Family-friendly vacation rentals in Summerfield

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Popular amenities for Summerfield family-friendly rentals

Family- and pet-friendly home rentals

Top guest favorite
Cabin in Pilot Mountain
4.93 out of 5 average rating, 199 reviews

2 bedr 2 baths Custom Log Cabin on Pilot Mtn Farm

TriciaRating, 5 stars1 month ago
This was the most relaxing, peaceful and carefree weekend we have ever had. My husband and our 2 kids and 2 dogs had the most fun, and we didn’t even feel the need to be on our phones or watch tv! The cabin felt like home; so much so, that we didn’t want to leave. My husband and I are already planning a trip back. Carey was an amazing hostess and we are so appreciative that she opened her home to us. The views were breathtaking. We literally sat outside all weekend. We only went inside to cook and sleep. Oh! And we got to enjoy a meteor shower Saturday night! Super awesome!! And, even cooler, there’s a dollar general market at the end of the main road! Coolest thing I’ve ever seen! So you don’t need to bring a bunch of food! We drove 5 hours to come stay here, and honestly, I would drive 10 just to come back. This cabin was every bit of home and we can’t wait to come back!
Guest favorite
Guesthouse in Winston-Salem
4.93 out of 5 average rating, 857 reviews

Courtyard Cottage Safe Parking! No pet fees!

AmandaRating, 5 stars3 weeks ago
Jennifer is an amazing host. The cottage location is wonderful and has everything you need for a great stay. It was super cozy for my pup and I for a week long stay, and the shared backyard space was lovely and private. I had minor issues with getting the tv to work, and Jennifer was super attentive and responsive in helping me get it to work again. 10/10 would recommend and stay again. Thanks!
Top guest favorite
Bungalow in High Point
4.97 out of 5 average rating, 244 reviews

Historic Walker House Adj. to JH Adams Inn

KarenRating, 5 stars1 week ago
We thoroughly enjoyed a long weekend at Michelle’s house while visiting family in the area. The house was as described - very clean, comfortable and well appointed. Easy walking distance to access the High Point Greenway, and close to many restaurants and bars. We would definitely consider Michelle’s house for future stays.
Superhost
Cabin in Pilot Mountain
4.97 out of 5 average rating, 33 reviews

The Hanging Rock Cabin at Luna's Trail

EmmaRating, 5 stars1 week ago
The Hanging Rock Cabin is absolutely beautiful - inside and out. The pics do not do it justice! A great setup for multiple couples and families with children, lots of kitchen supplies and lots of seating outside. The view of Hanging Rock is stunning. We loved walking around the well-groomed trails on the property and fishing at the pond. The restaurant on the property was also excellent - delicious food and cocktails and a great view. Highly recommend!
Guest favorite
Home in Winston-Salem
5 out of 5 average rating, 25 reviews

Cedar Shake Cottage

WillRating, 5 stars1 month ago
Absolutely beautiful space. It is very clear that a lot of intentionality went into crafting such a space. Will definitely be my first pick next time we visit Winston Salem.
Guest favorite
Cabin in Asheboro
4.93 out of 5 average rating, 527 reviews

Peach's Paradise Eco-Cabin & Bath In The City!

SierraRating, 5 stars1 week ago
No actual electricity! Not a problem, but less apparent on listing! They accommodate appropriately (generator charging and a fan to be used and headlamp for walk to bathhouse). Overall, wonderful stay and great - just would like more realistic expectation on listing :)
Guest favorite
Home in High Point
4.84 out of 5 average rating, 158 reviews

Entire house, huge yard, quiet acreage

KorrynRating, 5 stars1 month ago
Very nice home. Chris was quick to respond. Great weekend Thank you for everything
Superhost
Home in Winston-Salem
4.91 out of 5 average rating, 104 reviews

Proximity and Privacy

JoyRating, 5 stars2 days ago
We were here for a tennis tournament! It was the perfect location to places to eat, shop and the courts! The house was perfect size for 7 of us! We enjoyed the outside porch, ( the morning birds singing and the evening breeze was delightful) , the relaxing open area, enjoyed the open kitchen and also enjoyed games from the dining room table! Everything we needed was there! Two bathrooms was adequate! Evan was kind, helpful and professional! Loved the place! And will definitely rent again. Highly recommend!

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 stars20 months ago
Thaddeus was the best host I have had to date. Over delivered in every category!
Guest favorite
Guesthouse in High Point
4.81 out of 5 average rating, 154 reviews

Private cottage, pet-friendly

AlexRating, 5 stars1 week ago
Jane was the hostess with the mostest! Very friendly and sweet. She is also very thoughtful - for instance, there is a binder with local recommendations. Her place felt like a little European cottage especially with the pool. Cozy and homey.
Home in High Point
5 out of 5 average rating, 13 reviews

Peace of Mind

GregRating, 5 stars13 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, 80 reviews

Henry Connor Bost House

HollinRating, 5 stars2 weeks ago
We loved staying at Laurie’s home and had an incredible weekend. The space was perfect for our 20-person baby shower and the home was a cozy place to relax before and after. I was a little concerned if the A/C would be sufficient in an older home, but it worked great along with the updated appliances. You are about 12 minutes from town but feel like you’re miles away from the hustle and bustle of everyday life. This property is the perfect place to make special memories with loved ones and we hope to stay here again someday!
Guest favorite
Home in Salisbury
4.92 out of 5 average rating, 24 reviews

The Cottage at Henry Connor Bost Farm

MelissaRating, 5 stars13 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 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

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