Family-friendly vacation rentals in Hagerstown

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Top-rated family-friendly rentals in Hagerstown

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Guest favorite

A wooden cabin is set on a raised deck, surrounded by tall trees. Large windows illuminate the interior with warm light. A stone fire pit is situated in the foreground, and various outdoor equipment is visible near the cabin, enhancing the rustic appeal.

Cabin in Great Cacapon

4.94 out of 5 average rating, 141 reviews

Cozy Cabin on the Cacapon River

The Cozy Cabin is set back off the Cacapon River banks with spectacular year round views. The property sits on 5 wooded acres with over 500 feet of river frontage and PRIVATE RIVER ACCESS. Bring canoes, kayaks and your fishing pole in the summer or in the winter light a fire and cozy up indoors. The spring brings abundant wildflowers and its the perfect location to view the fall foliage. We invite you to enjoy our city escape in the mountains. Fiber internet is now installed 500 mps internet

Superhost

Cabin in Front Royal

4.82 out of 5 average rating, 204 reviews

♛Royal A-Frame♛HOT TUB★PetsOK★WoodStove★FASTwifi

As featured in The Washingtonian! Forest bathing in cozy retreat nestled in treetops of Shenandoah Valley. Stunning indoor/outdoor views. Features hot tub, wood-burning stove, wrap-around deck, grill, fire pit, and Xfinity Wi-Fi. For kids: outdoor playground, pack n' play, and highchair. Sleeps six comfortably with queen, double, and trundle bed (single/single). Shenandoah hiking, biking, canoeing/tubing, breweries/wineries, museum and golf nearby. Happy dog fee $150. AWD required in winter.

Guest favorite

A living room features a fold-out couch adorned with colorful throw pillows. A wooden desk with books and a lamp is positioned nearby, while a vibrant rug adds warmth to the space. Natural light filters through a window, and a green lamp provides ambient lighting.

Bungalow in Silver Spring

4.92 out of 5 average rating, 178 reviews

Astoundingly Charming Bungalow, Bells & Whistles!

This unique property offers its guests the best of both worlds: a single-family house with a large, fenced dog-friendly backyard and a multi-car driveway, within walking distance of the Silver Spring and Takoma Park Metro Stations as well as all the shops, restaurants, bars, and theaters of downtown Silver Spring, MD. Hop on the Metro to play in DC and come back to a comfortable home with a full kitchen, off-street parking, outdoor space, and neighbors who are the friendliest of people.

Superhost

The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.

Cabin in Harpers Ferry

4.81 out of 5 average rating, 436 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Top guest favorite

A colorful outdoor bouncing pillow is seen in a fenced area, covered by a large yellow canopy. Several children are playing on the surface, while adults relax on benches nearby. In the background, other recreational facilities are visible, creating a vibrant atmosphere.

Home in Harpers Ferry

4.91 out of 5 average rating, 162 reviews

The McCoy House at the Harpers Ferry KOA

The McCoy House is great for families for weekend trips or holidays. The house is in a very small neighborhood, located next door the Harpers Ferry KOA Holiday, all of the KOA amenities are included with the your stay (some are seasonal). Each bedroom and bathroom is furnished with linens/towels and basic amenities. Please note this is not a "party" house. No more than 12 people are permitted, day or night. Quiet hours begin at 10pm and are strictly enforced.

Guest favorite

A cozy multi-bunk sleeping area features three built-in beds with plaid accents. A foosball table occupies the spacious hardwood floor, and large windows allow natural light to illuminate the room. Soft area rugs enhance the inviting atmosphere.

Farm stay in Ijamsville

4.96 out of 5 average rating, 292 reviews

Best Farm Stay Ever. Beautiful, affordable, fun!

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Guest favorite

A covered porch is supported by rustic wooden beams, featuring two green adirondack chairs and a circular coffee table. A hanging fern adds a touch of greenery above. Stone flooring complements the natural surroundings, which include lush shrubs and plants just beyond the porch.

Home in Fairfield

4.92 out of 5 average rating, 239 reviews

Brent Road Retreat

Rustic post and beam home rich with character. Five bedrooms and 2 full bath 2200 s/f sleeps up to 13. Cozy wood stove for heat with propane backup; a/c. House enjoys large yard and mature woodland surroundings. Relax on covered porch or large shaded deck and enjoy the biodiversity of your secluded surroundings. Five minutes to Liberty Resorts skiing and golf; 15 minutes to Gettysburg. Property features artwork from various local renowned artists.

Top guest favorite

A cozy sitting area is highlighted by natural light filtering through slatted windows. A sleek desk and dark wooden cabinet are positioned nearby, while a comfortable sofa is adorned with colorful cushions. A traditional rug adds warmth to the wooden floor.

Vacation home in Thurmont

4.94 out of 5 average rating, 182 reviews

"Breeches Pocket" C.Wr Log Cabin/House Getburg-DC

This Historic 4BR log Cabin (house) on "Saint Elizabeth" farm is a true gem. It is minutes from hiking and biking trails, ski resorts, history tours, and the Catoctin Mountains. It has exceptional architectural details and a gorgeous interior design. We have rented it for 14 years and maintain it at the highest level. We guarantee you will be thrilled with your stay. READ "show more" (below) to understand the layout of this house.

Guest favorite

A library featuring dark wooden furniture provides a serene reading space. A large bookshelf filled with books is complemented by a wooden desk with a lamp and a small potted plant. A vase of fresh flowers rests on a round coffee table, adding a touch of color.

Guesthouse in Frederick

4.98 out of 5 average rating, 179 reviews

Romantic Getaway - Heated Spa Open Year Round

Enjoy our beautifully decorated four bedroom home, furnished with unparalleled elegance and style. This tranquil guest house is located less than an hour from Washington DC and Baltimore, MD, and a half-hour from Gettysburg and Harper's Ferry and offers luxurious rooms with unparalleled elegance and style. For the ultimate pampered experienced, guests can arrange for in-house spa services such as a full-body therapeutic massage.

Top guest favorite

A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.

Home in Harpers Ferry

4.94 out of 5 average rating, 394 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Guest favorite

The bathroom features a clean layout with a white tiled shower surrounded by glass. A modern sink and vanity with a dark wood finish are complemented by a large mirror above. A small plant adds a touch of greenery to the space, while art pieces adorn the wall.

Condo in Bethesda

4.89 out of 5 average rating, 189 reviews

Bright 2br w amazing loc and view

850 sq ft 2 bedroom 1 bathroom condo in great downtown Bethesda location. Corner unit with windows everywhere making for great light, energy, and views. Balcony overlooking one of the main Bethesda squares. Close to metro and walkable to more restaurants and bars than you can possibly try. Tandem parking for two cars. New flooring as of June 2023. This condo will exceed your expectations.

Guest favorite

The exterior view showcases a spacious driveway leading up to a two-story house, surrounded by lush greenery. Tall trees provide shade, while a manicured hedge adds to the landscape. The setting exudes tranquility, reflecting the peaceful mountain surroundings.

Apartment in Bluemont

4.94 out of 5 average rating, 154 reviews

Charming private apartment

"Magical." This second story apartment, surrounded by giant spruces, is sited at the top of the Blue Ridge mountains, with a long sweep of lawn guiding the eye to the Shenandoah Valley below. The view is stunning. Peace and quiet reign. Here it's quiet except for the chirp of birds. Gardens are plentiful with flowers and the smell of old boxwood.