Jessup holiday rentals

We found 244 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Jessup to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Jessup

Showing deals for:5 Feb - 12 Feb

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The historical city of Jessup awaits you

Enjoy the history and other features of Jessup. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. M&T Bank Stadium and Baltimore Inner Harbor Marina are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Jessup

Are you searching for top things to see and do in the city? Venture out of your holiday home and check out everything that Jessup has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Laurel Park (4.4 mi / 7 km)
  • National Aquarium in Baltimore (13 mi / 20.9 km)
  • Maryland Zoo (14 mi / 22.5 km)
  • Maryland Renaissance Festival (14.5 mi / 23.3 km)
  • Go Ape Treehouse Adventure Course (18.9 mi / 30.3 km)
  • Timbers at Troy Golf Course (3.7 mi / 6 km)

Exploring the natural landscape of Jessup

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Jessup. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Patuxent River (4.7 mi / 7.5 km)
  • Blandair Regional Park (5.5 mi / 8.8 km)
  • Centennial Park (7.9 mi / 12.7 km)
  • BWI Trail (8.8 mi / 14.1 km)
  • Federal Hill Park (12.7 mi / 20.4 km)
  • Greenbelt Park (13.1 mi / 21.1 km)

Transport to and around Jessup

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 4.3 mi (6.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Baltimore Washington International Airport (BWI), which is 6.1 mi (9.8 km) away.

If you prefer train travel, the main station serving the city is Jessup Station.

Frequently asked questions

What is the best area to stay in Jessup when booking a holiday rental?
When considering a holiday rental in Jessup, Maryland, the area that stands out is the vicinity surrounding the picturesque Patapsco Valley State Park. This neighbourhood not only offers a serene natural backdrop with its hiking trails and scenic views, but it also provides easy access to some of the region's top attractions. The park is great for outdoor enthusiasts looking to explore its various trails, picnic areas, and the beautiful Patapsco River.

Another appealing area is near the historic Elkridge region, which boasts charming architecture and proximity to local dining options. The nearby Howard County Centre for the Arts is a cultural gem, showcasing local talent and hosting various events throughout the year, making it a delightful spot for those interested in the arts.

In Jessup, there are a decent number of properties available for holiday rentals, suiting a range of preferences and budgets. This ensures that visitors can find suitable accommodation whether they're looking for a cozy apartment or a larger home.
What is the most popular type of holiday rental accomodation in Jessup?
In Jessup, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer spacious living arrangements, including multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for relaxing after a day of exploration. Situated in quiet neighbourhoods, these holiday homes provide a comfortable retreat for families or groups seeking a peaceful getaway while still being within reach of nearby attractions in Maryland.
Are there any family house rentals in Jessup?
In Jessup, Maryland, several family-friendly house rentals are available, making it an excellent choice for groups. The area features homes with spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or enjoy a barbecue. Many properties come with essential amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.

Located conveniently, Jessup provides easy access to nearby attractions, including the historic sights of Ellicott City and the expansive parks in the surrounding region. Families can explore outdoor activities, with places like Patapsco Valley State Park offering trails for hiking and picnicking.
Are there pet-friendly house rentals in Jessup?
In Jessup, Maryland, there are several pet-friendly house rentals available, making it a great choice for travellers with furry companions. Many of these properties come equipped with modern amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas where pets can enjoy some fresh air.

The area provides easy access to nearby parks, including the scenic Patapsco Valley State Park, which offers plenty of trails and open spaces for walking and exploring with pets. This park is a lovely spot for nature walks and picnics, ensuring a great experience for both you and your pet.
Are there any remote work holiday rentals in Jessup?
In Jessup, Maryland, there are several remote work holiday rentals available, making it a great choice for those needing to balance work and leisure. Many of these properties are equipped with essential amenities for remote work, including dedicated desk spaces and reliable Wi-Fi, ensuring productivity during your stay.

The area is conveniently located between Baltimore and Washington D.C., offering easy access to both cities for business or leisure activities. Nearby attractions include the Patapsco Valley State Park, which provides opportunities for outdoor recreation, as well as various local dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Jessup?
In Jessup, popular rental amenities cater to families and those looking for a comfortable stay. Many properties come equipped with balconies, providing a nice outdoor space to relax. Additionally, you'll find rentals that include children's books and games, making them ideal for families travelling with kids. Most accommodations also feature workspaces with desks and desk chairs, ensuring that business travellers or those needing to catch up on work have a productive environment.
When is the best time to visit Jessup for a holiday rental?
The peak travel season in Jessup, Maryland, runs from July to September, making it an ideal time for holiday rentals. July stands out as the most popular month, where visitors can revel in a range of summer activities, from outdoor festivals to family-friendly events. The warm weather, typically ranging from 20 to 30 degrees Celsius, creates a superb backdrop for exploring nearby attractions in the Baltimore-Washington area.

During this vibrant season, Jessup offers an abundance of options for sightseeing and outdoor adventures. Families can enjoy local parks, while couples might explore the delightful dining scene. The energy of fellow travellers adds to the experience, making it a lively time to immerse yourself in the local culture.

For those seeking a more budget-friendly experience, November presents a wonderful opportunity. This month has a quieter charm, allowing for peaceful exploration of the area. You can enjoy the autumn scenery with fewer crowds, making it superb for leisurely strolls and enjoying the local flavour without the hustle and bustle.
What are the top attractions in Jessup?
In Jessup, Maryland, visitors can explore several attractions that highlight the area's charm. The Maryland Science Centre, located nearby in Baltimore, offers interactive exhibits and an impressive planetarium, making it a great day trip for families. For those interested in history, the National Electronics Museum in Linthicum Heights features exhibits on the evolution of electronics and communication, providing an engaging experience.

Outdoor enthusiasts can enjoy the Patapsco Valley State Park, which offers numerous trails for hiking, biking, and picnicking, allowing for a refreshing escape into nature. Additionally, the nearby Arundel Mills Mall provides a variety of shopping and dining options, alongside entertainment venues such as a cinema and an indoor amusement park, making it a popular destination for both locals and visitors.
Are all fees included in the Jessup holiday homes prices shown on Stayz?
Stayz 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 Jessup holiday homes with parking?
Stayz offers a wide selection of holiday homes in Jessup 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 Jessup holiday homes?
You can find great discounts on holiday homes in Jessup on Stayz, 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 Jessup holiday home booking on Stayz?
To find Jessup holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Jessup?
A long-stay holiday home in Jessup 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 Stayz?
Stayz'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 Jessup holiday home?
Book your Jessup 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Jessup?
Prices for holiday homes in Jessup 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. Stayz offers something for every taste and budget, from affordable homes in Jessup to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.