
Family-friendly holiday rentals in Surry County
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Top-rated family-friendly rentals in Surry County
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Family-friendly home rentals with a hot tub

#Depot - Grassy Creek Cabooses
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!

#407 Grassy Creek Cabooses
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.

#042 - Grassy Creek Cabooses
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.

Stylish Cabin near wineries & parkway
May be one of my favorite mountain stays I’ve had! Definitely will be back!

Papa John's: Private Cabin in the Woods
Had a great stay at “papa Johns” cabin. Perfect getaway with the hubby for his birthday. The cabin was well equipped with essential supplies and very clean. I’m a housekeeper myself so I’m very particular! The hot tub was perfect, very relaxing. And we highly recommend “Southern on Main” restaurant, it was fantastic!

Huckleberry Hideaway
Very cool and interesting house in a beautiful setting, We loved the porch and hot tub and being able to let the dogs wander around the huge fenced yard. It was nice being out in the country watching and listening to the sheep next door and the cows across the street. We enjoyed hiking at New River state park (very close by) and letting the dogs wade in the river there, we also hiked Mount Jefferson (beautiful views) and played disc golf at Ashe county park disc golf course, which is a really nice course. We enjoyed the breweries in West Jefferson and loved the Outhouse Goods restaurant, great food and you can sit outside with a gorgeous view. Our only warning is don't walk your dogs in the woods behind the house, the neighbors dog running loose almost attacked our dogs. Overall, a great place to stay!

The Mill House: Dog Friendly Cabin
We had a wonderful time at this little cabin in the woods. It's on a beautiful piece of property and even though there were a few other buildings around, it felt very private. You could hear the stream in the background which was just lovely. The cabin itself was extremely clean and very welcoming. The decor was nice without being too cluttered feeling. Just the perfect amount of stuff. I don't think more than 2 people could stay here comfortably as it's basically just one big room, but for us, it was absolutely perfect! The back deck overlooked the stream and had a hot tub. We didn't use the hot tub and it was a bit loud which drowned out the sound of the stream. Teresa said that in the future, we can ask that it be turned off if we're not going to use it, so that's a great option for next time. Overall, a great place to spend a lovely, restful weekend in Elkin. We definitely plan to come back!

A great place on Blue Ridge Parkway for a getaway
We really enjoyed our visit! The house was perfect. We were so happy just relaxing on the deck and in the hot tub. We lost power only briefly but the generator kicked on so no real interruption. We found it hard to leave and head back home. Thank you for the wine as well as such a beautiful place to spend our vacation.
Family- and pet-friendly home rentals

Fancy Gap Mountain Escape
The place was beautiful and private with great views and not too far away. Linda & Michael were wonderful. They were very nice, helpful and ready to meet any need to make our stay relaxing and memorable. We look forward to going back in the future.

2 bedr 2 baths Custom Log Cabin on Pilot Mtn Farm
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!

Winston posh bungalow near Wake
I was here with my daughter n grand daughter n twin cousins and this was exactly what was needed for our stay. Grateful am I! The toilet paper roll was priceless thank you! If back n WS will book here if available.

Remote Mountain Cabin in the Woods
We had an excellent stay in this cabin. It was quiet and private but still close to things we wanted to do. The little walking trail on the property was great. 10/10 would stay here again.

Sadie's Place on the Blue Ridge Parkway
Wonderful, peaceful location. Fully stocked and easy access. The country setting is a perfect way to relax.

Grove Cabin 20 acres of privacy (no extra fees)
If you have a chance to stay at Scott’s place I would absolutely recommend you do so. This is a beautiful, peaceful very unique place - everything you need in a lovely, simple package. Also close to Grayson Highlands and Doughton State Park.

Mark of Design Farmhouse Retreat
We’ve stayed at Mark of Design many times! We enjoy the beautiful & peaceful setting of the horse farm. In addition to watching the horses in the fields, we saw deer, wild turkeys & rabbits. It is also very convenient for restaurants in downtown Hillsville, as well as nearby Galax & Mt Airy.

Granny's - no extra cleaning fees
This is a perfect beautiful little cottage. The gardens and play place were amazing little spots to spend time with our family. We were in town for a family reunion so the location for us was absolutely perfect. Amelia’s place is clean and cozy and it was a great choice for our needs. We’re going to book for our trips back to Elk Creek going forward! Thank you :)
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
Absolutely loved the rustic yet extremely comfortable feeling of the room. The West End Café as recommended was phenomenal. Without Dave letting me know that Google maps takes you somewhere wrong I would’ve been lost. However, he was proactive and told me that and I ended up right at the door very easily. Beautiful area quiet felt at home. He actually came and checked on me this morning after I texted and told him I was leaving he came out of the house just to make sure everything was OK. If I have the opportunity to be back there and spend the night again, I will definitely stay at Dave’s place if it’s available. Not sure if it was on purpose or if someone else had left it, but there was even Bud Light in the fridge if I had wanted! Thank you for your hospitality!

Sanctuary – 1bedroom & 1bathroom
I had a great stay at this Airbnb! The space was clean, comfortable, and exactly as described in the listing. Check-in was easy, and the host was super friendly and quick to respond to any questions I had. The location was perfect—close to restaurants, shops, and public transportation, but still nice and quiet at night. Would definitely stay here again next time I'm in the area. Highly recommended!

Laurel Glen Cottage at Wolf Creek Farm
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).
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- Grayson Highlands State Park
- Hanging Rock State Park
- Pilot Mountain State Park
- Greensboro Science Center
- Claytor Lake State Park
- Meadowlands Golf Club
- New River Trail State Park
- High Meadows Golf & Country Club
- Old Beau Resort & Golf Club
- Old Town Club
- Stone Mountain State Park
- Roaring Gap Club
- Divine Llama Vineyards
- Olde Homeplace Golf Club