Kid-friendly holiday rentals in Frederick County

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Popular amenities for Frederick County kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Yellow Spring
4.98 out of 5 average rating, 42 reviews

River Perch on the Cacapon River in Capon Bridge

AlexandraRating, 5 stars1 week ago
My husband, two young children and I stayed for a weekend, and it was amazing! The house and area was beautiful. There was a fire pit within walking distance, and Glenn gave great details on the best place to go kayaking and tubing along the river. Glenn was an amazing host, and he gave great recommendations on what to do in that area. If you have smaller kids who just love to run around outside this is a great place!
Guest favourite
Home in Winchester
4.94 out of 5 average rating, 155 reviews

Historic District Charm On Cameron Street

StaceyRating, 5 stars3 weeks ago
I’ve had the wonderful opportunity to stay at Elizabeth’s place a few times and it’s one of my favorites! It is so homey, spacious, and the location is fantastic! Elizabeth is a fabulous host…great communication and very personable. This last stay in late May was very special because my son graduated from Shenandoah Conservatory. Highly recommend to stay here!
Guest favourite
Home in Gerrardstown
4.94 out of 5 average rating, 99 reviews

A-Frame Mountain Retreat

DavidRating, 5 stars1 month ago
I loved this place! Very clean, comfortable, and peaceful inside and outside!
Superhost
Home in Strasburg
4.76 out of 5 average rating, 270 reviews

Cedar Creek Wayside Castle

TraceyRating, 5 stars3 weeks ago
I needed a place that my family, from out of state, could stay while attending a graduation. The house was perfect! I told Bob what I wanted to do and he was encouraging and helpful. He made sure we had propane for grilling and answered all my questions. He was very prompt when I reached out to him. We had an amazing time. I would stay there again.
Top Guest favourite
Home in Winchester
5 out of 5 average rating, 33 reviews

Whole 3-bedroom house walkable to downtown.

GiniRating, 5 stars2 months ago
We thoroughly enjoyed our extended stay in this charming cottage! The location is ideal for walking—- either around the neighborhood or downtown. We loved the charm and cozy atmosphere and spent a lot of time on the sun porch too! Can’t recommend it highly enough and look forward to staying here again
Top Guest favourite
Home in Winchester
4.95 out of 5 average rating, 58 reviews

Misty Meadow has quite setting in the country.

LisaRating, 5 stars3 days ago
The property is beautiful and peaceful and the house was very clean, comfortable, and cozy. Marie was always friendly and helpful when needed. We highly recommend a stay here.
Guest favourite
Home in Inwood
4.88 out of 5 average rating, 647 reviews

Arden House, Inwood WV

MeganRating, 5 stars1 week ago
Traveling for my brothers wedding so just stayed for the night, but I enjoyed it very much!
Top Guest favourite
Home in Winchester
4.95 out of 5 average rating, 40 reviews

Cabin in Historic Old Town Winchester

StephanieRating, 5 stars3 weeks ago
We loved the character and unique flow of the house. It had everything we needed and was very clean and well put together. The whole neighborhood has a lot of charm and it is an easy and quick walk to the downtown shops and restaurants. We would definitely stay here again!

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Winchester
4.98 out of 5 average rating, 104 reviews

Cozy Apartment located on our 5-acre property

MikeRating, 5 stars2 months ago
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.
Superhost
Apartment in Stephens City
4.86 out of 5 average rating, 7 reviews

Newtown Cozy Cottage Basement

SandraRating, 5 stars3 weeks ago
I enjoyed my stay. Very convenient to nearby restaurants and shopping. I would recommend this place to others.
Guest favourite
Apartment in Winchester
4.95 out of 5 average rating, 77 reviews

Easy like a Sunday Morning 1 BR apt great location

VirginiaRating, 5 stars1 week ago
Kim's communication was good. The Place is in a very old building, but was fine for overnight.
Superhost
Apartment in Winchester

Apt c/ Movie Theater Pool Table Treadmill.

AnnaRating, 5 stars7 months ago
Suranny was a wonderful host, from the beginning until the very end of my stay. We always had great friendly communication. She made sure everything was perfect, she was always very responsive, understanding, helpful and did truly everything to make my stay a very pleasant and great experience. Suranny is absolutely professional as a host but also a very kind and outgoing person. The apartment is very comfortable, spacious and tastefully furnished. The kitchenette is absolutely sufficient, especially for a shorter stay. Beautiful living room, comfortable beds, very nice bathroom. Unlike some basement apartments, this one is bright. The property is located in a peaceful, upscale neighbourhood. I can only recommend a stay at Suranny's place.
Top Guest favourite
Apartment in Stephens City
5 out of 5 average rating, 16 reviews

Spacious Charming Basement Apt

John and AlexisRating, 5 stars3 months ago
Great place to stay while visiting Stephens City, VA. The basement was spotless and we immediately noticed that it had been recently cleaned; fresh and airy. This location is easily walkable to the historic city center where you will find antique shops and restaurants. We contacted the hosts during our stay and they were very responsive to our questions. This would be an ideal location for a long-term stay.
Superhost
Apartment in Winchester
4.77 out of 5 average rating, 13 reviews

"Cozy on Cameron!" - Historic Downtown Winchester

MatthiasRating, 5 stars6 months ago
Marks place is a delight in the heart of winchester, we're happy having been lucky enough to have it available at the dates we needed. It's a few walking minutes from the Old town center of winchester. The place is lovely and has all you'll need even for a few weeks stay. A private parking on top of that is just so nice to have. We'll definitely check in again the next time we're in winchester.
Top Guest favourite
Apartment in Winchester
5 out of 5 average rating, 47 reviews

Peaceful Family Retreat in the Heart of Winchester

KristenRating, 5 stars5 days ago
Maryssa’s place was great for our family of 5! Our 7 year old and toddler loved the bunk bed, and we appreciated how quiet it was for our 5 month old. Super clean and comfortable. The oversized chair was my favorite part!
Superhost
Apartment in Winchester
4.83 out of 5 average rating, 23 reviews

The Queen of Winchester - Three Bedroom Apartment

ShelleyRating, 5 stars2 weeks ago
Sean’s place was perfect for our stay. Sean was responsive and the house was very well maintained.

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