Photo by Charlie Micheals

Dickerson holiday homes

We found 329 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Dickerson that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Dickerson

Showing deals for:11 Dec - 18 Dec

Bedroom 1
Kitchen
View from front porch
Walkway from driveway to entry door
Exceptional
(49 reviews)

Firefly Hill - Renovated farmhouse with large backyard - sleeps 8

Jefferson

12% off
NZ$3,752
for 7 nights, 1 room
NZ$536 per night
includes taxes & fees
Firefly Hill - Renovated farmhouse with large backyard - sleeps 8
Private kitchen
Dining
Outdoor spa tub
Your private country estate awaits!
Wonderful
(5 reviews)

Luxe and Serene Living in Rural Potomac in Country Home w/ Hot Tub, Sauna

Potomac

8% off
NZ$12,840
for 7 nights, 1 villa
NZ$1,834 per night
includes taxes & fees
Luxe and Serene Living in Rural Potomac in Country Home w/ Hot Tub, Sauna
Gather and enjoy meals in the spacious, fully stocked kitchen.
Warm up around the fire pit and enjoy the stunning mountain and pastoral views!
The Kitchen Nook offers additional seating, and a cozy place to read.
Extra-large mirror and vanity in the 'Purple Rain' room.
Exceptional
(6 reviews)

The Spring House: Entire Home Rental on 74-acre, Scarlet Springs Farm

Waterford

8% off
NZ$6,364
for 7 nights, 1 room
NZ$909 per night
includes taxes & fees
The Spring House: Entire Home Rental on 74-acre, Scarlet Springs Farm
Formal Dining
Exterior
The patio and pond from Master Bedroom balcony
Kitchen - fully equipped.
Exceptional
(179 reviews)

Lovely Large Farmhouse, Pond, Spectacular Views. Great for Events & Retreats

Frederick

8% off
NZ$8,060
for 7 nights, 1 home
NZ$1,151 per night
includes taxes & fees
Lovely Large Farmhouse, Pond, Spectacular Views. Great for Events & Retreats
A majestic estate offering grand views of a 107 acre horse farm.
Plenty of space to prepare your next meal.
Expansive Great Room
Welcome to Seven Oaks Farm
Exceptional
(21 reviews)

Majestic Equestrian Estate

Dickerson

8% off
NZ$14,721
for 7 nights, 1 home
NZ$2,103 per night
includes taxes & fees
Majestic Equestrian Estate
Interior
Living area
Room
Terrace/patio
Exceptional
(9 reviews)

Sugarloaf Mountain Retreat- Explore a 300 Acre Estate, Hiking, Golfing, Biking

Frederick

8% off
NZ$2,975
for 7 nights, 1 home
NZ$425 per night
includes taxes & fees
Sugarloaf Mountain Retreat- Explore a 300 Acre Estate, Hiking, Golfing, Biking
Living Room
Carroll Creek
Monocacy Village Park
Bedroom 1 with King Bed
Exceptional
(15 reviews)

Quiet, Safe Nest-Minutes to Everything

Frederick

7% off
NZ$2,503
for 7 nights, 1 home
NZ$358 per night
includes taxes & fees
Quiet, Safe Nest-Minutes to Everything
Private kitchen
Living area
Interior
Room
Exceptional
(96 reviews)

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Frederick

8% off
NZ$2,043
for 7 nights, 1 home
NZ$292 per night
includes taxes & fees
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Exterior
Dining
Living area
Room
Excellent
(10 reviews)

Cozy Townhome - 7 min from Dulles Aiport / 35 min to DC!

Sterling

8% off
NZ$3,796
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Cozy Townhome - 7 min from Dulles Aiport / 35 min to DC!
Shaded outdoor seating with honeysuckle pergola
Craigside Lodge
Property grounds
Living area
Exceptional
(8 reviews)

Woodland Retreat • Craigside Lodge on Sugarloaf Mountain. Pet Friendly!

Dickerson

8% off
NZ$4,820
for 7 nights, 1 room
NZ$689 per night
includes taxes & fees
Woodland Retreat • Craigside Lodge on Sugarloaf Mountain. Pet Friendly!
Interior
Exterior
Living area
Exterior
Exceptional
(74 reviews)

Storybook cottage on Leesburg's most historic block — walk to everything

Leesburg

8% off
NZ$4,875
for 7 nights, 1 home
NZ$696 per night
includes taxes & fees
Storybook cottage on Leesburg's most historic block — walk to everything
Exterior
Interior
Living area
Room
Exceptional
(13 reviews)

Gilded Age Getaway: Sleeps 6, free garage parking

Frederick

8% off
NZ$3,147
for 7 nights, 1 apartment
NZ$450 per night
includes taxes & fees
Gilded Age Getaway: Sleeps 6, free garage parking
Living area
Property grounds
Interior
Property grounds
Exceptional
(10 reviews)

Camp Nelson Wooded Mountainside Retreat

Lovettsville

11% off
NZ$2,333
for 7 nights, 1 apartment
NZ$333 per night
includes taxes & fees
Camp Nelson Wooded Mountainside Retreat

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the majestic landscape of Dickerson

Enjoy the history and other features of Dickerson. Renowned for its mountain views, riverfront and parks, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Dickerson

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Dickerson has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sugarloaf Mountain Vineyard (3.2 mi / 5.2 km)
  • Tarara Winery (3.3 mi / 5.3 km)
  • Worthington Manor Golf Club (8.1 mi / 13 km)
  • River Creek Club (8.5 mi / 13.7 km)
  • The Golf Club at Lansdowne (10 mi / 16.1 km)
  • Hunters Run Wine Tasting Barn (11.8 mi / 18.9 km)

Exploring the natural features in Dickerson

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Dickerson is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Sugarloaf Mountain Park (2.8 mi / 4.5 km)
  • Algonkian Regional Park (11.3 mi / 18.2 km)
  • Kentlands Lakes Park (12.1 mi / 19.5 km)
  • Ashburn Park (12.9 mi / 20.8 km)
  • Carroll Creek Linear Park (13.6 mi / 21.9 km)
  • Baker Park (13.6 mi / 21.9 km)

How to get to and around Dickerson

Fly into Gaithersburg, MD (GAI-Montgomery County Airpark), the closest airport, located 14.5 mi (23.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Washington Dulles International Airport (IAD), which is 18.4 mi (29.6 km) away.

