Holiday rentals 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
Guest suite in Woodstock
4.99 out of 5 average rating, 197 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
Guest suite in Mt. Washington
4.93 out of 5 average rating, 168 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
Guest suite in Lutherville
4.9 out of 5 average rating, 461 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
Guest suite in Baltimore
4.99 out of 5 average rating, 75 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
Guest suite in Glen
5 out of 5 average rating, 35 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.

Top guest favourite
Guest house in Towson
4.99 out of 5 average rating, 266 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
Flat in Druid Hill Park
5 out of 5 average rating, 43 reviews

Parkside Gem: Luxe & Roomy by Historic Druid Hill

Welcome to your oasis in historic Auchentoroly Terrace! Just across the street from Druid Hill Park, you’ll enjoy access to one of the nation’s oldest parks, featuring a zoo, botanical garden, and pool. Relax in a modern space surrounded by vibrant attractions. Convenient 2nd floor apartment of building, WiFi, and a fully equipped kitchen with stainless steel appliances, your stay is designed for comfort and convenience. Don’t wait—book now and welcome home.

Guest favourite
Flat in Towson
4.88 out of 5 average rating, 169 reviews

Towson Luxury Apartment

Welcome to our charming apartment in the heart of Towson, Maryland! This stylish and inviting retreat is the perfect home away from home, offering a delightful blend of comfort and convenience. House Rules: 🚫 No pets (If validated, a pet fee of $150 will apply). 🚭 No smoking (If validated, a smoking fee of $500 will apply). 🎉 No parties (If validated, a party fee of $1,000 will apply). Book your stay today and experience the best of Towson!

Top guest favourite
Guest house in Owings Mills
4.97 out of 5 average rating, 130 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
Apartment in Owings Mills
5 out of 5 average rating, 18 reviews

Beautiful 2 bedroom, 2-story condo

This unique place has a style all its own. Enjoy your stay at this modern and beautifully decorated 2 story condo with a cozy balcony view. Each bedroom is spacious with much closet space! You’ll never leave with a hair out of place with many mirrors available on both levels. Lighting is great with a designated work space. Many areas for comfort and leisure. Come relax, stress free at your home away from home.

Superhost
Flat in Randallstown
5 out of 5 average rating, 4 reviews

Modern Luxe Stay | Private, Peaceful, Work-Ready

Enjoy privacy, comfort, and style in this spacious 1BR basement apartment—perfect for travel nurses and business travelers. This private 1BR unit is built for extended stays with all the essentials: full kitchenette, luxe shower, smart TV, ergonomic workstation, and home gym. Peaceful neighborhood close to hospitals—perfect for night shift workers who need rest, privacy, and reliability.

Superhost
Farm stay in Cockeysville
4.93 out of 5 average rating, 100 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

Quick stats about holiday rentals in Pikesville

  • Total rentals

    50 properties

  • Nightly prices starting at

    $39 SGD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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