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Family-friendly vacation rentals in Owings Mills

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Quick stats about vacation rentals that are family-friendly in Owings Mills

  • Total vacation rentals

    Explore 20 vacation rentals in Owings Mills

  • Nightly prices starting at

    Owings Mills vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Owings Mills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Owings Mills rentals

  • 4.8 Average rating

    Owings Mills stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Owings Mills

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
An open living space features high ceilings with exposed beams and a neutral color palette. A comfortable sectional sofa, two accent chairs, and a coffee table are arranged over a decorative area rug. Natural light filters through the large windows, highlighting a media console and decorative baskets.
Home in Timonium

* 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.

4.94 out of 5 average rating, 312 reviews
Top guest favorite
Guest suite in Woodstock

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.

4.98 out of 5 average rating, 235 reviews
Superhost
A large, two-story home with a welcoming front porch is set amidst a spacious green lawn. The house features a grey exterior with white trim and multiple windows, surrounded by trees and landscaping, creating a peaceful and private atmosphere.
Home in Severn

Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21

Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, a huge family room w/ 10 ft ceilings, & a 67" Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, fire pit, & grill. Ideal for family events, quiet getaways, sports teams, & business mtgs. The perfect getaway for large or small groups.

4.86 out of 5 average rating, 228 reviews
Top guest favorite
Home in Owings Mills

Dog-Friendly Home | Bedroom on primary + Full AC

Enjoy welcoming stays at Grandma’s House in Owings Mills, a cozy dog-friendly retreat with full AC, fast Wi-Fi, laundry, driveway parking, fully stocked kitchen, and fenced side yard. This nostalgic home sits on a peaceful 1/2-acre lot with mature trees and frequent deer sightings. Perfect for sports families, medical travel, local events, and multi-generational visits with a primary bedroom on first floor + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

4.94 out of 5 average rating, 120 reviews
Guest favorite
A living area features a light grey sofa facing a large window that invites natural light. Two woven chairs are positioned nearby, and a stone fireplace adds a touch of warmth to the space. Modern light fixtures are installed on the walls.
Home in Catonsville

Tudor Home

Enjoy your stay in this cozy, newly remodeled Tudor home in a historic and architecturally eclectic neighborhood in Catonsville, MD! You’ll be close to everything but far enough to enjoy a relaxing trip. The home features Four bedrooms, two full baths, a fully stocked kitchen, a full basement, and 18ft ceilings on the main level. You will enjoy 65, 42, and 32-inch smart TV's throughout the home. In addition, a private upstairs main suite with King size bed, sofa seating area, and workstation.

4.93 out of 5 average rating, 170 reviews
Top guest favorite
The exterior of the cottage is framed by lush greenery and features a welcoming white facade with green trim. Soft outdoor lighting illuminates the entrance, while flower bushes add a touch of nature to the charming setting.
Cottage in Reisterstown

Unique Tiny House Getaway on An Historic Farm

The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.

4.92 out of 5 average rating, 106 reviews
Top guest favorite
An open layout is showcased with a spacious living area, featuring a comfortable sectional sofa and a coffee table. A smart TV is positioned on a stand, while a dining set is visible in the background. Natural light filters through the windows, illuminating the space.
Guest suite in Randallstown

Private Efficiency Suite ~ King Bed ~ Baltimore Co

Welcome to Hickory Roots Hideaway! A cozy yet spacious 750 sq ft efficiency guest suite situated on our picturesque 4 acre homestead! Great Wi-Fi and amenities make this a perfect getaway even if work and virtual school must continue. Enjoy a relaxing stay - you are welcome to explore our garden, shoot some hoops in our basketball court, or get to know our adorable farm animals! We are conveniently located with easy access to I-70, I-795, and just 30 minutes from downtown Baltimore!

