Pet-friendly vacation rentals in Hagerstown

4.95 out of 5 average rating, 187 reviews

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.

Cabin in Hedgesville

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!

Outdoor spacesWalkabilityBiking

4.91 out of 5 average rating, 327 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

Outdoor spacesWalkabilityView

Cabin in Berkeley Springs

A spacious living area features wooden flooring and a spiral staircase leading to the upper level. Two plush armchairs are positioned beside a stone fireplace, with a cozy ottoman nearby. Natural light fills the room, accentuated by a black chandelier overhead.

4.87 out of 5 average rating, 180 reviews

Hot Tub · 4BR Creek Cabin ·Sleepy Creek ·90 Min DC

90 min from DC/Baltimore, this secluded 4BR mountain cabin on Sleepy Creek is your private escape with a new 6 person hot tub, STAR LINK INTERNET, creek access for fishing, kayaking, and a wood burning fireplace. Without the resort price tag. ★ NEW BIGGER HOT TUB 2025 ★ ★ VERY DOG FRIENDLY ★ ★ STAR LINK High-Speed Wi-Fi 2026★ ✔ Creek Access ✔ Hot Tub ✔ Fishing/Kayaking ✔ Pet friendly ✔ 4 BRs (3 Main Cabin + Private Loft) ✔ Full Kitchen ✔ Deck, Patio, Dining, BBQ, Fire Pit ✔ Smart TVs ✔ Parking

PetsOutdoor spacesComfort

4.95 out of 5 average rating, 151 reviews

A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.

Home in Middletown

Mountain Church Cottage

Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

PetsWalkabilityGetting around

4.84 out of 5 average rating, 138 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!

WELCOME TO MIKE’S CABIN ON THE POTOMAC!! Enjoy the serenity of this cabin. Off the beaten path with much to offer; fishing, kayaking, and floating in the river. Relax on the large deck, and eat at a large table on the covered patio. Grilling out or building a fire in the fire pit, you will absolutely love the time spent here. Ideal space for working remotely, with fantastic views for your background. Restaurants and groceries nearby. Close to I-70 and I-81, about 1.5 hrs from DC and Baltimore.

PetsOutdoor spacesCheck-in

Guest suite in Mercersburg

4.94 out of 5 average rating, 566 reviews

The 1780 Cabin on Main

A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.

PetsWalkabilityEV charging

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.

4.97 out of 5 average rating, 391 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.

Outdoor spacesPetsValue

4.87 out of 5 average rating, 300 reviews

A well-arranged living area features a comfortable dark sofa with decorative pillows. A wooden coffee table holds various items, including hand soap and informational cards. A television is mounted above a tasteful electric fireplace, while dining space is visible through an adjacent doorway.

Townhouse in Hagerstown

Darling Duplex

*NO cleaning fees in 2026!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Baby friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •2 bathrooms and 6 beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

WalkabilityOutdoor spacesIndoor spaces

4.97 out of 5 average rating, 128 reviews

A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.

Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

PetsOutdoor spacesDecor

4.98 out of 5 average rating, 313 reviews

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

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!

WalkabilityOutdoor spacesComfort

4.91 out of 5 average rating, 175 reviews

A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.

Dome in Shippensburg

Spectacular views, intimate dome

Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Outdoor spacesWalkabilityBathroom

5 out of 5 average rating, 101 reviews

The exterior of the historic building features a large bay window, framed in teal, complemented by a black door. A lush array of vibrant red flowers and green foliage enhances the welcoming entrance, leading to stone steps that invite guests into the Inn.

Apartment in Hagerstown

Inn on Potomac-South

The "Inn On Potomac" offers quaint, upscale accommodations in a pre-civil war historic home when visiting Hagerstown, Maryland. The Inn is only 2 blocks from the City Center, the Maryland Theatre, restaurants, and the downtown entertainment district. We are close to museums, wineries, breweries, and civil war battlefields. We offer 2 suites, the "Potomac South" and the "Potomac North", across the hallway from each other-- each listed separately on Airbnb.

PetsWalkabilityCheck-in

Popular amenities for Hagerstown pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene exterior view of Everlong showcases the inviting front deck surrounded by lush greenery. The wooden railing and steps lead to a comfortably designed patio space, framed by trees that highlight the home's natural setting.

4.99 out of 5 average rating, 139 reviews

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

PetsOutdoor spacesTV

4.94 out of 5 average rating, 771 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!

Outdoor spacesPetsWifi

4.96 out of 5 average rating, 112 reviews

Sqyrls Nest - hot tub, pets, fire pit, game room

Outdoor spacesPetsBeach

The A-frame lodge features a distinctive shape with a steeply pitched roof and large front windows. A welcoming green door is framed by wooden steps, leading to a spacious deck. Surrounding greenery offers a peaceful, natural setting.

