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Kid-friendly vacation rentals in Frederick County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Frederick County

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Cabin in Gerrardstown

4.89 out of 5 average rating, 211 reviews

Modern Eclectic Cabin with Views - Hot Tub - Creek

Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. Our aesthetic is modern eclectic. We do our best to use only chemical/cruelty free products that are ethically and sustainably sourced. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round. Pellet stove is available Oct-March.

Cabin in High View

4.97 out of 5 average rating, 103 reviews

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

Rental unit in Winchester

5 out of 5 average rating, 175 reviews

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

Rental unit in Winchester

4.97 out of 5 average rating, 249 reviews

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

Cottage in Winchester

4.91 out of 5 average rating, 130 reviews

Lockley Cottage at Historic Perry Farm

Peace and tranquility await you at a quaint cottage on historic Perry Farm, where the original 19th century farmhouse still stands today. Stroll several acres of land and enjoy pastoral views while you unwind at this peaceful historic property in the hills of northern Shenandoah Valley. This rural retreat is easily accessed from I-81 and located a short 10-minute drive from historic downtown Winchester. Enjoy local wineries, breweries, farm markets, and the renowned Apple Blossom Festival.

Home in Winchester

4.97 out of 5 average rating, 236 reviews

City Charmer minutes from Old Town

Renovated 1950's cottage style home. Enjoy a small house with a great front porch and large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town.

Guest suite in Winchester

4.81 out of 5 average rating, 300 reviews

Safe, cozy oasis with private living & bath.

Wonderfully comfortable basement apartment. We are less than a mile from Winchester Medical Center.... ideal for traveling doctors/nurses. Close to other area attractions. You will have your own living room, bathroom and bedroom. Private entrance. Digital lock. You will get instructions prior to check in. You will be in the basement however it has natural light in the bedroom. There may be some noise from upstairs, but it is generally quiet.

Townhouse in Winchester

4.93 out of 5 average rating, 213 reviews

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

Cottage in Winchester

4.97 out of 5 average rating, 467 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.

Home in Winchester

4.96 out of 5 average rating, 108 reviews

Aunt Tim's Farmhouse

Our farmhouse is located approximately 5 miles west of Historic Winchester, VA. The house is situated on 106 acres of an operational farm. You may see family members and friends tending honey bee hives, working in the detached garage, gardening, and completing other farm chores. The house is solely occupied by our guests. Come on out to enjoy some peace and quiet and take advantage of all Mother Nature has to offer!

Home in Winchester

4.97 out of 5 average rating, 216 reviews

Full basement with private entrance. Hot tub

Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave. flat screen, table and chairs and couch in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

Cottage in Capon Bridge

4.97 out of 5 average rating, 163 reviews

The 3R's River, Relaxation, Retreat + hot tub

Rustic river cabin on Cacapon River on stilts only 4 steps away from the river .Fishing ,kayaking, swimming, camp fires ,grilling and relaxing from riverside deck over looking the Cacapon River. Capon Bridge W.V is a little over a mile away with restaurants , shopping, artesian market and fresh market with local wines. Plus see the occasional American bald Eagle.

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Popular amenities for Frederick County kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Yellow Spring

4.97 out of 5 average rating, 35 reviews

River Perch on the Cacapon River in Capon Bridge

Home in Winchester

5 out of 5 average rating, 17 reviews

Great house 3 bedrooms, 3 beds

Home in High View

4.95 out of 5 average rating, 117 reviews

Mtn. View, Creek, 50 Ac, ATV Trails, Near Wash. DC

Home in Winchester

4.94 out of 5 average rating, 140 reviews

Historic District Charm On Cameron Street

Home in Winchester

5 out of 5 average rating, 28 reviews

Downtown Chic Condo w/parking

Home in Winchester

5 out of 5 average rating, 42 reviews

Large Historic Stone Home in the Heart of Old Town

Home in Winchester

5 out of 5 average rating, 15 reviews

Bear Drop Inn on Chestnut Hill with walking trails

Home in Winchester

4.95 out of 5 average rating, 41 reviews

Misty Meadow has quite setting in the country.

Kid-friendly apartment rentals

Rental unit in Winchester

4.95 out of 5 average rating, 37 reviews

Easy like a Sunday Morning 1 BR apt great location

Rental unit in Winchester

4.92 out of 5 average rating, 135 reviews

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

Rental unit in Winchester

4.67 out of 5 average rating, 24 reviews

The Flat of Old Town Winchester

Rental unit in Winchester

4.93 out of 5 average rating, 84 reviews

Newly repurposed Historic Home in Winchester VA!

Rental unit in Winchester

4.98 out of 5 average rating, 94 reviews

Historic Wisteria House on Old Town Walking Mall

Rental unit in Winchester

4.92 out of 5 average rating, 13 reviews

Cameron Grace brand new downtown 1 BR loft

Rental unit in Winchester

5 out of 5 average rating, 39 reviews

Peaceful Family Retreat in the Heart of Winchester

Rental unit in Winchester

4.9 out of 5 average rating, 97 reviews

Last Minute Deals! Luxe 2 BD Apt in OT Winchester

Destinations to explore