4.99 out of 5 average rating, 149 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 317 reviews
Guest favorite
The living area features a light-colored sofa and a teal couch, arranged around a glass coffee table. A chair is positioned by the fireplace, which is adorned with a decorative screen. Natural light fills the room through the nearby windows, and a flat-screen TV is mounted above the fireplace.
Home in Towson

Spacious 4 Bd House close to Towson & Baltimore

Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.

4.9 out of 5 average rating, 126 reviews
Guest favorite
The exterior of the property features a well-maintained lawn with a gravel driveway leading to the entrance. A welcoming porch is visible, along with red shutters on the home. Trees and shrubs provide a natural backdrop, giving a sense of privacy.
Guest suite in Randallstown

Flat no share space private entry, private parkng

Enjoy this private space with 1 bedroom, bathroom, cozy kitchenette and living and room private entrance. Experience why over 100 booking all 5 star reviews. spacious private parking for up to 3 guest. Guests will access the unit at the back of the property pick up keys from lock box. There's also a smoking area available on the outside. couple live upstairs. The building has a split unit layout this area is located on the lower level.

4.96 out of 5 average rating, 134 reviews
Top guest favorite
A tranquil pool area is showcased at dusk, with soft purple lighting illuminating the water. Lounge chairs line the poolside, and trees surround the space, creating a calm and serene environment. The moon is visible in the clear sky, enhancing the peaceful ambiance.
Tent in Westminster

Rest and Recharge Retreat

We have a new larger tent for 2026! Queen size bed. We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

4.97 out of 5 average rating, 115 reviews
Top guest favorite
Farm stay in Cockeysville

The Master's Suite · King Suite, Hunt Valley

A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35

4.95 out of 5 average rating, 147 reviews

Popular amenities for Owings Mills family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A spacious bed is adorned with decorative orange pillows and flanked by elegant bedside lamps. Framed artwork featuring floral designs hangs above the headboard, complementing the soft color palette of the room.
Home in Fells Point

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

4.95 out of 5 average rating, 122 reviews
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.
Apartment in Baltimore

Private Serene Hideaway Suite with Jacuzzi

4.98 out of 5 average rating, 165 reviews
Superhost
The entrance features a wooden staircase leading to the upper level, accented by a railing in a warm tone. Natural light floods the space, highlighting the stone flooring and a cozy seating area with a view of a stylish bar table in the background.
Townhouse in Baltimore

Stunning Home near Hopkins, Fells Point & Downtown

4.93 out of 5 average rating, 102 reviews
Top guest favorite
A bright bedroom features a spacious bed with neutral linens and a cozy seating area highlighted by a vibrant orange chair. A wooden dresser and an armchair are positioned against the wall. Natural light enters through two windows, and a large mirror reflects the decor.
Townhouse in Canton

Parkfront Hot Tub Haven for Families & Pets

4.96 out of 5 average rating, 620 reviews
Guest favorite
The living room features a high, wooden ceiling with large windows allowing natural light to fill the space. A comfortable arrangement of sofas and chairs offers ample seating, complemented by a stylish area rug. A modern fireplace adds warmth to the inviting design.
Home in Perry Hall

Gunpowder Retreat

4.98 out of 5 average rating, 152 reviews
Top guest favorite
A cozy living area features a dark leather sofa and an accent chair beside a wooden table made from stacked logs. Wall art depicting serene coastal scenes is displayed above the sofa, while a lantern emits a soft glow in the corner, creating an inviting environment.
Townhouse in Fells Point

Waterfront Home In Heart Of Historic Fells Point

4.96 out of 5 average rating, 333 reviews
Top guest favorite
An outdoor patio area features a hot tub, a dining set, and a grill. A shaded seating area is furnished with cozy couches, while a colorful game board adds a playful element. Lush grass covers the ground, creating a welcoming space for relaxation and enjoyment.
Home in Silver Spring

