Family-friendly holiday rentals in Martinsburg

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.

4.95 out of 5 average rating, 191 reviews

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

FamilyKitchenAmenities

4.87 out of 5 average rating, 766 reviews

A well-maintained exterior showcases a brick building with a white double door entrance. Surrounding greenery includes manicured lawns and bushes, enhancing the natural setting. The entrance is easily accessible, providing a welcoming approach to the ground-level unit.

Home in Inwood

Arden House, Inwood WV

Ground level two room unit. No steps. Separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed, sofa and full refrig.. In a separate living area, there is a queen bed, TV, bathroom, desk, table, microwave, convection oven, air fryer, gas fireplace. No oven. Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic

FamilyIndoor spacesNearby

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, 321 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

FamilyIndoor spacesBiking

Treehouse in Shepherdstown

The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 453 reviews

4.93 out of 5 average rating, 100 reviews

A spacious bedroom features wooden beams above and warm lighting. A large bed with a striped coverlet is positioned in the center, while guitars and wall art adorn the light-colored walls. A comfortable chair is located next to sliding glass doors leading outside.

Apartment in Martinsburg

The Speakeasy Listening Room

Step into this funky and cool haven, a spot designed for unwinding in something genuinely extraordinary! Experience the allure of secret door access leading to the listening room and bathroom, lending an air of mystery that defines "The Speakeasy." A note for visitors: a large step is required, so it's not suitable for those who may find it challenging. Enjoy the firepit and twinkling string lights on the deck. Musical souls will love the piano, guitar and record player waiting for you!

FamilyIndoor spacesAccuracy

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.

4.99 out of 5 average rating, 139 reviews

Cozy Secluded A-Frame Cabin Retreat

Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

FamilyKitchenSleep quality

4.97 out of 5 average rating, 227 reviews

The exterior of a two-story cottage is presented, featuring a blend of dark green siding and stone accents. Large windows are illuminated, highlighting a welcoming entrance. Surrounding trees are bare, indicating the season, while a spacious yard of grass and earth is visible in the foreground.

Cottage in Shepherdstown

NEW * The Getaway Cottage at Rocky Marsh Farm

Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 134 reviews

A living room features navy blue sofas adorned with throw pillows, facing a wooden coffee table atop a patterned rug. A circular mirror and a decorative plant are visible on the wall, while a dining area with a white table and chairs is illuminated by natural light from large windows.

Condo in Martinsburg

The Cozy Villa

Home away from home, conveniently located seconds away from Interstate 81 and central to all restaurants and shops! Perfect for a group of traveling friends or a family looking for a peaceful stay. This warm and cozy villa boasts tastefully modern features with 2bdr, 1bth, fully equipped kitchen, living room, dining room, washer/dryer in unit, front and back patio with patio furniture. The home has a driveway so parking is hassle-free! Very quiet and safe neighborhood.

FamilyIndoor spacesParking

Holiday home in Martinsburg

An inviting entryway showcases a wooden staircase leading to a loft area. The walls are adorned with wooden paneling and a prominent 'Station' sign. A coffee station and laundry area are conveniently positioned on one side, enhancing functionality.

The Train Station Lodge

The Train Station Lodge is a one-of-a-kind guest house on 7 wooded acres in Martinsburg, WV. Inspired by the area’s railroad history, it offers private walking trails, peaceful forest views, custom character, and a memorable stay unlike a standard rental. Relax in the oversized antique cast iron tub, enjoy the unique train-themed design, and explore nearby Harpers Ferry, Shenandoah, and other local attractions.

FamilyIndoor spacesAccess

4.95 out of 5 average rating, 112 reviews

5.0 out of 5 average rating, 202 reviews

A charming two-story cottage features a welcoming front door framed by decorative shutters and flower planters. A covered porch is seen to the left, adding outdoor space for relaxation. The surrounding yard is well-maintained, providing a pleasant view of the greenery.

