Kid-friendly vacation rentals in Frederick County

4.9 out of 5 average rating, 271 reviews

A charming cape-style home features a welcoming front porch with rockers and seasonal decorations. The neatly landscaped yard is adorned with colorful plants and pumpkins. A paved driveway leads to the entrance, framed by lush greenery and a white fence in the background.

Cottage in Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

4.83 out of 5 average rating, 107 reviews

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

Home in Lovettsville

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

4.92 out of 5 average rating, 401 reviews

A spacious room features a custom wood bed with light bedding and natural elements. The wooden ceiling beams provide an open feel, while soft light enters through multiple windows. A cozy sitting area includes a couch and side tables, enhancing the peaceful ambiance.

Cottage in Leesburg

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

A cozy living area is furnished with a gray sofa and a wooden coffee table. A television is mounted on the wall opposite the seating. Artwork decorates the walls, and natural light enters through the window, enhancing the neutral color palette of the space.

4.97 out of 5 average rating, 220 reviews

In Town Charmer

Experience Frederick! Just steps from Market Street you can walk to restaurants, bars, shops and activities. Our home located in Frederick's historic district has been completely renovated on the inside. Two bedrooms each with their own full bath, central air, open concept kitchen and family room, private off street parking, comfy beds, cable TV, internet & furnished with guests in mind. Perfect for a Frederick getaway, our cozy home is not suitable for small children and no pets are allowed.

A spacious backyard features a lighted gazebo, equipped with a loveseat and chairs, surrounded by green grass. A storage shed is visible in the background, and the area is enclosed by a wooden fence, providing a sense of privacy.

4.99 out of 5 average rating, 149 reviews

Downtown: Prime Location w/Flexible Check In & Out

Downtown Frederick, modern, one-level house with 3 bedrooms and 1 bath with ample free parking and fenced yard. When possible, early check in & check out at no extra charge. Quiet neighborhood one block to Market Street and short walk to Downtown restaurants, bars and shops (6-8 minutes) and Baker Park (16 minutes): playground, concerts, pool. Just 1 mile from highway interchange. Private yard w/lighted gazebo, grill & picnic table. Infant setup available. Ideal for solo, couples & families.

4.95 out of 5 average rating, 283 reviews

The guesthouse exterior presents a gray facade with a welcoming porch. Lush greenery, including manicured bushes and large trees, frames the entrance. A paved walkway leads to the door, surrounded by planters. The house stands under a clear blue sky, providing a serene setting.

Guesthouse in Middletown

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

A spacious backyard is shown at night, featuring custom live edge benches arranged around a stone fire pit. The two-story home in the background is softly illuminated, with windows reflecting warm light. A large umbrella provides shade near the seating area.

4.99 out of 5 average rating, 140 reviews

TheCozyCapeCod Frederick, close to Downtown & RT15

Our renovated 1940's Sears home welcomes you and family including our most beloved family member, the dog, to historical downtown Frederick! Both bedrooms upstairs boast plush king sized beds and dormer windows for a touch of charm. The main level bedroom offers two twin beds, which can easily convert to a king, if desired. Cooking is fun in this well appointed kitchen, or grill on our Weber charcoal kettle. Relax next to our fire pit on custom live edge benches while roasting marshmallows.

4.94 out of 5 average rating, 198 reviews

A fenced yard features a lush green lawn and a wooden deck leading to the home. A staircase provides access to an elevated area, while a red barn-like structure is partially visible in the background, contrasting with the brick exterior of the house.

Townhouse in Frederick

Charming Historic Frederick Home

Charming 1910 brick home with fenced yard located in the heart of Downtown Frederick, just steps to Frederick's best breweries, beautiful Carroll Creek, and the quaint shops at Everedy Square. The house is the perfect blend of old and new, combining exposed brick/stone, natural light and hardwood floors with modern amenities such as a remodeled kitchen, WiFi, central air, luxury mattresses and cozy furnishings. Family, work, and dog friendly ($50/stay fee; no dogs on furniture; max 2 dogs).

A spacious fenced backyard is visible, featuring well-maintained green grass under a clear blue sky. The yard is bordered by wooden fences on all sides, providing privacy. In the distance, a charming house and garage can be seen, surrounded by trees and utility poles.

4.97 out of 5 average rating, 114 reviews

Hot Tub Time Machine-happy, charming, tidy, yard

Nothing left to do but smile, smile, smile! 1950’s charm with chill vibes! Saltwater Hot Tub! Large fenced backyard! Location is ideal. Right off Rt. 15 , easy to find, free street parking and private driveway. About a 1.5 mile walk to downtown Market Street. 5 minute drive. Culler Lake/ Baker Park just across the street. All new bedding, top of the line mattresses. An hour drive to DC, Baltimore or Annapolis. Perfect spot to land after adventures beautiful Frederick, Maryland.

4.97 out of 5 average rating, 218 reviews

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

A functional entryway features a black bench against a neutral-toned wall. Above the bench, various bags and accessories are hung on a wall-mounted rack. Gleaming pots and pans are displayed on a hanging rack, with light streaming through nearby windows.

4.85 out of 5 average rating, 103 reviews

Renovated tech-house in historic downtown

Come stay in Fredericks Historic District, Just a minutes walk past beautiful row homes will have you in the heart of downtown Frederick, where you can enjoy food, shopping, theater or just enjoying the free local festivities the town has to offer. Our location has been blocked off for a couple months for updates! Enjoy new blinds, fresh paint, black out curtains, updated furniture, indoor baby gate installed, updated entry fence in the yard, updated fixtures in bathroom and more!