Holiday rentals in Jessup

Green House in Savage, MD

Relax with your family and friends in a peaceful, comfortable, and clean home featuring 5 bedrooms and 3 full bathrooms. Conveniently located just 30 minutes from Washington, DC, and only 15 minutes from Baltimore and BWI Airport. Perfect for families, business travelers, and small groups looking for a quiet and relaxing stay Please note: No parties, events, or gatherings are allowed at the property. We kindly ask all guests to respect the home, neighbors, and quiet atmosphere during their stay.

New spacious private guest suite

Newly built spacious & exquisitely finished guest suite with private entrance overlooking the woods, located in a serene & exclusive community in Hanover, Howard County. Strategically located less than 10mins from BWI, 15mins from Baltimore & 40mins from DC, it's a haven for business travelers and tourists. It's also within a short driving distance from The Mall in Columbia & Anne Arundel Mall, as well as many exquisite restaurants. The suite boasts a kitchen, dining area, room & full bathroom.

Spacious Upscale Townhome Near Hanover and BWI

Spacious property 5 minutes from Arundel Mills Mall/Fort Meade, 20 minutes from Merriweather Post Pavilion and 25 minutes from Baltimore — the ideal base for group and family travel. Full kitchen, limited use community pool and amenities, in-unit washer/dryer, and room for up to 8 across 3 levels. Self-contained studio suite spanning first level included. Walkable to shops, grocery stores, and eateries. Also ideal for professionals on extended assignment near Fort Meade (9 min) and BWI (12 min)

Cozy Historic Guest House

Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps & stoned in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

2 BR/1.5 Bath Basement, Private Entrance & Parking

Entire basement only not the entire house. A basement apartment recently renovated with 2 bedrooms, luxurious full bathroom, powder room, full kitchen, dining room, living room, laundry in the unit, private entrance, private parking (max 2 cars). Host lives upstairs with 1 dog (labradoodle). Everything in the basement is not shared with the host. Pets allowed with $75/trip fee, no fee for service dogs (Note: emotional support animals are pets) 0.5 mile from I-95, 20 minutes from BWI airport.

The Lily Pad: Townhome b/w Baltimore & Wash., DC

Welcome to “The Lily Pad,” perfectly curated into a comfortable home environment & conveniently located just off I-95, only 15 minutes from BWI Airport. This townhome is centrally-located between Baltimore (Inner Harbor: 17ish minutes) and Washington, DC (Monuments & Museums: 35-40minutes). Bordering Columbia, MD there are tons of activities, shopping and restaurants near by including several within walking distance. This home is perfect for a family, business travelers, couples and more.

Parkside Retreat Brand New 3-bedroom condo

The Parkside Retreat is a new 2-story condo located in a resort-style community that features a spacious kitchen/dining area, a 75" HD TV with 5.1 surround sound, three thoughtfully decorated bedrooms and 2 full baths / 1 half. The sprawling master suite features a walk-in closet, a luxurious king-size bed and a bathroom with a double-sink vanity, a shower and luxurious white bath towels. Best part? It is truly central to unlimited historical sites, restaurants, shopping and more!

Tranquil Comfort Near Everything

Family-Friendly Lennar Townhome Near BWI, Fort Meade & Arundel Mills Enjoy comfort and convenience in this Lennar townhome in the Groves at Shannon. The home features 3 spacious bedrooms, an open-concept kitchen and living area, a private balcony, and two-car garage parking. A playground is just steps away. Perfect for families or professionals seeking a mid-term stay with quick access to Fort Meade, Baltimore/Washington International Thurgood Marshall Airport, and Arundel Mills.

Historic Riverside Cottage

Its prime location in the Granite Hill area of Oella offers the charm of Old Ellicott City's shops and restaurants within walking distance. With river views and quick access to the hiking and mountain biking trails of Patapsco State Park, it blends nature’s beauty with urban comforts. It is also close to Merriweather Post Pavilion for easy access to concerts and events. The historical essence of the 1809-built house is preserved through a comprehensive 2023 renovation.

Private Guest Suite in Columbia

Relax in this private guest suite in the heart of Columbia, Maryland! Enjoy a spacious king bedroom, private entrance, free parking, a fully equipped kitchen, washer/dryer, and a private patio with a fire pit. Perfect for couples, business travelers, travel nurses, or small families, with space for up to 3 guests. Conveniently located near Merriweather Post Pavilion, The Mall in Columbia, Maryland Live! Casino, BWI Airport, Baltimore, Washington, DC, and I-95.

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.