
Vacation rentals in Pikesville
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Top-rated vacation rentals in Pikesville
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Fisherman's Lodge at the 1858 Monkton Hotel
Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. An electric bike store, tube rental and great cafe are all in the same building.

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

* 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.

"Merrywell"at Merryland Farm A horse lovers haven
You will have a front row view of a working horse farm from this private guest house on the edge of Country Life Farm's Merryland Thoroughbred Nursery. "Merrywell" A 3 bedroom, stucco on stone historic house dating to the early 1900's. Although you might just want to stay in and enjoy the pastoral views of this conserved property in the Long Green Valley, it is a close drive to all the major attractions of the baltimore area, 10 miles west of Towson and just over the hill from Bordy Vineyard.

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.

Peggy's Place - Historic Rowhome in the City
Located on picturesque Tyson St, Peggy's place is an historic rowhome in the heart of Baltimore's cultural district. Everything is here in this cozy home away- with a full amenity kitchen, office/workout room with printer and stationary bike and a 3rd floor balcony. Upper floors have one full bath each, with tub on the 2nd floor. Both rooms- 2nd floor full, 3rd floor queen - have a dresser and closet. Steps from major destinations - cultural, medical and transit. You'll love it here!

Secret Garden in Historic Fells Point
"Art is Everywhere" - Most walkable part of Baltimore - Surrounded by art and cultural sites - Hosts with local insider tips Transportation: - 5-min walk Restaurants/Bars - 5-min walk Boutiques - 15-min walk - Inner Harbor/National Aquarium - 25 min (~$35 Lyft/Uber) to Airport Nearby Landmarks: - Marriott Waterfront Hotel/Conference Center: 0.5 miles - Johns Hopkins Main Hospital: 1.2 miles - Convention Center: 1.3 miles - Penn Station: 2.6 miles

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!

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.

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.

Patterson Park Penthouse with Rooftop Deck!
Located overlooking the lovely Patterson Park and close to Canton & Fells Point this is a great spot for a Baltimore visit! This large and newly renovated Baltimore rowhouse less than 10 min from the Inner Harbor, Johns Hopkins main campus, Bayview, Fells Point, Canton. We invite you to stay in a lovely private apartment oasis on the top floor of the row house that has stunning views of the park and access to a balcony and large rooftop deck for lounging or dining.

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.
Popular amenities for Pikesville vacation rentals
Other great vacation rentals in Pikesville

Charming 3BR House in Historic Neighborhood

Our Retreat -in a peaceful setting.

Cozy Spot 2 Bdr by Universities & Hospitals

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

Newly built! Mt Washington, free parking, Eruv

Cozy Hideaway Apartment

Charming West Annapolis Cottage home

Sea Dreamer
When is the best time to visit Pikesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 CAD | $142 CAD | $144 CAD | $152 CAD | $159 CAD | $135 CAD | $138 CAD | $166 CAD | $144 CAD | $155 CAD | $153 CAD | $169 CAD |
| Avg. temp | 1 °C | 3 °C | 7 °C | 13 °C | 18 °C | 23 °C | 26 °C | 25 °C | 21 °C | 14 °C | 8 °C | 4 °C |
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 vacation rentals in Pikesville

Total vacation rentals
Explore 60 vacation rentals in Pikesville

Nightly prices starting at
Pikesville vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Pikesville vacation 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!
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Codorus State Park




