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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Top Guest favourite
A green and white sign presents a welcoming message for guests, indicating the designated parking area. The sign is situated on a grassy lot, surrounded by freshly mulched flower beds and an asphalt surface.
Guest suite in Woodstock
4.99 out of 5 average rating, 199 reviews

Our Retreat -in a country setting.

Private- apartment in the lower level of our house. House in a rural setting- you may spot white tail deer or other wildlife.Enjoy the peaceful tranquil setting.We are within 5 minutes by car to Rte 70 and shopping centers. Our space isn't childproof. Workout equipment available for use at your own risk. We control the HVAC and will adjust as requested. May not be suitable for those with mobility issues due to the walk to the entrance. Non smoking. We aren't set up for heavy cooking. No stove.

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 Mt. Washington
4.93 out of 5 average rating, 170 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
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 212 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Top Guest favourite
The historic building features a distinctive red brick façade, complemented by large windows and decorative trim. Lush green trees provide shade in front, while parked vehicles line the street, enhancing the inviting urban atmosphere.
Apartment in Butchers Hill
4.98 out of 5 average rating, 456 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

Guest favourite
The exterior of a renovated historic church features a striking red door and intricate Gothic-style windows. The building is set against a twilight sky, highlighting the brick facade and architectural details. The surrounding area is paved and there are hints of greenery.
Religious building in Washington Hill
4.96 out of 5 average rating, 355 reviews

Gorgeous Studio Apt. In Historic Chapel w/ Parking

This stunning private studio rivals Baltimore’s top hotels and is packed with premium amenities most Airbnbs don’t offer. Once a mystery church set for demolition, it’s now a fully renovated mid-century modern gem with private access, a fully stocked kitchenette, new hardwood floors, and a luxe stone tile rain shower. Sleep soundly with down feather bedding, enjoy luxury toiletries, a 55” smart TV, and courtyard views through gorgeous French doors—all in a prime location with easy, free parking

Top Guest favourite
A classic two-story house features a welcoming front porch with plants and seating. Soft lights illuminate the windows, and a blue door adds a charming detail. Lush greenery frames the home, enhancing its inviting presence in the evening light.
Home in Owings Mills
4.93 out of 5 average rating, 101 reviews

Grandma’s house | fam & dog friendly | huge yard

Welcome to Grandma's House! Come relax with the your family (dogs too) in this classic and freshly updated two bedroom two bath whole house. House features 1/2 acre yard, full kitchen, dinning room, living room, office/sitting room with WiFi. With a queen sized bed in the downstairs master, another queen and twin in the bedroom upstairs along with a twin in the common room the house comfortably sleeps 6. House also features full laundry with washer and dryer. Full AC. Fenced side yard.

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 Lutherville
4.9 out of 5 average rating, 463 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 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, 271 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.

Guest favourite
A well-equipped kitchenette is visible, featuring modern appliances, including a microwave and refrigerator, alongside ample storage and countertop space. A small dining area with a round white table and pink chairs is situated nearby, enhancing the inviting layout of the space.
Guest suite in Towson
4.92 out of 5 average rating, 149 reviews

Cozy Suite in Towson l Free Parking + Laundry

Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

Guest favourite
An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.
Guesthouse in Catonsville
4.96 out of 5 average rating, 295 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

Top Guest favourite
A bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.
Guesthouse in Owings Mills
4.97 out of 5 average rating, 133 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.

Guest favourite
A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.
Farm stay in Cockeysville
4.93 out of 5 average rating, 105 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 an elegant 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$177 NZD$182 NZD$184 NZD$194 NZD$203 NZD$173 NZD$177 NZD$212 NZD$184 NZD$187 NZD$189 NZD$177 NZD
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Frequently Asked Questions

  • 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 free parking?

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

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

    Yes! Work meets play with ease at over 10 apartment rentals in Pikesville featuring dedicated workspaces. Stay connected and productive 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.

  • Do house rentals in Pikesville have wifi?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • 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.

  • 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 Mount Washington, over 260 vacation rentals in Glen, and over 260 vacation rentals in Cheswolde.

Quick stats about holiday rentals in Pikesville

  • Total holiday rentals

    Explore 50 holiday rentals in Pikesville

  • Nightly prices starting at

    Pikesville holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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

    50 of Pikesville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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