Holiday houses in Pikesville

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Top-rated holiday rentals in Pikesville

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

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Guest favourite
Guest suite in Mt. Washington
4.93 out of 5 average rating, 176 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

Guest favourite
A spacious wooden deck is shown, furnished with a sectional couch complemented by colorful cushions and a large picnic table made of light-colored wood. A mounted TV is visible on the wall, with trees displaying autumn foliage in the background under a clear blue sky.
Home in Lutherville
4.95 out of 5 average rating, 294 reviews

* 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.

Guest favourite
The historic row home showcases an elegant brick facade featuring multiple large windows that illuminate the interior. A welcoming entrance is complemented by light-colored trim. Surrounding trees outline the building, adding to the charming appeal of the neighborhood.
Apartment in Washington Hill
4.97 out of 5 average rating, 474 reviews

Stunning 1BR Apt. in Historic Row Home w/ Parking

Just steps from Baltimore’s Inner Harbor, Fells Point, Little Italy, and John’s Hopkins Hospital, this fully equipped one bedroom apartment has everything you need! This modern and contemporary unit inside one of Baltimore’s historic row homes (built 1850) features tall ceilings and beautiful floor to ceiling windows. Apartment includes a full kitchen, full bathroom, one bedroom with office space, living room with HD TV and sofa bed, and a washer/dryer in unit. A bike is also available for use!

Top Guest favourite
Guesthouse in Woodberry
4.89 out of 5 average rating, 255 reviews

Woodberry Studio Retreat

This newly constructed 600 sq. ft. studio loft features a contemporary open floor plan, full kitchen (new appliances), walk-in shower, yoga floor, big screen smart TV, queen bed, tons of morning and evening light, and is located in Historic Woodberry. This home is very private, safe, and fully equipped for short or long term stays. Walk to light rail station, JHU, Kennedy Krieger Institute, and the Hampden Avenue. Five star dining experience available just two blocks away, at Woodberry Kitchen.

Top Guest favourite
Apartment in Butchers Hill
4.98 out of 5 average rating, 515 reviews

Butchershill- Clean, Fireplace, King Bed, Parking!

My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Top Guest favourite
A living area features a light grey sofa facing a large window that invites natural light. Two woven chairs are positioned nearby, and a stone fireplace adds a touch of warmth to the space. Modern light fixtures are installed on the walls.
Home in Catonsville
4.95 out of 5 average rating, 152 reviews

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.

Top Guest favourite
Apartment in Baltimore
4.99 out of 5 average rating, 127 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.

Guest favourite
A modern living area is highlighted by a curved black sofa and a white armchair, complemented by a round glass coffee table atop a textured area rug. Natural light filters through large windows, illuminating the space, while decorative plants add a touch of greenery.
Home in Baltimore
4.93 out of 5 average rating, 164 reviews

Stunning 7BR Lux House in Baltimore

We've taken our 18 years of travel and love for creating memorable moments and developed the perfect stay for you. A hidden gem, nestled in the heart of Baltimore, this gorgeous newly-remodeled 7 BR, 4 Bath House has been updated with amenities such as a Built-in Bluetooth theater speaker system, a master suite with dual showers and freestanding tub, and plenty of natural lighting in our charming sunroom. Elevate your time away with a massage therapist, or special event!

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.
Guesthouse in Towson
4.99 out of 5 average rating, 300 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 small cottage exterior is framed by lush greenery, with a wooden deck featuring a table and chairs. The entrance is highlighted by a simple door and nearby windows, allowing natural light to filter through the trees surrounding the property.
Home in Ellicott City
4.94 out of 5 average rating, 112 reviews

Historic Hillside Cottage

Experience the charm of an 1800s home styled with modern amenities. This historic cottage is steps away from all that Historic Ellicott City has to offer. Spend the day exploring Main Street lined with restaurants and small businesses or go for a walk, hike, bike ride or swim in nearby Patapsco State Park. Perfect for guests in town for weddings, concerts or those that love history and nature. Centrally located with easy access to Columbia, Baltimore & Washington D.C.

Top Guest favourite
Guesthouse in Owings Mills
4.96 out of 5 average rating, 138 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Top Guest favourite
The historic Tudor-style gatehouse features a combination of brick and timber accents under a slated roof. Large windows provide ample natural light, and an inviting entryway is flanked by neatly trimmed hedges and a gravel pathway leading up to the front door.
Farm stay in Cockeysville
4.94 out of 5 average rating, 126 reviews

Historic Gatehouse Master Suite

Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on a country estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.

Popular amenities for Pikesville holiday rentals

When is the best time to visit Pikesville?

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Avg. price$194 NZD$206 NZD$198 NZD$188 NZD$196 NZD$167 NZD$171 NZD$205 NZD$177 NZD$191 NZD$189 NZD$208 NZD
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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.

  • Where should I stay in Pikesville?

    Make yourself at home in Pikesville by choosing from our most frequently booked neighborhoods. We have over 260 vacation rentals in Cheswolde, over 260 vacation rentals in Glen, and over 260 vacation rentals in Mount Washington.

  • 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 apartment rentals in Pikesville have a kitchen?

    Absolutely! We offer over 10 apartment 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 apartment rentals in Pikesville have free parking?

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

  • What are the most popular amenities for Apartment Rentals in Pikesville?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Pikesville holiday rentals include Wi-Fi 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!

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