Vacation rentals in Dickerson

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Top-rated vacation rentals in Dickerson

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Top guest favorite

A modern kitchen and living area are showcased within an open layout. Sleek countertops and stainless-steel appliances are present in the kitchen, along with a bar seating area. A comfortable seating arrangement faces a television, while natural light streams through large windows.

Apartment in Leesburg

5 out of 5 average rating, 16 reviews

Owl’s Nest at Shiloh

Tucked away on Furnace Mountain, Owl’s Nest is your perfect escape from the everyday hustle. This charming apartment blends rustic comfort with modern amenities, offering a peaceful stay for a romantic getaway or solo retreat. Enjoy morning coffee with birdsong on the balcony, curl up with a book and some tea, or solve a mystery with a game of Clue. Located nearby well known Lucketts Antique shops, hiking, biking & river excursions. Just 11 miles to Leesburg, VA, and 15 miles to Frederick, MD.

Top guest favorite

The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.

Apartment in Germantown

4.94 out of 5 average rating, 109 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

Top guest favorite

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, 224 reviews

'Waterfront' on 1796 Historic Farm

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 favorite

The exterior of a modern barn features a combination of dark and light siding, with large windows and double doors at the center. A landscaped area with grass and trees surrounds the structure, with a gravel pathway leading to the entrance.

Apartment in Leesburg

4.99 out of 5 average rating, 172 reviews

The Barn at Belgrove

The Barn at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment is located above the barn. It is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle in a rustic environment. There is generally very good cell service but there is no Wifi.

Top guest favorite

The exterior of a red brick building is shown, featuring a striking peaked roof and multiple windows. A shaded porch is visible at the entrance, adorned with potted plants. Lush greenery surrounds the property, and a gravel path leads up to the structure.

Farm stay in Leesburg

5 out of 5 average rating, 59 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 favorite

A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.

Condo in Sterling

4.93 out of 5 average rating, 139 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

Guest favorite

The living room features a plush sectional sofa and a large TV against a light blue wall. A small round dining table with two chairs stands near a window with natural light. A decorative area rug covers the hardwood floor.

Apartment in Downtown Frederick

4.89 out of 5 average rating, 271 reviews

Downtown Frederick Getaway

Great location in downtown Frederick, with parking on premises! Private first floor apartment in historic district, carefully maintained by owner. Large living room with large TV, very comfortable king size bed and plenty of closet space. House has historic charm, located on the edge of Frederick's historic downtown and very close to Frederick Memorial Hospital. Photos don't do it justice, space is larger than it appears, new paint in kitchen. Large backyard, outdoor seating.

Top guest favorite

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

5 out of 5 average rating, 187 reviews

Hummingbirds Hideaway Treehouse

Come experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun our little slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please Please Please message us prior to booking

Guest favorite

A charming French farmhouse exterior is showcased, featuring a white facade and a welcoming entrance. The circular driveway is lined with well-maintained shrubbery and flower beds. Lush greenery surrounds the property, and a clear blue sky is visible above.

Home in Beallsville

4.95 out of 5 average rating, 20 reviews

The barn a French Farm House.

This beautiful Barn French farm house Embark on an off grid adventure this 3 bedroom 2.5 bathroom in Beallsville (1) to town of Poolesville nestle on 20 acres of secluded bills this French farm house luxury through the property 3- fireplaces. THE LOCATION: FOUR STREAM GOLF COURSE,THE CROSS VINEYARD, POOLESVILLE GOLF COURSE,4- WINERIES THE AREA, ROCKLAND, BLUE FROG, WINDRIDGE, HAND MAD BREWING, MARKET LOCAL CAFE AND MARKET, BUTTLER ORCHARD, LEWIS ORCHARD.

Top guest favorite

A century-old country house is shown from a distance, framed by expansive green lawns and trees. The structure features a rustic exterior with a red metal roof, a brick chimney, and a large sunroom that opens to the backyard. Scenic hills are visible in the background.

Home in Barnesville

4.98 out of 5 average rating, 43 reviews

The Crooked Camel

Century-old country house in Maryland near the DC metro area. Come relax or enjoy local adventures! Easy access to great cycling, boating, hiking, wineries and breweries, and nature. The house is furnished with interesting decor from 30 years spent overseas. 3 rooms available, sleeping a maximum of 6 adults, and two bathrooms. Nearby MARC train line, visitors should expect to hear passing trains. Manager lives on-property in a separate building.

Superhost

A charming cabin is nestled among tall trees, showcasing a front porch with steps leading down to a floating dock. A red umbrella provides shade over a picnic table, while outdoor seating is arranged nearby, offering a serene view of the surrounding nature.

Cabin in Dickerson

4.91 out of 5 average rating, 44 reviews

River Island

Comfy Tiny Cabin located just a few steps from the rivers edge. Enjoy hanging out on the floating docks taking in the scenic views. Throw a line in and do a little fishing or hop on the canoe and go exploring. Finish the day out with a game of Cornhole or just sit back and relax around the fire. **Train tracks above to the left a little. MARC train runs in the morning and evening. Freight train runs sporadically throughout the day**

Top guest favorite

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, 218 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.