
Family-friendly holiday rentals in Charles Town
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Top-rated family-friendly rentals in Charles Town
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Charles Town family-friendly rentals
Family-friendly home rentals with a hot tub

Private Modern Log Cabin w/Hot Tub
We enjoyed our time and the hot tub was great. Truly peace and quiet

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient
This is our second time staying at one of Laura's properties and each time has been terrific! What you see is what you get... a large fully functioning home with easy check-in, nice amenities, responsive host and easy check out! My family and I had a great time, thank you Laura!

Grouseland's Pondside Vacation Cottage
We loved our short stay at Mason’s place!! We needed a peaceful getaway to just relax and it’s exactly what we needed. The hot tub was amazing, and we hiked all around the property and campgrounds! Had so much fun connecting with nature and relaxing. Also loved how many amenities, spices, oils, pots and pans, etc in the kitchen!!

Apple Blossom Cottage HT is extra$
My father and I stayed at Elizabeth’s place for my brother’s graduation from Gettysburg. We thoroughly enjoyed the peace and quiet of the location. Elizabeth’s place was beautifully styled and I really appreciated her attention to detail. Elizabeth was a great host. She was so responsive and I could tell genuinely cared for our every need. I would recommend her place!

Wild, Wonderful Five-Bedrm Loghome
Susan's house was exactly what we wanted for our girl's weekend. We take this trip annually, and all we want to do is relax. We eat, drink and play games. Susan's house was perfect. The screened in porch was our favorite place to be. Susan was wonderful - gave detailed instructions ahead of time, left a ton of breakfast choices - eggs in the fridge, and bagels, muffins, etc. in the freezer. The kitchen had everything you could possibly need. The house is surrounded by beautiful trees and rocks. We will definitely return!

The Nest
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!
We had a lovely stay! The outdoor space was beautiful and the hot tub and deck were the perfect place to relax. Inside was comfortable and clean. The beds and furniture could probably be updated a bit but that didn’t make our stay less enjoyable. Peaceful to relax and close to Berkley Springs to enjoy the shops and restaurants.

The Angler relaxing country stay
We had a great visit at the Angler. Very clean and spacious. Very relaxing area with lots to do!
Family- and pet-friendly home rentals

John Pope Cabin Browntown Va. We now have Starlink
Tucked-away pristine log-cabin with tasteful vintage charm in a peaceful bucolic setting. Spot a horse or two nearby and listen to the birdsong on the front porch swing while taking in the restful views. Terrific fire pit for conversations and s'mores... along with an outdoor shower (there is a clawfoot tub for use inside). A wonderful property! Would definitely return - especially because we did not get to hike around the extensive property and see the waterfall! Definitely recommend.

Shenandoah Siesta
Clean, well-stocked, spacious, and comfy! Town was a five minute walk with some great local shops and restaurants. Enjoyed our stay!

The Nature at Rivermist Lane (Waterfront)
This home was such a beautiful escape! It was the perfect location and Andrew was so accommodating and helpful before and throughout our stay. We will definitely be back!

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee
Super nice, cozy and well thought out decor. Close to Front Royal downtown and conveniently located close to restaurants and Shenandoah National Park’s North Entrance. Space was just right for me and hubby. The place had private access/stairs up (1 flight or so) to the Apt offering a quiet stay and extra privacy. Would stay here again and def recommend this place!

Retriever’s Retreat ~ High-Tech Log Cabin Oasis
This was our second time staying at Claudio’s cabin, but the first time with our children. It is a nice change of pace from the busy day to day we are used to. They really enjoyed the cabin atmosphere. The cabin is clean and updated. There are plenty of tips and instructions, so any question you could possibly have is answered with the guide. Our favorite part of the brief trip was going by to the Cacapon State Park to enjoy the lake beach with the kids. Great for young families and just a 5 minute drive from the stay. We will definitely stay here again when we come back to the area.

Cabin in the Woods - Weekday Specials!
Very peaceful surroundings, enjoyed sitting on the front porch during the rain

Cozy Cabin on the Cacapon River
It’s a beautiful, nice relaxing place to be able to take the family, including your fur family. The dogs had a great time just being able to enjoy the outdoors with us without the cities surroundings.

Ballenger Farm
Ballenger Farm is perfectly situated right before entering Purcellville, which gives you the perfect balance of feeling like you're away in the country, but with everything you need including gas, restaturants, pharmacy, and grocery stores within a 2 mile square radius. It's perfec for letting the dogs run around leash free and letting the kids explore every nook and cranny of the property. Not having screens in front of their faces was amazing and they just lit up and had so much fun. Exactly what we wanted! From fishing in the pond every day and catching multiple perch, to smores by the firepit, the family had the perfect little Memorial Day weekend! Thank you to our hosts for being super friendly and responsive!
Family-friendly home rentals with a pool

Cozy Townhome At The Woods Resort Golf,SPA,Tennis
We had a great time and the check in process was seamless. Keith was proactive and very responsive.

Deer Crossing at The Woods
This was our second stay at Janel's place and it was just as enjoyable as the first time. We loved the fireplace and views from the A frame windows. The hot tub wasn't working unfortunately, but things happen and Janel was communicative about it. Had a great weekend regardless. Also love that Janel is accommodating of dogs. Our fur babies were happy to join us on our getaway.

Goose Hill
The place was charming, well stocked and very comfortable. The communication was great and we would definitely rent again.

Quiet Antietam Cabin
A very nice area to see fall colors, out of the way but easy to reach a store for anything needed

Hiking, WiFi, 4 Decks, King Suite, Community Pool
The location was nice, really quiet and private and right in the woods. There are hiking trails right there, so we could do a 2-3 mile hike in the morning before heading out to activities. It's just a 10 minute drive to Berkeley Springs. The views out of the picture windows in the living room, or on the deck, were great. The house is very spacious and clean, with a well stocked kitchen. Everyone found all the beds to be very comfortable with nice linens, features not always found in rental houses. The living room fireplace was welcome as it was chilly when we were there. I can't think of anything we needed that the house didn't have. One thing to note is that the driveway is graveled and there is a little slope to the door. Having said that our mid-80s parents had no issues; just something to keep in mind if you have someone with mobility issues. We enjoyed our stay and would recommend!

Potomac Overlook Farms: 6 BR, 10 Acre River Estate
We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.

Monet Suite, elegnt lrg 2rm suite/blcny in villa
My husband and I stayed here right after we hot married and it was the most lovely experience! It was an absolute blast, I wouldn’t have changed a thing except I wish I could’ve stayed longer. Maud was so sweet and I loved having her as a host. Cannot recommend enough!

The McCoy House at the Harpers Ferry KOA
The home was big and beautiful. It was much more than I was expecting and the access to the KOA was a plus. My family and I can’t wait for an opportunity to return.
Quick stats about holiday rentals that are family-friendly in Charles Town
Total rentals
20 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
1.3K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Georgetown University
- Great Falls Park
- Cunningham Falls State Park
- Caledonia State Park
- Stone Tower Winery
- The Links at Gettysburg
- Cowans Gap State Park
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Whiskey Creek Golf Club
- Gambrill State Park
- Whitetail Resort
- Liberty Mountain Resort
- South Mountain State Park
- Field of Screams Maryland
- Sly Fox Golf Club
- Shenandoah Valley Golf Club
- Creighton Farms
- Washington Golf & Country Club
- Chevy Chase Club
- Bowling Green Country Club
- Notaviva Vineyards
- Columbia Country Club