Kid-friendly holiday rentals in Frederick County

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Popular amenities for Frederick County family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Gore
4.94 out of 5 average rating, 88 reviews

The Eagle's Nest at Ice Mountain

DanaRating, 5 stars6 months ago
Alex was very friendly and responsive. The place was large enough for 5 adults, 4 teens, and a dog to spread out and have a nice time. The location was lovely, and the home was very welcoming.
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 stars2 weeks 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 stars1 month 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!
Superhost
Home in Middletown
4.65 out of 5 average rating, 17 reviews

Cozy Home with Valley Views

StephenRating, 5 stars1 month ago
central location for NP and surrounding towns, clean and accommodating. Would stay again.
Superhost
Home in Strasburg
4.76 out of 5 average rating, 270 reviews

Cedar Creek Wayside Castle

TraceyRating, 5 stars1 month 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.
Superhost
Home in Winchester
4.75 out of 5 average rating, 8 reviews

Sophisticated 4BR: Chef's Kitchen, Grill, Patio

PederRating, 5 stars2 months ago
We really enjoyed our stay in this house and Suranny was very responsive and helpful. The house was clean as can be and very spacious. Lots of natural sunlight and a wonderful covered porch to sit out on. The beds were very comfortable and the bathrooms were clean. We would certainly stay here again in the future.
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, 60 reviews

Misty Meadow has quite setting in the country.

FaithRating, 5 stars1 day ago
This was our second visit to Marie's beautiful home and definitely not our last! Her house is very clean and comfortable. We loved sitting in the yard watching the wildlife and listening to all the different bird songs. We had a very relaxing visit and Winchester has some yummy restaurants. We loved our visit!

Family-friendly apartment rentals

Top guest favourite
Flat in Winchester
4.98 out of 5 average rating, 105 reviews

Cozy Apartment located on our 5-acre property

Larina RoseRating, 5 stars2 weeks ago
Laura and Jerrold were the perfect hosts! Place was quiet and the perfect getaway, exactly what I was needing for the time. The dog run was perfect for my dog Tucker to have some outside time in. He and Laura’s dog Dasher got along great. I’m sure we will be visiting again so they can have a play date. Laura and I even went out to lunch together and that was a nice change of things and I can see us becoming very good friends. 10 out of 10 would recommend for long or short stays. You won’t be disappointed!
Superhost
Flat in Stephens City
4.86 out of 5 average rating, 7 reviews

Newtown Cozy Cottage Basement

SandraRating, 5 stars4 weeks ago
I enjoyed my stay. Very convenient to nearby restaurants and shopping. I would recommend this place to others.
Guest favourite
Flat in Winchester
4.95 out of 5 average rating, 77 reviews

Easy like a Sunday Morning 1 BR apt great location

VirginiaRating, 5 stars2 weeks ago
Kim's communication was good. The Place is in a very old building, but was fine for overnight.
Top guest favourite
Flat in Winchester
4.93 out of 5 average rating, 160 reviews

Modern Twist in Old Town! Rock n' Roll FUN!

JanaeRating, 5 stars3 days ago
This was a great spot! Very close to downtown. The host was very attentive, responsive and proactive. Would definitely stay again.
Superhost
Flat in Winchester
4.66 out of 5 average rating, 38 reviews

The Flat of Old Town Winchester

CyrussRating, 5 stars1 week ago
The Flat of Old Town Winchester was a great stay! The hosts were very responsive and polite. Checking in was a breeze, and the location is close great Winchester stand out spots - Old Town Winchester's shopping area, Apple Blossom Mall, etc.
Top guest favourite
Flat 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.
Guest favourite
Flat in Winchester
4.96 out of 5 average rating, 101 reviews

Historic Wisteria House on Old Town Walking Mall

KaterynaRating, 5 stars6 months ago
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.
Top guest favourite
Flat in Winchester
5 out of 5 average rating, 47 reviews

Peaceful Family Retreat in the Heart of Winchester

KristenRating, 5 stars1 week 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!

Destinations to explore