Vacation rentals in Dickerson

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Top-rated vacation rentals in Dickerson

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Top guest favorite

A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.

Cottage in Hamilton

4.95 out of 5 average rating, 398 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Guest favorite

The exterior of a spacious, modern log cabin home is showcased, featuring a large covered porch and multiple gabled roofs. The surrounding landscape includes an expansive grassy area and trees, with a clear blue sky overhead.

Home in Leesburg

4.91 out of 5 average rating, 11 reviews

Modern Barndominium. 5 BR. Sauna. Firepit. 11 acre

Bring the whole family to this great place with lots of room for fun. Lots of amenities like Jacuzzi, Sauna, firepit, backyard pond, Shuffle board, indoor basketball, and lots of other games like giant connect four, cornhole, chess, giant jenga, and others. Archery and Axe throwing is an added amenity for an extra fee. If interested please ask. Jacuzzi will not be operating in the winter months December to February. There is a working distillery on site. It will not interrupt the stay at all.

Guest favorite

A spacious living room is highlighted by warm wood flooring and soft overhead lighting. A cozy sofa, accompanied by decorative pillows, faces a media unit. A large artificial Christmas tree stands in the corner, with a few decorative items visible on a nearby shelf.

Home in Boyds

4.94 out of 5 average rating, 31 reviews

Spacious Cozy Suite

This is a very spacious walk-out basement . The kitchen is equipped with an induction cooker, coffee machine, microwave, etc. There is also a washing machine and dryer for your use. The two cozy bedrooms have a queen-size bed and a double bed respectively, and a private bathroom. The bedroom is equipped with a dressing table, sofa, sheets, quilts and pillows. The bathroom is equipped with bath towels, towels, shampoo and shower gel, etc. WiFi and parking are also free. License No.: STR25-00107.

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, 228 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, 178 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

A charming treehouse is nestled among tall poplar trees, surrounded by lush greenery. A front deck is visible, offering a welcoming entrance. The unique spiral staircase can be seen leading to the upper levels, enhancing the structure's whimsical design.

Treehouse in Leesburg

4.97 out of 5 average rating, 370 reviews

Romantic Secluded Treehouse Stay in the Sky

Enjoy the 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.when you book on airbnb you are supporting there 60 us based employees and 1 local business

Guest favorite

A peaceful outdoor seating area features black Adirondack chairs arranged on a gravel surface. In the background, the white cottage can be seen, framed by lush green shrubs and trees, providing a tranquil setting for relaxation.

Farm stay in Waterford

4.99 out of 5 average rating, 106 reviews

Hope Flower Farm Winery Cottage

Welcome to Hope Flower Farm & Winery! This charming 3-bedroom, 1-bath cottage is the perfect retreat for those seeking a peaceful getaway in the heart of Loudoun County wine country. The cottage features a kitchen, cozy living room, and a screened-in porch perfect for enjoying your morning coffee or an evening glass of wine. The cowboy cauldron is the perfect spot for roasting marshmallows or enjoying a cozy fire. Come experience the beauty and tranquility of Hope Flower Farm & Winery.

Top 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, 147 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.

A serene bedroom within the dome features a spacious bed adorned with soft white linens and blue accent pillows. Large windows provide views of the surrounding greenery, while a comfortable chair and a hanging hammock offer cozy relaxation options. A woven rug adds warmth to the area.

Dome in Leesburg

4.82 out of 5 average rating, 135 reviews

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Experience Luxury Glamping in Leesburg! Discover the perfect blend of comfort and nature in our charming dome, just minutes from downtown Leesburg. Enjoy modern amenities like split AC/heating, WiFi, a projector, fridge, and coffee maker. Relax in the outdoor jacuzzi, cozy up by the propane fire pit, and unwind under ambient lighting. Explore renowned wineries, Morven Park, and local attractions nearby. A unique, romantic escape awaits—book your unforgettable glamping getaway today!

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, 21 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, 44 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.

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, 222 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.