Family-friendly vacation rentals in Frederick

4.95 out of 5 average rating, 330 reviews

A charming cabin is nestled among lush greenery, featuring a large covered porch that extends along the front. The surrounding area includes well-maintained grass and several trees, creating a serene outdoor environment that invites relaxation.

Cabin in Myersville

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

Tiny home in Harpers Ferry

A cozy tiny home is surrounded by lush greenery. Outdoor seating is provided with a small table and chairs, while planters filled with flowers enhance the space. A soaking tub is visible on the patio, adding to the charm of the outdoor area.

4.96 out of 5 average rating, 179 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Townhouse in Downtown Frederick

The exterior of a historic row home is visible, featuring a combination of red and cream brick. A vibrant red door welcomes guests, framed by decorative window boxes. Four concrete steps lead to the entrance, flanked by trees and a narrow sidewalk lined with autumn leaves.

4.98 out of 5 average rating, 132 reviews

Walk to All • Historic Red Brick Retreat + Parking

No fees! Carroll Creek (4 min walk), breweries, shops + award-winning dining just steps from our historic retreat c1800s. Don’t search for a spot, w/free private parking you can leave the car & explore on foot. Inside you’ll find 2 King bedrooms, fast Wi-Fi, equipped kitchen, washer/dryer + smart TV w/streaming services. Everything for a fuss-free, relaxing stay. • Historic charm + modern comforts • Outdoor space w/firepit • Walk score 95 • Self-check-in Love the vibe? Book your dates today!

4.96 out of 5 average rating, 193 reviews

A cozy living area features a gray sofa with a yellow throw pillow, set against a dark blue wall. A small dining table with chairs is situated by the window, allowing natural light to illuminate the room. The kitchen area is partially visible, showcasing modern appliances.

Loft in Frederick

Free Parking, Dogs • Walk to Breweries & Coffee

This charming downtown Frederick flat is made for foodies, coffee lovers, and city explorers. Just steps from Frederick’s top breweries and cafés, it’s the perfect home base for a weekend getaway with your pup. With pet amenities, local recs, parking, and fast Wi-Fi, it’s both fun and functional. Free parking in a dedicated spot on a gravel lot behind the home, which is a 2 minute walk to the front door. (Quick note: dogs must stay with their owners and be comfortable without excessive barking)

4.9 out of 5 average rating, 387 reviews

The studio apartment showcases a compact layout with a modern kitchenette equipped with stainless steel appliances. A cozy sleeping area features a spacious bed adorned with soft linens. A wooden dining table with black stools is positioned nearby, creating a welcoming space for dining.

Apartment in Frederick

Downtown Frederick Modern Studio

Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

Apartment in Downtown Frederick

A living area features a patterned blue couch with decorative pillows and a wooden coffee table at its center. The room is well-lit by large windows, and a kitchen area is visible in the background, equipped with white cabinetry and stainless steel appliances.

4.96 out of 5 average rating, 120 reviews

Seven East Patrick

"7 East" Welcome to beautiful & historic Downtown Frederick, Maryland. Find yourself nestled among the tree tops above our lovely town...at "Square Corner", the intersection of Patrick and Market Streets. The commercial and financial heart of Frederick for over 250 years. Here, the National Road meets several important north-south roads leading to PA, Virginia, and Washington, D.C., all in under an hour drive! Entertainment and nightlife, historic sites & tours, enough for the whole family.

Guest suite in Downtown Frederick

A spacious bedroom features a queen bed with decorative pillows, accompanied by two windows allowing natural light to enter. A small side table stands beside the bed, and a full-length mirror is positioned near a pair of elegant French doors, enhancing the room's brightness.

4.95 out of 5 average rating, 107 reviews

Private Suite-Historic Frederick

This suite in our beautiful row home is centrally located in historic downtown Frederick and steps away from some of Frederick’s amazing restaurants, cafés, shops, pubs, parks & entertainment. This unit has a private entrance (up a spiral staircase) on the 2nd floor, with keyless entry. You will enter a spacious bedroom with a queen bed, gorgeous light, and a table for two. The luxury bathroom includes soaking tub, steam room, and walk-in shower. Unit includes Keurig, microwave & mini fridge.

Apartment in Downtown Frederick

The image features a scenic view of Carroll Creek Promenade with outdoor seating visible along the water. The apartment interior showcases a bright living space with a comfortable bed, a modern kitchen with appliances, and a quaint desk area, all highlighted by natural light from the windows.

4.99 out of 5 average rating, 189 reviews

Carroll Creek Private Apt./Luxury King Bed

Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

4.97 out of 5 average rating, 140 reviews

The exterior of a charming 1950s house is visible, featuring light-colored siding and a brick chimney. A well-maintained lawn with shrubs enhances the welcoming curb appeal. A carport is situated on the left, with a clear blue sky above.

Home in Brigadoon

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 in beautiful Frederick, Maryland.

4.95 out of 5 average rating, 227 reviews

A living area features a cozy couch adorned with colorful pillows, alongside a traditional fireplace with a vintage mantle. A dining table with stylish chairs is visible in the background, illuminated by natural light. Bookshelves are neatly arranged on one side.

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).

Guest suite in Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 325 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

4.94 out of 5 average rating, 260 reviews

A two-story cottage is set amidst lush greenery, featuring a large upper deck that offers views of the surrounding woods. Colorful azaleas and shrubs enhance the entrance, while a gravel drive leads to the property, surrounded by trees exhibiting signs of spring.

Guesthouse in Myersville

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Popular amenities for Frederick family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 630 reviews

A serene view of the Shenandoah Valley is presented, with a gradient of soft pink and purple hues in the sky during sundown. Lush greenery surrounds the area, enhancing the feeling of nature while a wooden deck is visible on the right side.

