Holiday rentals in Jefferson

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Top-rated holiday rentals in Jefferson

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Top guest favourite
The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.
Cabin in Myersville
4.96 out of 5 average rating, 214 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favourite
The bedroom features a spacious queen bed with a light-colored quilt and decorative pillows. A green accent chair is positioned at the foot of the bed. Natural light enters through a large sliding door, complemented by soft curtains. Wall art adds a calming touch.
Home in Frederick
4.85 out of 5 average rating, 142 reviews

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

Top guest favourite
A charming red structure is nestled near a tranquil pond, surrounded by lush greenery and flowering plants. A windmill is visible in the background, complementing the rural landscape, while a gravel path leads toward the entrance of the building.
Farm stay in Lovettsville
4.99 out of 5 average rating, 282 reviews

‘Waterfront’ Farm Escape for Hikers & Wine Lovers

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Top guest favourite
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.
Flat in Downtown Frederick
4.98 out of 5 average rating, 223 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.

Guest favourite
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.
Treehouse in Shepherdstown
4.98 out of 5 average rating, 447 reviews

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.

Superhost
The charming exterior of the restored farmhouse features a welcoming front porch adorned with seating, inviting guests to relax. The façade is complemented by traditional shutters and clean lines, while an American flag adds a touch of local character.
Home in Jefferson
4.92 out of 5 average rating, 303 reviews

"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.

Top guest favourite
Farm stay in Leesburg
5.0 out of 5 average rating, 140 reviews

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.

Guest favourite
A vibrant sunset paints the sky with shades of orange, pink, and purple, casting a peaceful glow over the distant valley. Silhouetted trees frame the scene, highlighting the natural beauty beyond the house.
Home in Frederick
4.9 out of 5 average rating, 115 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 315 reviews

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!

Top guest favourite
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
4.96 out of 5 average rating, 475 reviews

Romantic Secluded Treehouse Stay in the Sky

Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a treehouse

Guest favourite
The exterior of a two-story carriage home is displayed, featuring a sloped roof and prominent front porch. A manicured lawn surrounds the structure, with evergreen shrubs and small trees in the background. The driveway leads to a spacious path, enhancing accessibility.
Guest suite in Frederick
4.93 out of 5 average rating, 158 reviews

Spacious Carriage Home Suite in Frederick MD

NEAR HISTORIC DOWNTOWN FREDERICK - Super Spacious 2nd Floor Guest Home Suite located on 5 Acres with an amazing view! Freshly painted and newly furnished with fresh appliances. Long Driveway entrance with plenty of parking available. Only 46 miles from Baltimore and 50 miles away from D.C. Downtown Frederick is only a couple of minutes away so you can enjoy shopping, restaurants, and experience everything Frederick has to offer!

Top guest favourite
A winding pathway made of pavers is bordered by lush greenery, including large leaves and blooming hydrangeas. The pathway leads through a garden, creating a natural and inviting entrance to the property.
Guest suite in Leesburg
4.99 out of 5 average rating, 235 reviews

Suite GG ~ Relax & Enjoy

Let this cozy above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a lovely raised deck overlooking the back gardens.

Popular amenities for Jefferson holiday rentals