Frequently asked questions

What is the most popular type of holiday rental accomodation in Dickerson?
In Dickerson, holiday houses are the most popular type of holiday rental, with several options available throughout the area. These homes typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups seeking comfort and convenience. Many of these properties also include outdoor spaces, such as patios or gardens, superb for relaxing after a day of exploring the picturesque surroundings of Maryland. Additionally, there are several apartments available, offering a more compact but equally comfortable alternative for travellers.
Are there any family house rentals in Dickerson?
In Dickerson, Maryland, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming area offers access to a range of outdoor activities, with nearby attractions such as the scenic C&O Canal National Historical Park, great for hiking and biking adventures. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.Visitors can expect amenities like Wi-Fi, air conditioning, and laundry facilities to enhance their stay. Additionally, the peaceful surroundings make it an ideal retreat, while still being within a reasonable distance from the vibrant culture and dining options found in nearby towns.
Can I rent a holiday home with a pool or hot tub in Dickerson?
In Dickerson, Maryland, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque area, located alongside the Potomac River and surrounded by scenic landscapes, provides a tranquil setting for relaxation. Many of the properties come equipped with private pools, outdoor hot tubs, and spacious patios that are superb for enjoying the natural beauty of the region. Inside, travellers can expect amenities such as fully equipped kitchens, comfortable living areas, and sometimes even game rooms, making them ideal for families or groups seeking both comfort and leisure.
Are there pet-friendly house rentals in Dickerson?
In Dickerson, Maryland, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these homes come equipped with amenities such as spacious backyards, allowing for outdoor play and relaxation. Inside, you can expect comfortable living spaces, fully equipped kitchens, and often multiple bedrooms, making them ideal for families or groups travelling together.The area itself is known for its picturesque countryside, providing a tranquil escape and opportunities for outdoor activities. For pet owners, local parks and trails nearby offer great options for walks and exploration, enhancing the experience of visiting this charming region.
Are there any remote work holiday rentals in Dickerson?
In Dickerson, Maryland, there are about 10 remote work-friendly holiday rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desks, and comfortable chairs to ensure productivity during your stay.The area is known for its serene environment, which can be quite beneficial for those needing a peaceful backdrop while working. Additionally, you may find properties featuring spacious living areas, fully equipped kitchens, and outdoor spaces for relaxing after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Dickerson?
In Dickerson, popular rental amenities include onsite parking, which is highly convenient for travellers with vehicles. Many properties feature decks or patios, providing outdoor spaces for relaxation and enjoying the surrounding scenery. A coffee and tea maker is commonly found in rentals, allowing guests to brew their favourite hot beverages at their leisure. Additionally, many accommodations have fireplaces, creating a warm and inviting atmosphere, especially during the cooler months.
When is the best time to visit Dickerson for a holiday rental?
The most popular time to visit Dickerson is during the summer months, specifically from July to September. This peak season attracts a variety of visitors eager to enjoy outdoor activities, such as hiking and cycling in the picturesque surroundings of the region. With warm temperatures averaging in the mid to high 20s Celsius, the area becomes a vibrant hub for those looking to soak up the sun and immerse themselves in nature.July stands out as the prime month for travel, offering a lively option filled with local events and community activities. This is an excellent time to explore the scenic trails of the nearby C&O Canal National Historical Park or enjoy a leisurely day at the local vineyards, where you can sip on exquisite wines while taking in the stunning countryside views.For travellers seeking more affordable options, consider planning your visit in December. While this month may be quieter, it presents a unique opportunity to experience the tranquillity of Dickerson during the holiday season. The festive spirit, combined with fewer crowds, allows for relaxed exploration and a chance to enjoy the winter scenery.Ultimately, the best time to book a holiday rental in Dickerson hinges on your preferred activities.
What are the top attractions in Dickerson?
In Dickerson, Maryland, visitors can enjoy a variety of attractions that highlight the area's natural beauty and rural charm. The Monocacy National Battlefield is a significant historical site nearby, offering trails and educational exhibits about the Civil War. For those who appreciate the outdoors, the nearby C&O Canal National Historical Park provides scenic pathways for walking, cycling, and wildlife observation along the Potomac River.The area is also close to Sugarloaf Mountain, which features hiking trails and stunning vistas, making it a popular spot for both locals and visitors seeking outdoor adventures. Additionally, the quaint rural atmosphere of Dickerson offers opportunities to explore local farms and markets, showcasing the region's agricultural heritage.
Are all fees included in the Dickerson holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Dickerson holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Dickerson with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Dickerson holiday homes?
You can find great discounts on holiday homes in Dickerson on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Dickerson holiday home booking on Bookabach?
To find Dickerson holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Dickerson?
A long-stay holiday home in Dickerson is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Dickerson holiday home?
Book your Dickerson holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dickerson?
Prices for holiday homes in Dickerson vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Dickerson to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.