Cottage in Shepherdstown

The Creekside Cottage: Downtown | Pet-Friendly

Welcome to the Creekside Cottage, a 2 bedroom/1.5 bathroom spacious home, offering a secluded escape by the creek yet just a short stroll through the gardens of Shepherdstown to shopping and dining. Perfect for getaways, family visits, or university stays, this Creekside Cottage offers a roomy interior, cozy living room, modern kitchen, fire pit, and a private patio & porch to be enjoyed along the Town Run.

KitchenIndoor spacesHospitality

Superhost

A spacious living area features a comfortable sectional sofa adorned with yellow pillows. Two modern chairs flank a small table, and large windows allow natural light to fill the room. A separate sleeping area is visible in the background, showcasing a king size bed.

Loft in Martinsburg

The Penthouse in the heart of Downtown Martinsburg

Imagine being downtown near the restaurants, bars, and shopping. Go up 2 flights of stairs and you've arrived in heaven. The breathtaking views from the top floor is memorable. You'll love the light that spreads out through the huge windows! Enjoy the huge king size bed or just hang out in the comfy living room. You are going to make your friends so jealous when they see your pictures!

FamilyIndoor spacesView

4.88 out of 5 average rating, 135 reviews

4.96 out of 5 average rating, 544 reviews

A restored log cabin features a red metal roof and wooden exterior, framed by trees and a grassy area. A dog lies comfortably on the ground in front of the porch, which is adorned with red chairs and a lantern.

Cabin in Shepherdstown

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

KitchenFamilyGetting around

Popular amenities for Martinsburg family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 136 reviews

Home in Hedgesville

Peaceful Pines, Luxury Cabin, Pool, Golf, EV

Indoor spacesKitchenAccuracy

A log cabin features a stone chimney and a spacious front porch with a wooden railing. Surrounded by vibrant autumn foliage, the lower level offers a clear view of the landscaped yard, leading to the area with Adirondack chairs, inviting guests to relax outdoors.

4.94 out of 5 average rating, 126 reviews

Charming log cabin by Berkeley Springs (+ hot tub)

KitchenIndoor spacesHot tub

4.84 out of 5 average rating, 136 reviews

A calm river flows through a lush landscape, surrounded by trees in varying shades of green and hints of fall colors. A boat glides across the water, while the soft light of early morning gently illuminates the scene.

Home in Martinsburg

Sunrise on the Potomac near Shepherdstown, WV

Indoor spacesKitchenHeating

5.0 out of 5 average rating, 110 reviews

A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.

Chalet in Hedgesville

Cherry Run Chalet

FamilyIndoor spacesHospitality

4.93 out of 5 average rating, 202 reviews

A spacious great room features a large sectional sofa in rich orange, inviting relaxation. Tall windows allow natural light to fill the space, offering views of the surrounding forest. A decorative area rug anchors the seating area, complemented by a coffee table and thoughtfully arranged decor.

Chalet in Hedgesville

Starcatcher Chalet, The Woods Resort

FamilyIndoor spacesCondition

Two hanging egg swings are positioned in a cozy screened-in porch, featuring soft cushions for comfort. A wooden side table rests between the swings. The backdrop includes a wooden wall adorned with hanging greenery, enhancing the serene atmosphere.

4.96 out of 5 average rating, 221 reviews

Cozy Designer Cabin with Hot Tub, Fire Pit, Grill

FamilyIndoor spacesNearby

4.9 out of 5 average rating, 248 reviews

A private hot tub is positioned on a wooden deck, surrounded by trees and greenery. The view of the distant landscape is visible, with soft colors of nature reflecting a serene atmosphere. Soft lighting fixtures hang from the roof, adding to the inviting space.

