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
The exterior of a historic brick building is showcased, featuring two entrance doors framed by large, leafy planters. A vibrant arrangement of flowers adorns the steps, enhancing the welcoming appearance. Sunlight filters through nearby trees, casting soft shadows on the steps.
Home in Mid-Town Belvedere
4.98 out of 5 average rating, 158 reviews

Studio Apartment in Mount Vernon

Welcome to Your Private Home in the City ONE BED, ONE BATH STUDIO APARTMENT IN AN OWNER OCCUPIED HOME: This fully furnished in-law’s suite combines historic charm with modern luxury. Behind a single door off the fourth floor landing is your own private space with a full size bed, bathroom, and a kitchenette. Just bring your suitcase, everything else you need is already here, including; Cookware, dishes, high thread count sheets, towels, soaps, and detergents and more. Washer/dryer available on site. Space is very private and quiet. Ideal for use as extended stay housing. When booking the studio apartment, you get more than just a place to sleep. All guests are welcome to enjoy the entire first floor of the house. Relax and enjoy a book, or access the Wifi network with your portable device. LOCATION: The Calvert Guest House, located in Baltimore’s historic Mount Vernon neighborhood, offers visitors a unique blend of Victorian charm, modern elegance, and downtown Baltimore convenience. The Calvert Guest House is only steps from everything historic Mount Vernon has to offer, including restaurants, theatre, museums, symphony hall, and nightlife. TRANSPORTATION: The central location also makes The Calvert Guest House an ideal hub from which to explore the rest of the city, and the region. Stops for the MARC, Amtrak, Lightrail, The FREE Charm City Circulator (charmcitycirculator.com), as well as the Johns Hopkins shuttle, are all within walking distance. There's a Zipcar station around the corner, and two more within a couple of blocks. Interstate 83 is only a four blocks from the house.

Top Guest favourite
Guest suite in Woodstock
4.98 out of 5 average rating, 206 reviews

Our Retreat -in a peaceful 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, 173 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 cozy living room is presented with a dark sofa adorned with decorative pillows. A light-colored armchair complements the seating area, and a wooden coffee table showcases decorative items. Natural light filters through a nearby window, illuminating the neutral-toned walls.
Home in Timonium
4.9 out of 5 average rating, 248 reviews

* Lovely Gem w/ Perfect Combo of Flair & Class *

This is our 5th Airbnb in the Towson / Lutherville area. We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work, sightseeing, visiting with family members, playing sports, etc. This inspiration is seen throughout this entire house and you'll find the house to be a place to recharge, relax and enjoy high end amenities to include HDTVs in living and bed rooms, fully stocked kitchen, plush bedding, luxury shower fixtures, and more. You have to see it!

Guest favourite
The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.
Guesthouse in Glenwood
4.94 out of 5 average rating, 198 reviews

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Top 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.
Apartment in Baltimore
4.99 out of 5 average rating, 113 reviews

Private Serene Suite with Jacuzzi- Non Smoking

Escape to this serene in-law 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.
Guesthouse in Towson
4.99 out of 5 average rating, 288 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
The exterior of a mid-century modern home showcases a stone facade with multiple balconies and large windows. Surrounding greenery includes a well-maintained lawn and trees. A stone wall and grassy area enhance the inviting atmosphere of the property.
Guest suite in Baltimore
4.97 out of 5 average rating, 122 reviews

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.

Top Guest favourite
A serene riverfront scene features a reflecting water surface, with the sky painted in soft pinks and purples at sunset. Lush greenery borders the water's edge, and silhouettes of trees frame the tranquil landscape.
Guest suite in Pasadena
4.98 out of 5 average rating, 658 reviews

Sea Dreamer

Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

Guest favourite
A historic two-story house is presented, featuring a charming wooden porch and large windows. A unique metal sculpture resembling a rooster stands in the foreground, complemented by lush greenery and stone landscaping. The house's brick facade reflects its 200-year history.
Home in Monkton
4.94 out of 5 average rating, 112 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 over the last 18 months, 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.

Top 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, 317 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, 135 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.

Popular amenities for Pikesville holiday rentals

When is the best time to visit Pikesville?

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Avg. price$140 AUD$144 AUD$146 AUD$154 AUD$161 AUD$137 AUD$140 AUD$168 AUD$146 AUD$157 AUD$156 AUD$171 AUD
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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 20 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 40 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 250 vacation rentals in Cheswolde, over 250 vacation rentals in Glen, and over 250 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 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.

  • 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.

  • 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 wifi, over 20 homes with free parking, over 20 homes with a kitchen, over 20 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 $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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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