Family-friendly holiday rentals in Jamestown

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Jamestown family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Kernersville
4.75 out of 5 average rating, 81 reviews

SuiteLife • King Bed • Grill • Hot Tub • Games

C.Rating, 5 stars1 week ago
Nice place! Really responsive hosts! Super quiet neighborhood!
Guest favourite
Home in Kernersville
4.97 out of 5 average rating, 39 reviews

Kernersville • Sleeps 20 • Arcade • KingBeds • Gym

KaylaRating, 5 stars16 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
4.91 out of 5 average rating, 145 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 stars6 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 stars3 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 stars1 week 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
4.57 out of 5 average rating, 35 reviews

Ardmore Suite • Kid-Friendly • Private Fenced Yard

LeviRating, 5 stars2 days ago
Tawny's house was a lovely place to stay while out there for work! it was incredibly clean and ver nice! would highly recommend to anyone! having a park near by was nice for walks and the home was comfortable

Family- and pet-friendly home rentals

Guest favourite
Guest house in Winston-Salem
4.93 out of 5 average rating, 849 reviews

Courtyard Cottage Safe Parking! No pet fees!

Mary KayRating, 5 starstoday
What an adorable place! It is sweet and has everything you need. I’d stay there again in a heartbeat!
Flat in Ardmore
4.71 out of 5 average rating, 141 reviews

ORCHID OASIS 1-B Apt near Baptist Hospital

KaleighRating, 5 stars1 month 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
4.74 out of 5 average rating, 23 reviews

Emerywood family home close to HPU and downtown

JulieRating, 5 stars3 days ago
What a fantastic stay!! Austin’s place is absolutely beautiful! In the heart of High Point - VERY convenient to High Point University. It’s in a lovely older neighborhood - we felt very much at home. It’s incredible to find such a home with such a great location! It’s a beautiful place to relax during HPU events or during market. Austin was very responsive and easy to work with. You won’t go wrong with this one.
Home in Kernersville
4.92 out of 5 average rating, 38 reviews

The Homeplace at Idlewild.

AndreaRating, 5 stars3 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
4.73 out of 5 average rating, 363 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, 23 reviews

Cedar Shake Cottage

CamilaRating, 5 stars1 week ago
We felt so at home as soon as we walked through the door. It was so cozy and homey, and pristinely clean. The street the house is on is wooded and peaceful, so it really felt like a perfect cabin getaway. Susan and Jeff were super responsive and even went out of their way to offer us an early check-in even though we didn’t even request it. Would absolutely stay here again, highly recommend!
Home in Winston-Salem
4.9 out of 5 average rating, 39 reviews

"Kennarda" in Winston-Salem, North Carolina

SueRating, 5 stars31 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, 371 reviews

Studio 1BR near WFU

DeniseRating, 5 stars1 day ago
We had a great stay at Dave's place, very dog-friendly! It was spacious and good for our one-night stay. Our dog had plenty of yard to do her business and sniff around. Due to Dave's clear directions, we had no problem finding the place in daylight. Our event was at night, but we could also find it upon coming back to the apartment. Dave was friendly and welcoming, helping us to feel right at home.
Home in High Point
5 out of 5 average rating, 13 reviews

Peace of Mind

GregRating, 5 stars12 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
4.89 out of 5 average rating, 79 reviews

Henry Connor Bost House

AlbertRating, 5 stars1 month ago
Such a unique and historical home. We really enjoyed the space and being able to flip through the history and all the old books. Very great find.
Guest favourite
Apartment in Winston-Salem
4.91 out of 5 average rating, 434 reviews

Sanctuary – 1bedroom & 1bathroom

BreinRating, 5 stars1 month 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 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

Destinations to explore