Pet-friendly vacation rentals in Pikesville

* Gorgeous House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, renovated house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Outdoor spaces · Walkability · Bathroom

Charming Victorian home in Roland Park, Baltimore.

This century old Victorian home is conveniently located in beautiful Roland Park. The six-bedroom house is equipped with 3 renovated baths and a custom designed kitchen. Comfortable living spaces with high ceilings make your stay relaxing and family oriented. A perfect setting for a family reunion or reception. Close to Johns Hopkins University, Loyola University, and Pimlico Racetrack. The Inner Harbor, Harbor East and M&T Bank Stadium are 15 minutes away. Penn Station is 12 min. away. Enjoy

Walkability · Outdoor spaces · View

Tudor Home

Enjoy your stay in this cozy, newly remodeled Tudor home in a historic and architecturally eclectic neighborhood in Catonsville, MD! You’ll be close to everything but far enough to enjoy a relaxing trip. The home features Four bedrooms, two full baths, a fully stocked kitchen, a full basement, and 18ft ceilings on the main level. You will enjoy 65, 42, and 32-inch smart TV's throughout the home. In addition, a private upstairs main suite with King size bed, sofa seating area, and workstation.

Pets · Outdoor spaces · Getting around

Dog-Friendly Home | Bedroom on primary + Full AC

Enjoy welcoming stays at Grandma’s House in Owings Mills, a cozy dog-friendly retreat with full AC, fast Wi-Fi, laundry, driveway parking, fully stocked kitchen, and fenced side yard. This nostalgic home sits on a peaceful 1/2-acre lot with mature trees and frequent deer sightings. Perfect for sports families, medical travel, local events, and multi-generational visits with a primary bedroom on first floor + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

Outdoor spaces · Pets · Access

Mid Century Ridge

This house is a fully renovated 1920’s single family home with high ceilings, gorgeous natural light, and original hardwood floors. Decorated with style and comfort in mind, you will find it has everything to suit your travel needs while still feeling homey. Enjoy a large, fully-stocked kitchen, dining for 8, and comfortable living room with a TV. With a covered patio perfect for relaxing and a backyard for your pets, kids, or entertaining, you have everything you need for a wonderful stay!

Pets · Walkability · Grill

Charming Little Italy Townhouse + Free Parking

⭐ LOCATION, LOCATION, LOCATION! ⭐ Stay in the heart of Downtown Baltimore in our Little Italy townhouse—just a 10-min walk to the National Aquarium, 20-min to the Convention Center, and steps from the Inner Harbor. This 3BR/2BA home features cozy living & dining areas, a modern kitchen, workspace, outdoor sitting area, and FREE private parking (a rare find downtown!). Walk to Pier 6 Pavilion, Starbucks, shops, museums, restaurants & bars—the perfect base to explore Downtown Baltimore!

Walkability · Pets · Backyard

Private Serene Hideaway Suite with Jacuzzi

Escape to this serene suite, an extension of the main house, in Baltimore’s safest & quietest area. Ideal for couples, it offers a private Jacuzzi, California king bed, large modern TV, and dedicated HVAC for comfort. The spacious sitting area and luxurious shower create a peaceful retreat. Walk to nearby shops and parks for added convenience. A Tesla charger is available upon request, ensuring convenience for electric vehicle owners. Perfect for a relaxing getaway or city visit.

Pets · Walkability · Sleep quality

Comfy Home in Charming Hampden

2 bedroom + den on cute street in Hampden/Wyman Pk. Quick walk to restaurants & shops on The Avenue as well as Hopkins University and The Baltimore Museum of Art. Minutes drive to downtown, train station. Front porch & back yard. Over a century old, with updates and character. Please note the 1/2 bath is located in the basement. Also, there is a 10 step flight of steps from the street to the main level and a flight of steps to main bath and bedrooms on the second floor.

Walkability · Pets · Decor

Spacious 4 Bd House close to Towson & Baltimore

Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.

Pets · Walkability · Access

Gorgeous Mid-Century Gem near Lake Roland

We are located in a breathtaking park-like setting in stunning Lake Manor, near North Roland Park, and one block from Lake Roland Park. The space is a two bedroom, 2 bath apartment on ground floor with a large great room/living space, separate kitchen and private entrance, in a large beautifully preserved mid-century modern home. The owners live upstairs, but the spaces are distinct, private and separated by a heavy curtain. Very little noise bleeds through.

Walkability · Outdoor spaces · Air conditioning

Charming 4 bedroom home just steps to the water!

Charming 4 bedroom home located in the heart of Fell's Point! Located just steps from Broadway Square and the waterfront, this unique space is surrounded by the best restaurants, bars, nightlife and entertainment in the city. This stylish home is the perfect place to stay for group trips and families looking to take in all that Baltimore has to offer. Please note that we allow a maximum of 8 guests and events and/or parties are strictly prohibited.

Pets · Walkability · Parking

Cozy Farm Cottage

Come relax at our peaceful farm, nestled in the heart of horse country! We are close to Towson, Hunt Valley, the NCR trail, and 695. Our chickens, golden retriever, and cats are waiting to meet you! Come enjoy the fresh air, sunsets, and the outdoors! You can explore the farm grounds, including a pond full of bass you can fish (catch and release), streams, and woods to explore. We even have a large field we turned into an unofficial soccer field!

Outdoor spaces · Pets · Amenities