Family-friendly vacation rentals in Summerfield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Summerfield family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Train in Fancy Gap
4.87 out of 5 average rating, 77 reviews

#Depot - Grassy Creek Cabooses

KayRating, 5 stars1 month ago
This is the second time that we have stayed with Donnie. The first time was in one of the cabooses. This time we stayed in The Depot. Both of these places were as described and pictured! I had good enough phone service that we did not miss having WiFi and there was cable for television. I had two children with me, an eight year old and a twelve year old, and they were both fine there! And we could look out the front door and see Buffalo Mountain. Because of Hurricane Helene damage, we did not get to go there but it was not for lack of trying! Sunday morning before we left, I got to see a deer in the pasture behind the depot! And some beautiful sunrises!
Superhost
Train in Fancy Gap
4.9 out of 5 average rating, 172 reviews

#042 - Grassy Creek Cabooses

MistyRating, 5 stars2 months ago
We wanted to do something unique & different for our anniversary & this did NOT disappoint. From the “main” road you can see the 3 red cabooses up on the hill & our hearts smiled. They recently had storms & we could see where the flood waters deteriorated the sides of the driveway but it was still wide enough for us to pass another small vehicle if needed. Office Check in was a breeze and took less than five mins before we were standing in our getaway train(caboose) which is on a real track! We were the only ones staying this weekend but if others were present, there was plenty of room. Our furbabies throughly enjoyed having a large field in front of the cabooses to run in. The views from the swings were breathtaking especially during the sunsets. Once Inside, we enjoyed the comforts of home (except for a stove). The hotness of the water & the relaxing hot tub added to our experience. Some things were dated but that is to come with the territory. We hope to visit again in the fall.
Guest favorite
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 Kernersville
4.75 out of 5 average rating, 80 reviews

SuiteLife • King Bed • Grill • Hot Tub • Games

C.Rating, 5 stars1 day ago
Nice place! Really responsive hosts! Super quiet neighborhood!
Guest favorite
Train in Fancy Gap
4.9 out of 5 average rating, 300 reviews

#407 Grassy Creek Cabooses

D.H.Rating, 5 stars4 months ago
Beautiful location, place as described. Jacuzzi was great. Lots of hot water. Good water pressure, good shower. Bed was comfortable. Donnie was helpful and responsive.
Top guest favorite
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 :)
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 favorite
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!!

Family- and pet-friendly home rentals

Guest favorite
Guesthouse in Winston-Salem
4.93 out of 5 average rating, 847 reviews

Courtyard Cottage Safe Parking! No pet fees!

WilliamRating, 5 stars3 days ago
Great stay! Whimsical and charming.
Top guest favorite
Home in Mount Airy
4.93 out of 5 average rating, 290 reviews

Laura's Mayberry Home

WesleyRating, 5 stars1 week ago
Location is great especially if you are a fan of the Andy Griffith show. The courthouse is just around the corner. Walk there. The house is clean and everything is well prepared for your visit. The host communicated everything and responded to our inquiries quickly and effectively.
Guest favorite
Home in Winston-Salem
5 out of 5 average rating, 23 reviews

Cedar Shake Cottage

CamilaRating, 5 stars1 day 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!
Top guest favorite
Home in West Salem
5 out of 5 average rating, 278 reviews

Adorable, Stylish near UNCSA and Downtown

JohnRating, 5 stars3 months ago
Nicer than advertised! Beautiful renovation. Cozy even in cold weather!
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!
Guest favorite
Home in High Point
4.83 out of 5 average rating, 155 reviews

Entire house, huge yard, quiet acreage

MichaelRating, 5 stars1 month ago
From our first time walking in the front door we felt at home! Everything was clean and in good repair, the property was nice and relaxing and we made friends with a pair of Canadian Geese! Mike Harrison
Top guest favorite
Tiny home in Thomasville
4.95 out of 5 average rating, 214 reviews

The Shack at Abiding Place - So Cozy and Peaceful

MauraRating, 5 stars4 weeks ago
Sam & Nicki were wonderful, my drive to NC took much longer than expected so I arrived late in the evening. They both were flexible and accommodating. The Shack was very comfortable, bedding, kitchen had everything you could need, great shower. Clean, quiet, peaceful and private. Fresh eggs and water along with new pillows provided with out request, eggs delicious! Woke up to be greeted by a friendly cow, pony and horse. I had to leave early my sister had a sudden heart attack and passed away, Sam and Nicki could not have been more kind. Told me to leave the shack without worry for cleaning it up, although I did my best in such a distraught state. They followed up to make sure I made it back safely and sent kind and comforting words and prayers. I hope I an able to one day revisit and would recommend a stay at the shack should u be in the area. Thank you for your hospitality, flexibility, fresh eggs, and understanding. Bless to have had the opportunity to spend time at the shack 💙🙏
Superhost
Home in Winston-Salem
4.91 out of 5 average rating, 99 reviews

Proximity and Privacy

WilliamRating, 5 stars4 months ago
The location and the house layout were perfect for our Thanksgiving with family. My brother and his family, and my family were very comfortable in the house. The kitchen was very well stocked with cookware and serving dishes. The bathrooms were clean and well stocked with nice bath towels. There were plenty of extra blankets if needed. We appreciated taking walks around the lovely neighborhood, and enjoyed the back porch (even in November). My wife even played the piano a bit. Thank you for sharing that heirloom.

Family-friendly home rentals with a pool

Condo 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!
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.
Guest favorite
Condo in Winston-Salem
4.91 out of 5 average rating, 434 reviews

Sanctuary – 1bedroom & 1bathroom

BreinRating, 5 stars4 weeks ago
Our stay was perfect! Host was very communicative, proactive and professional. We’ll definitely be staying again!
Farm stay in Ararat
4.88 out of 5 average rating, 17 reviews

Laurel Glen Cottage at Wolf Creek Farm

KhanRating, 5 stars22 months ago
Our kids had a great time! Very private location with no ongoing traffic. They played in the front of the cabin all day with no worries from us about vehicles. Great spot to getaway and relax with outdoor activities (fishing, hiking, doing smores).
Top guest favorite
Cabin in Siler City
4.97 out of 5 average rating, 93 reviews

Woodland Retreat with River Access

CRating, 5 stars3 months ago
Great location! Loved the property and peacefulness of the River and tranquility of every view and fire pit.
Top guest favorite
Guesthouse in Winston-Salem
4.95 out of 5 average rating, 368 reviews

Studio 1BR near WFU

Kevin and DianaRating, 5 stars1 week 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 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 .

Quick stats about vacation rentals that are family-friendly in Summerfield

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    800 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore