Where should I stay in Pikesville?

Make yourself at home in Pikesville by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Glen, over 240 vacation rentals in Cheswolde, and over 240 vacation rentals in Mount Washington.

Are there house rentals with a dedicated workspace in Pikesville?

Yes! Work meets play with ease at over 10 house rentals in Pikesville featuring dedicated workspaces. Stay connected and productive in your home away from home.

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.

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.

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.

Accommodations in Pikesville

Book unique accommodations, houses, and more on Airbnb

Top-rated accommodations in Pikesville

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A modern kitchen area showcases a wooden countertop with two stools, complemented by a colorful floral arrangement. In the background, a cozy sleeping area features a quilted bedspread. Natural light streams through multiple windows, illuminating the space.

Guesthouse in Annapolis

5 out of 5 average rating, 156 reviews

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Guest favorite

A modern kitchen featuring sleek black and white cabinetry, stainless steel appliances, and a minimalist design. The space includes a gas stove, a microwave, and a refrigerator. Natural light comes in through a window, illuminating the wood-like flooring and nearby staircase.

Home in Timonium

4.92 out of 5 average rating, 193 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!

Top guest favorite

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.

Guest suite in Baltimore

5 out of 5 average rating, 29 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, shuls, 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 favorite

Farm stay in Bel Air

5 out of 5 average rating, 123 reviews

Watch Deer from a Farm Cottage

Farm Animals, Wildlife, Country Living close to all conveniences. Located within 5 minutes of I-95 in Bel Air, Maryland in an upscale neighborhood, within walking distance to Cedar Lane Sports Complex and short drive to Hospitals, Restaurants, Theatres etc. Quaint, freshly cleaned & sanitized interior amenities like Comfort Grande Beds, Egyptian cotton linens, ultra quiet HVAC and other features of a quality home in a modest exterior awaits you in this primitive gentleman's farm setting.

Superhost

An outdoor deck features a large wooden table surrounded by six dark wicker chairs. Lush greenery is visible in the background, with tall trees creating a serene atmosphere under the clear blue sky.

Home in Silver Spring

4.8 out of 5 average rating, 10 reviews

Beautiful 4BR colonial home with big backyard

Welcome to this beautiful, colonial 4BD, 2 1/2BA single house perfect for families or groups seeking comfort and convenience with huge deck and big backyard for outdoors, high ceiling living room, memory foam mattresses, and parking in driveway. This home has been thoughtfully furnished to provide ultimate comfort and enjoyment. It is in a quiet and safe but convenient location for your next DC visit! 5 minutes from HWY-200, 7 mins away from metro station, 5 min from shopping center.

Superhost

Home in Chevy Chase

4.74 out of 5 average rating, 65 reviews

DC's Best Bethesda Row Parking Metro and Nightlife

Welcome to our exceptional property, ideally located in the heart of Bethesda, MD. A mere stroll away from the vibrant Bethesda Row, where you'll find an array of upscale shops, diverse dining options, a movie cinema, and convenient access to the metro! Our inviting home offers the perfect fusion of comfort, style, and convenience, accommodating 8-10 guests. It's the ideal choice for families, friends, or business travelers seeking an unforgettable stay in a prime location.

Guest favorite

A charming brick exterior features a welcoming entryway with a covered porch. Lush greenery surrounds the home, enhancing its connection to the natural landscape. The building's architectural details are complemented by vibrant flowerpots and an American flag displayed on the side.

Townhouse in Adams Morgan

4.87 out of 5 average rating, 163 reviews

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY

Private living/sleeping space in home overlooking Rock Creek Park. Studio bedroom has a cathedral ceiling, sleeping loft and living eating space. Private bathroom. AC /heating unit. Separate study/ bedroom looks onto park. Access to spectacular roof deck, kitchen and family home with all amenities including laundry and parking: All in the heart of Adams Morgan/Kalorama Excellent for a single person and/or a couple: the loft stairs are steep LGBTQ friendly

Top guest favorite

A quiet garden area features a stone pathway winding through vibrant greenery and blooming plants. The pathway is bordered by large shrubs and trees, creating a serene natural setting. A blue garden sign stands prominently among the foliage, adding a touch of color.

Guesthouse in Owings Mills

4.97 out of 5 average rating, 116 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 favorite

A balcony view is captured at night, featuring two chairs and a small table. A grill is positioned on one side, and string lights are softly glowing, creating a relaxed ambiance. The city's skyline and street lights are visible in the background.

Condo in Bethesda

4.9 out of 5 average rating, 191 reviews

Bright 2br w amazing loc and view

850 sq ft 2 bedroom 1 bathroom condo in great downtown Bethesda location. Corner unit with windows everywhere making for great light, energy, and views. Balcony overlooking one of the main Bethesda squares. Close to metro and walkable to more restaurants and bars than you can possibly try. Tandem parking for two cars. New flooring as of June 2023. This condo will exceed your expectations.

Guest favorite

A modern kitchen showcases sleek white cabinetry and stainless steel appliances, including a dishwasher. The kitchen island offers ample counter space. In the background, a staircase is adorned with a patterned wallpaper, while natural light floods through large windows enhancing the open design.

