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Pikesville holiday lettings

We found 716 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Pikesville that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Pikesville

Showing deals for:16 Jan - 23 Jan

Image gallery for Historic Charm, Modern Comfort

Exterior
9.6 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)

Historic Charm, Modern Comfort

Baltimore (and vicinity), MD

8% off
Price is £1,560
for 7 nights, 1 home
£223 per night
includes taxes & fees
Historic Charm, Modern Comfort

Find spaces that suit your style

  • 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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Captivating Pikesville will entice you

Enjoy the entertainment and other features of Pikesville. Well known for its shopping, restaurants and basketball games, this welcoming city won't disappoint. Oriole Park at Camden Yards and National Aquarium in Baltimore are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Pikesville

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Pikesville a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • National Aquarium in Baltimore (8.7 mi / 13.9 km)
  • Pimlico Race Course (3 mi / 4.8 km)
  • Maryland Zoo (5.3 mi / 8.6 km)
  • Timbers at Troy Golf Course (12.1 mi / 19.5 km)
  • Clark's Elioak Farm (12.6 mi / 20.3 km)
  • Boordy Vineyards (14.6 mi / 23.4 km)

Exploring the natural features in Pikesville

Whether you're looking for adventure or just want to take in the scenery, Pikesville is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Druid Hill Park (5.5 mi / 8.8 km)
  • Federal Hill Park (8.9 mi / 14.4 km)
  • Harbor Point Central Plaza (9.3 mi / 14.9 km)
  • BWI Trail (9.6 mi / 15.4 km)
  • Patterson Park (9.6 mi / 15.5 km)
  • Centennial Park (11.9 mi / 19.2 km)

Travelling to and around Pikesville

The nearest airport is in Baltimore Washington International Airport (BWI), located 13.8 mi (22.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Baltimore, MD (MTN-Martin State), which is 16.4 mi (26.4 km) away.

Catch a ride on the metro at Old Court Station to easily navigate the city.

Frequently asked questions

What is the best area to stay in Pikesville when booking a holiday rental?
When considering a holiday rental in Pikesville, Maryland, the area around Old Court Road is an excellent choice. This neighbourhood boasts a charming suburban atmosphere while providing easy access to various amenities and attractions. One of the highlights nearby is the Pikesville Armory, a historic site that often hosts community events and exhibitions, making it a lovely place to explore local culture.

Another appealing area is the section near Reisterstown Road, which offers a vibrant mix of dining options, shopping centres, and parks. You can enjoy a leisurely stroll at the nearby Pikesville Park, which features walking trails and picnic areas, great for a relaxing day outdoors.
How much does it cost to rent a holiday home in Pikesville?
Prices for holiday rentals in Pikesville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pikesville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pikesville holiday house rentals?
You can find great discounts on house rentals in Pikesville on Vrbo, 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.
What is the most popular type of holiday rental accomodation in Pikesville?
In Pikesville, a variety of holiday rentals are available, with apartments, holiday houses, and condos being the most common options. Many of these rentals are located in residential neighbourhoods, providing a peaceful atmosphere while still being conveniently close to local attractions. Most apartments and condos come equipped with modern amenities, including fully stocked kitchens, comfortable living areas, and often access to communal facilities such as pools or fitness centres. For those seeking more space, several holiday houses are available, typically featuring multiple bedrooms, private gardens, and outdoor seating areas for gatherings.
Are there any family house rentals in Pikesville?
In Pikesville, Maryland, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhood features spacious homes that often include multiple bedrooms, ample living areas, and well-equipped kitchens for preparing family meals. Many properties also have outdoor spaces, such as gardens or patios, where kids can play and families can enjoy quality time together.
Can I find long-stay holiday rentals in Pikesville?
A long-stay holiday rental in Pikesville 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Pikesville?
In Pikesville, visitors can find several pet-friendly house rentals that cater to both furry companions and their owners. Many of these properties offer amenities such as spacious backyards, allowing pets to roam freely, and comfortable living areas superb for relaxing after a day of exploring. The rentals often feature fully equipped kitchens, dining areas, and multiple bedrooms, making them ideal for families or groups.
Are there any remote work holiday rentals in Pikesville?
In Pikesville, Maryland, there are several holiday rentals suitable for remote work. Many of these properties are equipped with essential amenities such as dedicated desks, comfortable desk chairs, and reliable Wi-Fi, ensuring a productive environment for those working from home. The area offers a mix of spacious apartments and charming houses, often featuring modern kitchens and inviting living spaces that provide a comfortable atmosphere for both work and relaxation. Additionally, Pikesville's proximity to local parks and amenities makes it a convenient choice for a balanced remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pikesville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pikesville 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 on Vrbo 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.
What are popular rental amenities in Pikesville?
In Pikesville, popular holiday rentals typically feature a range of amenities that cater to travellers' needs. Most properties include a fully equipped kitchen, allowing guests to prepare their own meals, along with cookware, dishware, and utensils for convenience. Many rentals also offer complimentary Wi-Fi, ensuring guests can stay connected during their stay. Additionally, a dining table is commonly found in these accommodations, providing a comfortable space for meals. Some rooms even include a coffee maker, superb for those who appreciate a fresh brew to start their day.
When is the best time to visit Pikesville for a holiday rental?
The best time to visit Pikesville for a holiday rental is during the peak season from March to May, with April being particularly popular. This vibrant spring period invites travellers to enjoy the blooming landscapes and pleasant temperatures, typically ranging from 10 to 20 degrees Celsius, creating a comfortable environment for outdoor activities and sightseeing.

During these months, Pikesville comes alive with various events and festivities, offering visitors a chance to immerse themselves in the local culture. You'll find ample opportunities to explore nearby parks, indulge in outdoor dining, and participate in community events that showcase the area's charm.

For those looking for more budget-friendly options, October presents a wonderful alternative. While it's outside the main tourist season, visitors can still appreciate the autumn foliage and enjoy a quieter experience, superb for leisurely strolls and exploring unique local shops.
How early should I book a Pikesville holiday rental?
Book your Pikesville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pikesville home rental booking on Vrbo?
To find Pikesville holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Pikesville holiday rental prices shown on Vrbo?
Vrbo 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.

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