Holiday houses in Jefferson

Spacious Private cozy apartment near mountains

Unwind in a spacious, private basement apartment in Braddock Heights, ideal for couples, small families, or remote stays. This 910 sq ft retreat features a private entrance, open layout, comfortable living area, bedroom, full bath, and kitchenette. Conveniently located minutes from downtown Frederick and major routes, yet tucked in a quiet area near hiking trails and wineries. Enjoy the large backyard with patio and fire pit. Includes one dedicated parking space. A peaceful and comfortable place

Value · Family · Checkout

Cozy Farmhouse Guest Suite w/ Private Deck

Imagine soaking some sunshine from the private deck of a lovingly renovated 1800s farmhouse. On warm days dip into one of the two creeks bordering the 25-acre farm; in cooler seasons, enjoy peaceful walks under open skies. This private guest suite with bedroom, bath, kitchenette, and living area blends comfort, history, and charm. Just 20 minutes to Frederick & Harpers Ferry, it’s ideal for solo travelers, couples, or small families visiting this beautiful area. Blazing WiFi keeps you connected.

Location · Family · Sleep quality

Wizard's Forbidden Hut | 2 Escape rooms | Sleep15+

NEW ADDITION - 3 Broomsticks Pub- Wizards and Humans are invited to experience the magic of Wizard's Forbidden Hut Escape - A magical hut located in a forbidden forest with an escape room twist. Immerse yourself in 2 thrilling themed escape rooms, daring Scavenger Hut or find and keep the hidden Owls. Perfect for family reunions, bachelorette/ bachelor parties. Weddings/ Large Events - additional cost. Follow us on Insta/Fb for videos. Rent the Wizard Escape Castle next door for larger parties.

Location · Family · Outdoor spaces

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.

Value · Location · Long stay

The Milk House at Hereford Grove Farm

The Milk House at Hereford Grove Farm is a completely renovated efficiency space located on a beautiful, 128 acre, historic farm. All facilities are brand new and modern. Come experience the magic of this unique and tranquil getaway for two. The pastoral setting includes breathtaking views and sunsets, beautiful barns, a spring-fed pond, and nearby grazing cattle. The farm is a great setting for pets. Due to the size of the Milk House, only one pet is allowed and no cats are permitted.

Location · Family · Laundry

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

"Rusty Rose~amazing restored Farmhouse located in the heart of Jefferson. The perfect combination of "Leather & Lace"~ restoration met renovation to offer a unique property like no other to guests. Set your sights on adventure! Downtown Frederick restaurants, shops, parks, & nightlife. VA, MD, & WV local wineries & breweries. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes. Golf 18 holes. Go antiquing. Tour quaint nearby towns restaurants & shops.

Location · Family · Decor

The Forge on Sunnyside Farm

Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

Location · Value · Indoor spaces

Beautiful historical town, 3 bedrooms, countryside

Beautiful home is on the 3.5 acres around peaceful farm area, with a barn and stunning views of the valley and mountains. You are able to see and hear the neighbor’s animals, see the rhythm of farm life, and enjoy being in nature. We hope you will find the house is supper comfy, welcoming. Great location not too far from Main St in Middletown with its restaurants & shopping. Minutes from the highway, yet still in the country. A little over 20 minutes drive to the Whitetail Ski Resort.

Family · Value · Hospitality

Frederick 4BR/3BA | 4 Queens | Main-Floor Suite

Experience the best of Frederick in a home designed for effortless group stays. Whether you're here for a wedding, reunion, or work-cation, our spacious 4BR/3BA retreat offers the perfect balance of privacy and togetherness. With 4 Queen beds, everyone gets a real bed—no bunks or sofas. Enjoy our stair-free main-level suite, a cozy living room for movie nights, and a signature coffee bar with an espresso machine and Keurig. Fully equipped with central heating and cooling and fast Wi-Fi

Family · Location · Comfort

Amazing view of the Middletown Valley

Comfortable and casual, this interior encourages group interaction and peaceful alone time. The view is one of the best on the "Boulevard", stretching all the way to Harper's Ferry. You can see all the major gaps where the battles took place during the South Mountain campaign in the Civil War. You are ten minutes from the bustling dining and shopping area of downtown Frederick and you can peacefully cook out on the deck while gazing across the valley when you return for the evening.

Value · Location · Outdoor spaces

Firefly Hill Farmhouse

This historic farmhouse has space for everyone, even the pups! The house was built in 1873 and owned by the same family for five generations. Newly renovated, its situated on a former working farm adjacent to a small historic town. There are many attractions in short driving distance and parks & eateries in walking distance. A large yard with a fire pit, grill, and hammock are part of the property. Close to Frederick, Washington, D.C., Harpers Ferry, Antietam, and South Mountain.

Location · Family · Pets

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!

Location · Value · Bathroom