Holiday rentals in Pikesville

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Quick stats about holiday rentals in Pikesville

  • Total holiday rentals

    Explore 60 holiday rentals in Pikesville

  • Nightly prices starting at

    Pikesville holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Pikesville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pikesville rentals

  • 4.8 Average rating

    Pikesville stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Pikesville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Baltimore
5 out of 5 average rating, 16 reviews

Walk to Stadiums | 2 Rooftop Decks | Parking

Modern luxury home in historic Washington Village! Just steps from M&T Bank Stadium, Camden Yards and CFG Bank Arena, you’ll enjoy 2 covered rooftop decks with 360° city views, rare private parking for 3 cars, 3.5 baths, high-speed WiFi and 4K TVs in every room. Minutes to Inner Harbor, I-95, Federal Hill, Fells Point, the Convention Center, National Aquarium, Topgolf, Horseshoe Casino and BWI, it’s the perfect home base for Ravens or Orioles games, concerts, family vacations, and city getaways.

Guest favourite
A well-lit hallway is lined with wooden doors leading to private spaces. The floor features dark tiles, while light walls enhance the brightness. At the far end, a glimpse of a serene bedroom is visible, highlighted by soft bedding and a wooden accent wall.
Guest suite in Baltimore
4.93 out of 5 average rating, 179 reviews

Our House Suite

Our House Suite is in our home, yet separate from us. *It is safe. *Private entrance, living room, dining area, bathroom & bedroom *Located in the peaceful residential neighborhood of Mt Washington *Equipped with refrig, freezer, micro & coffee maker *Sinai Hospital 3 min drive *Pimlico Race Course 10 minute walk(.7 mile) *Convention Center, Harborplace, Aquarium, The Gallery, Harbor East, M&T Bank Stadium, Oriole Park and hundreds of magnificent restaurants & shops downtown,15 min drive

Top guest favourite
A modern seating area is featured with a black leather couch and an ottoman. A large wall clock in gold complements the neutral-colored walls, while a decorative plant in a gold vase adds a touch of greenery. Warm, wooden flooring extends throughout the space.
Flat in Baltimore
4.99 out of 5 average rating, 72 reviews

Kosher 2 Bedroom Apt, In the Eruv, w/ Kitchenette

Centrally located in Baltimore's Orthodox Jewish community, near the Ranchleigh/Beazer/Greenspring neighborhoods, this apartment is perfect for a Shabbos, Simcha, Vacation, or Holiday visit to the Baltimore Eruv community. A short walk from several popular Synagogues (Shul's) & a manageable walk from many others, this is the perfect spot to be your home base for your next visit to Baltimore. The EruvInn has a private entrance, parking, & the upper floor is used only on weekdays as an office.

Top guest favourite
Townhouse in Reisterstown
4.97 out of 5 average rating, 35 reviews

Stylish Modern Basement Suite w/ Private Entrance

Experience total independence in this bright, spacious, and fully renovated walk-out suite. Whether you're visiting for a local event or need a quiet professional home base, this suite is designed for ultimate comfort while you have your own self contained apartment, please note that we live on the main floor above. You may occasionally hear the quiet "hum of the home" during the day, but we are committed to ensuring you have a five-star, peaceful experience. Queen Bed + Sofa Bed | Sleeps 3

Superhost
A spacious living area features a cozy sectional couch adorned with decorative pillows. Soft, warm lighting illuminates the room, complemented by a striped rug on the floor. Visible in the background is the open-plan kitchen and dining area, enhancing the sense of space.
Guest suite in Timonium
4.9 out of 5 average rating, 487 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Top guest favourite
A modern kitchenette features sleek cabinetry and stainless-steel appliances, including a refrigerator, microwave, and dishwasher. A small decorative mat lies on the dark wood flooring, enhancing the fresh, clean appearance of the space. Pendant lights provide ample illumination above the work areas.
Guest suite in Baltimore
5 out of 5 average rating, 51 reviews

Baltimore Luxury Apartment Near Mt. Washington

Welcome to Baltimore's newest luxury apartment. This apt is located on the lower level of a new modern home. Apt. features 2 bedrooms, 1 spa bath, laundry room, luxury vinyl flooring & upgraded kitchenette with the finest appliances which include a full-size dishwasher, ninja foodie air fryer & oven, microwave & coffee maker. The apt is private & secure with its own designated entrance. You'll love the ample parking, nearby parks, easy access to I-83 & proximity to Sinai hospital.

Guest favourite
A spacious bedroom features a wooden bed frame with a light-colored mattress, flanked by two minimalist wall sconces. Soft blue throws are neatly arranged on the bed. A large window allows natural light, complemented by warm wood flooring. A wooden console table displays modern amenities.
Flat in Baltimore
4.97 out of 5 average rating, 142 reviews

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.

Top guest favourite
A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.
Guest house in Towson
4.99 out of 5 average rating, 306 reviews

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

Top guest favourite
A historic stone house features a welcoming front porch with white railings, flanked by lush greenery and blooming flowers. The American flag adds a charming touch. A gently sloping landscape guides the eye towards the two-story structure, surrounded by natural beauty.
Home in Ellicott City
4.96 out of 5 average rating, 95 reviews

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.

Guest favourite
A charming, single-story house is set amidst a well-maintained garden. Stone steps lead to a welcoming front entrance framed by large windows adorned with sheer curtains. Lush greenery and seasonal flowers surround the pathway, enhancing the inviting exterior.
Home in Pikesville
4.94 out of 5 average rating, 54 reviews

Pineapple house 10PPL | Deck |BBQ|Firepit

🍍Welcome to Pineapple House in Pikesville, Baltimore!🍍 Let us show you why you should book with us: - 2000 ft2 ground floor house - Private Deck - Top Location: close to stadiums, shops and airport - 20 min to Orioles and Ravens Park - 45 Min to Washington - 2 Smart TVs - Fast WIFI - Fully equipped kitchen - Dedicated work space - Free Onsite parking - Pool Table - BBQ - Outside dining - Washer & Dryer - Designed for 10 PPL - Kids friendly - Family games

Guest favourite
Home in Monkton
4.93 out of 5 average rating, 122 reviews

Cozy up in the restored 1820s Miller's House!

The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored recently, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.

Guest favourite
A bright and inviting living room features a light gray sofa adorned with various decorative cushions in warm tones. A round glass coffee table with a gold base sits at the center, complemented by a floral arrangement. Soft carpet underfoot and a lamp provide additional warmth.
Home in Randallstown
4.89 out of 5 average rating, 18 reviews

Charming Randallstown townhome

Stay in this stylish 3 bedroom, 2.5 bathroom townhouse in Baltimore County, Randallstown. Beautiful living room and dining room. You can enjoy a meal in this fully equipped chef’s kitchen. Soak up some sun on the huge deck. Relax in one of the comfortable bedrooms with televisions in all rooms. 5 minutes from the beltway - 695, you can be downtown Baltimore in 20 minutes. Lots of dining, shopping and markets close by.

Popular amenities for Pikesville holiday rentals

When is the best time to visit Pikesville?

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Avg. price$147 SGD$156 SGD$150 SGD$142 SGD$149 SGD$127 SGD$129 SGD$155 SGD$134 SGD$145 SGD$143 SGD$158 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pikesville?

    Pikesville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Pikesville?

    Experience the best of Pikesville with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Pikesville?

    Four-legged friends are welcome in Pikesville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pikesville?

    Yes! Work meets play with ease at over 30 vacation rentals in Pikesville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Pikesville have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pikesville have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pikesville have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Pikesville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pikesville have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Pikesville. Enjoy a tailored experience with all the comforts you desire.

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