Guest suite in Bluemont

Blueridge Mountain Retreat Apartment

4.99 out of 5 average rating, 206 reviews

The unique dome structure is surrounded by lush trees, featuring large windows and a cozy entrance. An inviting outdoor seating area with a fire pit and black chairs is positioned on the wraparound deck, accompanied by a hammock and a hot tub.

Dome in Mercersburg

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

4.98 out of 5 average rating, 245 reviews

Cabin in Charles Town

Vintage Riverfront Log Cabin “Emma” w/hot tub

4.92 out of 5 average rating, 102 reviews

A charming cabin with a wooden exterior is framed by a lush green lawn. A covered porch features two wooden benches, providing a welcoming entry. The structure is accentuated by a round window above the door, surrounded by open sky and trees in the background.

Cabin in Walkersville

Walkersville Cabin

4.98 out of 5 average rating, 165 reviews

The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.

Guesthouse in Hamilton

Trailside Chalet (A storybook chalet with hot tub)

4.96 out of 5 average rating, 186 reviews

An expansive open-concept living area is highlighted by large windows, providing ample natural light and panoramic views of the surroundings. Comfortable seating areas are arranged around a central coffee table, while a cozy stone fireplace serves as a focal point against a feature wall.

Home in Smithsburg

The Great Escape Lodge ~ Exquisite Mountain Views

4.95 out of 5 average rating, 199 reviews

A hot tub is situated under a pergola adorned with string lights, offering a relaxing spot to enjoy open views of lush greenery and distant hills. Potted plants flank the area, enhancing the serene outdoor ambiance. The deck provides a spacious layout for guests.

Home in Sharpsburg

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

Guest suite in Harpers Ferry

A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.

5 out of 5 average rating, 273 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Family- and pet-friendly home rentals

Superhost

A single-story rancher is depicted with a warm brick facade, surrounded by well-maintained green lawns. Large windows allow natural light to enter, and a covered porch provides shaded outdoor space. Rolling hills and a clear blue sky frame the tranquil neighborhood setting.

Home in Middletown

4.69 out of 5 average rating, 196 reviews

“The Rambler” In beautiful Middletown, MD ⛰

4.98 out of 5 average rating, 169 reviews

The historic home features a charming exterior with a green metal roof and rose bushes in front. The house is two stories with classic shutters and a welcoming front door. A wrap-around balcony can be seen above, providing additional outdoor space.

Home in Catoctin Park

The Emerald Roof, Historic Home Downtown Frederick

4.93 out of 5 average rating, 705 reviews

A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.

Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

Home in Downtown Frederick

A light-filled living area features a white-brick fireplace topped with a mirror and decorative items. A comfortable seating arrangement includes a soft sofa and armchair, complemented by a glass coffee table. In the background, a dining space with a round table is visible, surrounded by natural light.

4.92 out of 5 average rating, 175 reviews

Beautiful 3 BR historic home in downtown Frederick

4.96 out of 5 average rating, 403 reviews

A treehouse is elevated among lush greenery, supported by sturdy wooden posts. A small deck extends from the entrance, leading to a spiral staircase. The exterior features dark blue siding and a metal roof, harmonizing with the surrounding forested environment.

Treehouse in Leesburg

Romantic Secluded Treehouse Stay in the Sky

Apartment in Burkittsville

Delicate white flowers bloom on branches, contrasting with the brown siding of the historic house. The background reveals a green door and two windows, allowing glimpses of the home’s rustic charm. The scene captures the tranquility of the surroundings, marked by budding magnolia blossoms.

4.98 out of 5 average rating, 128 reviews

Charming Burkittsville 1747 Home

Apartment in Silver Spring

A welcoming living space features a modern sectional sofa adorned with patterned pillows and a sleek coffee table. Nearby, a dining area with a round table and chairs is complemented by natural light from a window. A stainless steel refrigerator and decorative artwork enhance the ambiance.

4.92 out of 5 average rating, 466 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Home in Downtown Frederick

The remodeled bathroom features dual sinks with modern faucets, positioned below two matching mirrors. Natural light filters in through a window, illuminating the sleek green tile shower enclosure with a glass door. Stylish light fixtures add a contemporary touch to the clean design.

4.97 out of 5 average rating, 197 reviews

Cottage:Walkable 2 Everything-Super Clean-Downtown

Family-friendly home rentals with a pool

Superhost

A stone fire pit surrounded by wooden adirondack chairs is visible, with a warm glow emanating from the fire. The lodge stands in the background, illuminated and nestled among snow-covered trees, creating a cozy, inviting atmosphere.

Guest suite in Myersville

4.91 out of 5 average rating, 335 reviews

Harmony Lodge nestled in wooded tranquility!

The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.

5 out of 5 average rating, 111 reviews

Cozy Secluded A-Frame Cabin Retreat

The cabin features a contemporary A-frame design with large windows that reflect surrounding trees. A spacious deck wraps around the structure, providing outdoor seating options. Natural light streams through the windows, inviting a connection with the outdoors.

4.93 out of 5 average rating, 294 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

4.94 out of 5 average rating, 139 reviews

Home in Adamstown

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

4.95 out of 5 average rating, 407 reviews

A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.

Cottage in Hamilton

*Cottage @ Firefly Cellars* VA Wine Country escape

5 out of 5 average rating, 100 reviews

A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.

Home in Knoxville

An Escape Bordering National Park land 1 mi to C&O

A charming cabin is nestled among lush trees, featuring a spacious deck that overlooks the surrounding greenery. The structure highlights a gabled roof and large windows, inviting natural light into the house. The forested setting enhances the feeling of seclusion and tranquility.

4.87 out of 5 average rating, 138 reviews

Five Oaks Cabin at The Woods Resort

A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.