Condo in Northeast Washington

4.98 out of 5 average rating, 101 reviews

Family Friendly HQ - Historic DC 3BR & 3BA

Discover our stylish condo in historic DC, located near iconic monuments and museums. With easy metro access, explore the city with convenience. Enjoy a modern renovation in a quiet neighborhood, steps from dining and entertainment. Unwind on the nearby urban trail, ideal for walks and biking. Experience the best of DC's history and urban charm from our unique urban retreat.

Top guest favorite

A light blue bathroom featuring a white vanity with a chrome faucet and a round mirror framed in wood. Two towels hang neatly on a rod, and a small decorative fish is mounted on the wall. A window allows natural light to brighten the space.

Guest suite in Annapolis

4.95 out of 5 average rating, 193 reviews

Cozy Naptown Perch

Perfectly Placed Perch in Murray Hill neighborhood. 1 mile to USNA stadium; 1 mile to historic downtown. Walk to local restaurants, in town events. Few blocks to water access. 2 bedroom upstairs suite recently renovated. Common room has sofa, table and chairs, coffee/ tea set up. Patio, fire pit available to guests.

Guest favorite

A kitchenette features a wooden countertop with a sink and stovetop for cooking. A white refrigerator is positioned next to a microwave placed on a shelf. Natural light enters through the window, highlighting the organized space with kitchen utensils displayed neatly.

Guest suite in Northwest Washington

4.71 out of 5 average rating, 194 reviews

Top Rated DC airbnb

Me and my wife live in the beautiful neighborhood of The Palisades, just 5 min. away from Georgetown by car or few blocks away from the C&O canal where you can ride your bike to the city in less than 15 Min. There is no other place like this in DC. Ask us about breakfast!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Pikesville accommodations

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Pikesville's top sights

Lake Roland Nature Council18 locals recommend

Walgreens13 locals recommend

Mt. Washington Tavern3 locals recommend

Bonjour9 locals recommend

Shoppers8 locals recommend

Chiyo Sushi7 locals recommend

Other great vacation rentals in Pikesville

Guest favorite

A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.

Home in Edgewater

4.92 out of 5 average rating, 143 reviews

House in Edgewater Maryland

Guest favorite

A wooden dock extends over calm waters, featuring four Adirondack chairs arranged facing the serene view. A light casts a soft glow on the water's edge, and the distant shoreline is lined with trees and structures, hinting at nearby activity.

Cottage in Pasadena

4.88 out of 5 average rating, 124 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Superhost

A rooftop terrace features six brightly colored blue chairs arranged around a small table, with expansive views of the water and cityscape beyond. The deck is made of light wood planks, and the clear sky enhances the vibrant scene.

Townhouse in Fells Point

4.96 out of 5 average rating, 137 reviews

Artsy, Historic Rowhouse with Striking Harbor Views

Top guest favorite

A wooden dock extends over still waters, bordered by tall grasses and reeds. A red boat and a small blue boat are tied to the dock, reflecting in the calm water. Mist envelopes the background, softening the view of distant homes and boats.

Place to stay in Annapolis

4.94 out of 5 average rating, 121 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

Guest favorite

A new wood pier extends over still waters towards a green, tree-lined shore. The pier is flanked by posts, leading to a rocky bank, with a clear view of a nearby cottage among the trees. Sunshine reflects gently off the water.

Cottage in Pasadena

4.97 out of 5 average rating, 173 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Guest favorite

A serene outdoor area features four red chairs arranged around a fire pit, set on a green lawn. A calm waterway is visible in the background, lined with trees and a boat dock. An American flag can be seen in the distance.

Apartment in Arnold

4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

Guest favorite

A breathtaking sunrise is captured over calm waters, creating a stunning reflection of vibrant hues of orange, pink, and purple. The private pier is visible on the right, complementing the serene landscape of trees on the distant shore and a tranquil island in the background.

Cottage in Edgewater

4.99 out of 5 average rating, 155 reviews

Waterfront Chesapeake Bay Sunrises w/Private PIER!

Top guest favorite

A stone staircase leads up to a charming garden area, surrounded by vibrant pink hydrangeas. Lush greenery frames the pathway, while a wooden trellis provides partial shade above. The tranquil setting offers a welcoming entryway to the apartment.

Apartment in Silver Spring

4.95 out of 5 average rating, 102 reviews

La Casa Maya

Show all

Quick stats about vacation rentals in Pikesville

Total rentals
60 properties
Total number of reviews
2K 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
Wifi availability
60 properties include access to wifi

Frequently Asked Questions

Where should I stay in Pikesville?
Make yourself at home in Pikesville by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Glen, over 240 vacation rentals in Cheswolde, and over 240 vacation rentals in Mount Washington.
Are there house rentals with a dedicated workspace in Pikesville?
Yes! Work meets play with ease at over 10 house rentals in Pikesville featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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.
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.

Accommodations in Pikesville

Top-rated accommodations in Pikesville

Vacation rentals for every style

Popular amenities for Pikesville accommodations

Stay near Pikesville's top sights

Other great vacation rentals in Pikesville

Quick stats about vacation rentals in Pikesville

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

Destinations to explore