
- Morrow Mountain State Park
- Old Town Club
- Greensboro Science Center
- Dan Nicholas Park
- Starmount Forest Country Club
- Sedgefield Country Club
- Pilot Mountain State Park
- Olde Homeplace Golf Club
- Wet'n Wild Emerald Pointe Water Park
- Meadowlands Golf Club
- Divine Llama Vineyards
- International Civil Rights Center & Museum
- Gillespie Golf Course