Cabin in Gerrardstown

Modern Eclectic Treetop Cabin ~ Hottub ~ Romantic

FamilyIndoor spacesLong stay

4.99 out of 5 average rating, 261 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

FamilyKitchenSolo travel

Family- and pet-friendly home rentals

Guest suite in Shepherdstown

Historic Scrabble, Shepherdstown

Indoor spacesKitchenLocation

4.96 out of 5 average rating, 761 reviews

4.98 out of 5 average rating, 211 reviews

The exterior of the cabin is showcased, featuring large vaulted windows that allow natural light to fill the space. The deck is furnished with a table and chairs, surrounded by a lush yard and trees displaying autumn colors.

Cabin in Gerrardstown

The Nest: Modern Cabin Retreat on 5 Wooded Acres

FamilyIndoor spacesView

A circular living area is surrounded by large windows that offer views of the serene woods. Comfortable seating includes a green sofa and two white chairs, complemented by a unique pendant light and a cozy rug on the carpeted floor.

4.98 out of 5 average rating, 104 reviews

Round 70s cabin-pickleball, golf, gym, pools

FamilyIndoor spacesTV

Farm stay in Harpers Ferry

A serene body of water reflects shades of turquoise and green, bordered by rocky cliffs and lush trees. Three caves are visible along the rocky shoreline, inviting exploration amidst the peaceful natural surroundings.

Apartment on Peace Ridge Farm

FamilyKitchenPets

4.96 out of 5 average rating, 293 reviews

4.85 out of 5 average rating, 144 reviews

The cabin features an A-frame structure with a gray exterior and a vibrant red door. Surrounding trees shed their leaves, and a serene river can be seen in the background. The entrance is framed by steps leading up to the porch, adding charm to the setting.

Cabin in Falling Waters

Mike’s Cabin on the Potomac!

KitchenFamilyCheckout

Apartment in Shepherdstown

A charming view of downtown Shepherdstown showcases a row of historic buildings, each displaying unique architectural features. A vibrant green tree adds a touch of nature, while a clear blue sky enhances the picturesque streetscape.

The 1763 House - Stay in Downtown Shepherdstown

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 286 reviews

4.96 out of 5 average rating, 248 reviews

Home in Sharpsburg

Steps to Winery and Battlefield – 1 Acre Retreat

KitchenIndoor spacesQuiet

4.93 out of 5 average rating, 783 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!

KitchenIndoor spacesGetting around

Family-friendly home rentals with a pool

Tiny home in Stephens City

Farm Stay in a luxury tiny home with hot tub

Indoor spacesFamilyQuiet

5.0 out of 5 average rating, 170 reviews

Chalet in Bath (Berkeley Springs)

A stone patio surrounded by Adirondack chairs encircles a fire pit, with flames dancing at the center. The cabin is set against a backdrop of lush green trees, and a hot tub is positioned nearby, offering a serene outdoor gathering space.

Ultimate Group Getaway5 Suites•HotTub•Fall Foliage

KitchenIndoor spacesBackyard

4.96 out of 5 average rating, 196 reviews

4.99 out of 5 average rating, 640 reviews

An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.

Cabin in Bluemont

Rustic Blue Ridge Cabins

Indoor spacesKitchenAmenities

4.96 out of 5 average rating, 220 reviews

The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.

Home in Harpers Ferry

Historic Farmhouse | Heated Plunge Pool, Billiards

FamilyIndoor spacesGetting around

The living area displays a warm, inviting space with a plush sectional sofa and a round coffee table centered on a patterned rug. A wooden dining table is visible in the background, surrounded by chairs. Natural light enters through windows, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 126 reviews

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

KitchenFamilyView

4.87 out of 5 average rating, 144 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

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

KitchenIndoor spacesBathroom

Cabin in Bath (Berkeley Springs)

A modern A-Frame cabin is nestled among trees, featuring large windows that enhance the open design. The inviting deck leads to a fire pit area surrounded by Adirondack chairs, creating a perfect space for gathering and enjoying nature.

Frog Hollow · A-Frame Cabin, Hot Tub & Cold Plunge

Indoor spacesFamilyGetting around

5.0 out of 5 average rating, 107 reviews