4.93 out of 5 average rating, 130 reviews

Berkeley Springs Jungle Lodge w/ private stream

WalkabilityPetsBiking

A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.

4.99 out of 5 average rating, 169 reviews

+ the Lodge+ @CPP -View- Hot Tub- Dog Friendly

WalkabilityOutdoor spacesAmenities

4.97 out of 5 average rating, 431 reviews

Home in Greencastle

Country 2-Bed/2-Bath Barndominium w/Beautiful View

PetsOutdoor spacesFamily

4.91 out of 5 average rating, 348 reviews

A panoramic view of lush green mountains stretches out below, with a soft sunrise illuminating the horizon. The scene captures varying shades of green from the trees, contrasting with the delicate pastel colors of the sky.

Home in Hedgesville

Round Mountn Top House! Prof. Cleaned w EV-chrger

WalkabilityPetsHospitality

4.84 out of 5 average rating, 134 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

PetsWalkabilityQuiet

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 153 reviews

A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.

Home in Sabillasville

Stoney Spring Overlook

WalkabilityPetsHot tub

Guest suite in Myersville

A heated pool is surrounded by a stone wall and lush greenery, offering a serene atmosphere. The lodge features large windows and a balcony overlooking the pool area, seamlessly connecting indoor and outdoor spaces.

4.91 out of 5 average rating, 341 reviews

Harmony Lodge nestled in wooded tranquility!

PetsOutdoor spacesCheck-in

5 out of 5 average rating, 109 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

PetsOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 234 reviews

A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.

Home in Harpers Ferry

The Historic Booth House at the Harpers Ferry KOA

PetsWalkabilityShared spaces

Chalet in Berkeley Springs

A spacious interior features vaulted wooden ceilings and large windows, allowing natural light to fill the room. A wooden dining table is surrounded by several chairs. A comfortable seating area includes an armchair and a rocking chair, offering views of the outdoors.

4.88 out of 5 average rating, 272 reviews

The Mountain House

WalkabilityPetsBathroom

4.93 out of 5 average rating, 197 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

WalkabilityPetsTV

4.94 out of 5 average rating, 66 reviews

The exterior view highlights a circular cabin surrounded by a forest. A spacious deck is visible, furnished with two red chairs, a small table, and a fire pit. Stacked firewood is neatly arranged, while a charcoal grill is positioned at the corner.

Home in Berkeley County

Mushroom Treehouse Woods Retreat (2br/1.5ba)

WalkabilityPetsHospitality

4.87 out of 5 average rating, 150 reviews

Cabin in Hedgesville

Fire Pit, Arcade Games, Deck, Grill & Pool Access

Outdoor spacesPetsLayout

Private, pet-friendly home rentals

4.94 out of 5 average rating, 17 reviews

Cabin in Waynesboro

Nature lovers dream, A-Frame on a farm-king bed

Outdoor spacesAccessIndoor spaces

Apartment in Shepherdstown

The open kitchen features dark cabinetry and modern appliances, including an oven and refrigerator. A round dining table with two bar stools is positioned nearby. A patterned area rug and two coffee tables add a cozy touch to the living space, with warm wood flooring throughout.

4.96 out of 5 average rating, 454 reviews

Downtown: Explore Shepherdstown from cozy 1br apar

Outdoor spacesWalkabilityDecor

Superhost

An outdoor deck features a long dining table surrounded by several chairs, positioned to maximize mountain views. A propane grill is located at one end, and plush seating is set at the opposite side, all beneath a partly cloudy sky.

Cabin in Great Cacapon

4.89 out of 5 average rating, 297 reviews

Modern Mountaintop Cabin with a gorgeous view

PetsWalkabilityAccess

Cabin in Berkeley Springs

4.91 out of 5 average rating, 201 reviews

The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!

PetsOutdoor spacesFamily

Superhost

The exterior of a charming brown cottage is surrounded by lush green foliage. A spacious wooden deck with railing leads to the entrance, which is framed by white French doors. A red shade sail is positioned above the deck, adding a pop of color.

Cottage in Berkeley Springs

4.93 out of 5 average rating, 512 reviews

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

WalkabilityOutdoor spacesQuiet

4.95 out of 5 average rating, 152 reviews

Cabin in Hedgesville

Waterfront Cabin on the Potomac River w/ Hot tub

Outdoor spacesPetsCheck-in

5 out of 5 average rating, 282 reviews

The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.

Treehouse in Waterford

Hummingbirds Hideaway Treehouse

PetsWalkabilityRiver