
Kid-friendly holiday rentals in Shenandoah River
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Top-rated family-friendly rentals in Shenandoah River
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Popular amenities for Shenandoah River family-friendly rentals
Kid-friendly house rentals

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing
This place is AMAZING! So many fun things to do! The hot tub in the cave was mind blowing, we loved it! Our 6yr old enjoyed feeding and petting the bunnies and chickens! Fishing was so much fun! Ken was an amazing host and responded very quickly! !!5 STARS!! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Whole House -Seven Elms Farm B&B
I had a wonderful stay at 7 Elms. I had to come to the area for a work event in Gainesville, and my team and I decided to stay at this AirBNB. It was so lovely. Such a cool restoration of an old farmhouse, and the property was serene and wonderful. We didn't have time to explore the area, as we were working so much and long hours. the only thing I can speak to is the grocery store - and it had everything. We saw a bunch of wild animals during morning coffee time, and that was really special. I don't think I've actually ever seen groundhogs in person, and there's a hysterical duo that run the show. The hosts were easy to communicate with.

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

Windy Knoll Adventure | River Front!
I’m pretty sad that I don’t own this house. Pictures don’t it justice, and the pics are incredible. The house, the cows, the coziness….I’ve already shared this house to a few friends! Kayla was very responsive throughout our stay. 5 stars all around!

The Old Schoolhouse at High Meadows Estate
Very peaceful, a place to get away and relax. Restful. Grounds are well cared for.

The Inwood House- easy on/off I-81
We were traveling from north to south, and this place was the right place to stay! You can find restaurants and a grocery store in a short drive or walk. The place has a peaceful view with quiet atmosphere. A spacious living room was awesome to spend time with our family. Yogurt and juice in the fridge gave us a very welcoming vibe too! We wished that we had more time to stay there.😊

Cozy Cottage
Super cute and quiet cottage. All of Winchester is easily drivable but it’s out of the main city which is nice. Was in town for graduation and it made the whole event process much easier!!

Peaceful River Retreat: Hot Tub, Kayaks & Fire Pit
We had an amazing weekend at the property, while we didn’t spend much time inside the house was very clean and equipped with everything we needed during our stay. They had firewood for us to burn, a working grill with propane, clean towels and bedding, etc. The hot tub and hot tub area could use some maintenance, head rest were repaired with duct tape (photos didn’t show this) it had a fair amount of dirt and build up in the tub. Lots of dirt and cobwebs in the hot tub area as well. It just didn’t feel clean and relaxing in that area. Everything else was awesome! We loved it and will definitely be back with friends.
Family-friendly apartment rentals

Charming Burkittsville 1747 Home
We had to travel for a wedding and it was just the perfect place with all the basic amenities covered. The place itself is located in a quaint peaceful little town in MD very close to VA. If you have some extra time, definitely walk around the peaceful town, its lovely!! We loved our space, delicious coffee the comfortable bed. Definitely a spot to checkout if you are in that area. Thank you Nancy for everything. We recommend 101%!!

Cozy Apartment located on our 5-acre property
Excellent host. Very clean place, beautiful property. Laura was amazing. It was like staying with a good friend. We bought some of her eggs and delicious honey. We would definitely stay there again. My wife and I and our fur babies will miss Laura, Jerald, and Dasher.

Old Town Loft In Highly Desirable Area Downtown
This place was is one of the best we’ve stayed in if not the very best!!! They’ve done a great job remodeling with high quality materials. The place was spotless and a very convenient location with many restaurants, shops, etc within walking distance. Tyler and the team were very responsive, kind and polite. We will stay here again when we return!!

Your own "Tiny House"
I had a pleasant stay. The rental is located on a beautiful farm with plenty of parking. The Airbnb is comfortable and clean. I would definitely stay here again.

Downtowner
Our daughter is at Shenandoah University. We have now made several trips to Winchester and stayed at several place via Airbnb. This is our favorite. Great location, safe parking and a great place. Our go to from now on!

Historic Wisteria House on Old Town Walking Mall
We liked the house very much. It`s an ancient historic house, though with all modern conveniences. Very comfortable bed, comfortable couch, convenient kitchen with all necessary kitchenware and utensils. The towels and bed linen are of good quality, all very clean and new. Good internet. Also the house appeared to be more spacious as it seemed on the pictures. Location is perfect, right in the center. We highly recommend this house for long-term stays.

Rose End
Rose End was exactly as described. It was clean, charming, and quiet! Conveniently located, it was close to both Middleburg and Upperville. Easy check-in and out. One of their cats even spent some time with us as we had our morning coffee on the patio. Loved it!

The Lodge at Turkey Creek
Renee’s place is nestled on a beautiful 6-acre property and was exactly as described—clean, peaceful, and welcoming. Renee was a wonderful and helpful host. Our only regret is that we couldn’t stay longer. We’re so grateful for her hospitality!
Family-friendly apartment rentals

The Bird's Nest in Historic Occoquan (Mins to DC)
Our stay at Occaquan was peaceful, relaxing, and very much needed. Arriving to the parking lot was a breeze, only because if John's specific instructions to find it, that was very much appreciated after a long drive. Walking into the place, first impression, looks just like the picture. The very next thought, "how cute is this". From the beautiful window behind the couch with a lovely tree to watch birds in to the cozy feeling of being in a familiar place. This place is quiet, surrounded with beautiful historic scenery, and has many local shops and vendors to spend an afternoon exploring. We walked down to the park by the water way and learned some history while soaking up the sun and the breeze of nature. I absolutely recommend John's place for a stay. I know I will be returning for a simple, relaxing get away, once again! Thank you John for everything!

Historic Two Bedroom in Old Town Warrenton
We came for a graduation and Bill’s space was perfect for what we needed: private, clean, and comfortable. He was welcoming but not intrusive, and we felt safe. We’d definitely stay again!

Rancho Relaxo! A Southwest styled Casita!
Quiet location. Nicely decorated. Abaad was very responsive. I enjoyed my stay.

The Room with the Views!
Molly was a great host. The Airbnb looks exactly like the photos. The place was clean and had everything we needed. It was quiet and we couldn’t hear any neighbors. Molly gave very detailed instructions which made checking in super simple. The beds were a little bit hard but other than that, this was a perfect place to stay.

Stunning Remodeled 1 BR Condo Steps to Everything.
Katie’s place was super convenient to walk to all the restaurants, bars, and shops. Super clean and tastefully decorated.

Your Hideaway awaits/1-bedroom downtown pad.
It was a delightful and cozy place to stay at especially with lots of things to do all around. We would recommend staying there for the vibes and local stores all around especially if you don’t want to rent a car. There’s lots of food places like heavenly wings is 10/10 recommend if you want wings.

One-bedroom apartment with separate entrance.
Just what we needed after a long drive. The apartment is very comfortable and nicely appointed. The surrounding area is very safe and beautiful. Would definitely stay again.

Luxury 1bd in Heart of Tysons
Thomas’ place was stunning. The view was amazing, and the entire space felt cozy, charming, extremely clean, and peaceful. The location was perfect—beautiful and walkable, close to Tysons malls, great restaurants, and the Tysons Metro station. A perfect spot for anyone visiting the DC area. Thomas was very attentive and provided clear, easy-to-follow instructions. Overall, this is a top-notch place and probably my favorite choice when visiting the DC area.
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