Modern 3-Level Stay| Hot Tub | Game Room | Parking

4.99 out of 5 average rating, 289 reviews
Guest favorite
Guest suite in Arnold

Pet-Friendly King Suite + Kitchen | Near Annapolis

4.95 out of 5 average rating, 217 reviews

Family- and pet-friendly home rentals

Guest favorite
Home in Phoenix

Cozy Farm Cottage

4.92 out of 5 average rating, 106 reviews
Guest favorite
A charming street scene showcases a row of colorful storefronts, including green, blue, and orange façades. Flags adorn the buildings, and overcast skies create a soft backdrop. Sidewalks are visible, inviting leisurely strolls through this quaint downtown area.
Home in Sykesville

Lovely Sykesville home w/ a 5 min walk to Main St

4.9 out of 5 average rating, 101 reviews
Superhost
A two-story house is set against a backdrop of clear blue sky and lush greenery. A spacious deck is visible at the back, featuring a vibrant red umbrella. Well-maintained grass surrounds the home, punctuated by several trees for added privacy.
Apartment in Baltimore

Mother-in-law suite with yard

4.9 out of 5 average rating, 137 reviews
Guest favorite
A light-filled living room showcases a cozy sofa adorned with decorative pillows and a round mirror reflecting natural light. Two elegant armchairs and a small coffee table complement the space, inviting relaxation. A patterned rug adds texture to the hardwood floor.
Home in Catonsville

Mid Century Ridge

4.93 out of 5 average rating, 195 reviews
Superhost
A two-story home built into the hillside is framed by lush greenery. A wooden porch, supported by stone pillars, features a railing and an American flag. The exterior showcases a mix of siding and stone, with large front windows allowing natural light into the interior.
Home in Ellicott City

Mello-Ray River House

4.82 out of 5 average rating, 150 reviews
Top guest favorite
A bright living room is showcased with hardwood flooring and a large area rug. A sectional sofa is displayed with decorative pillows. A coffee table sits at the center, and artwork adorns the walls, adding a modern touch. The dining area is partially visible in the background.
Townhouse in Inner Harbor

Charming Little Italy Townhouse + Free Parking

4.94 out of 5 average rating, 270 reviews
Top guest favorite
A comfortable living area features a light-colored sofa adorned with patterned cushions. Artwork is displayed on the walls, and a stylish lamp provides warm lighting. A wooden coffee table holds an assortment of magazines, while an armchair is positioned nearby, offering additional seating.
Townhouse in Hampden

Comfy Home in Charming Hampden

4.95 out of 5 average rating, 515 reviews
Top guest favorite
A cozy living area features a gray sectional sofa with a yellow throw draped over it. Wood accents and a patterned area rug complement the warm hardwood floors. An adjacent dining space is visible, showcasing a rustic brick wall and a dining table with elegant lighting.
Home in Fells Point

Charming 4 bedroom home just steps to the water!

4.95 out of 5 average rating, 199 reviews

Family-friendly home rentals with a pool

Top guest favorite
A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.
Guest suite in Catonsville

Rollingside: Two-Room Guest Suite

4.94 out of 5 average rating, 584 reviews
Top guest favorite
The exterior of a single-story, stone-faced house is showcased, surrounded by a well-manicured lawn. Lush greenery and flowering plants are visible, while a pathway leads to the inviting entrance. Large windows allow for natural light to enter, enhancing the home's welcoming appearance.
Guest suite in Parkville

A home away from home

4.96 out of 5 average rating, 246 reviews
Guest favorite
Home in New Market

Historic Peace and Plenty Farm: Pool House

4.92 out of 5 average rating, 165 reviews
Guest favorite
A two-story home is shown with a light brown exterior and green shutters. A front porch features a railing and seasonal decorations. Stone steps lead to the entrance, surrounded by well-maintained grass and a neatly trimmed evergreen shrub.
Apartment in Nottingham

Bright and Cozy 2nd floor apt

4.86 out of 5 average rating, 168 reviews
Guest favorite
Guest suite in Annapolis

Annapolis Garden Suite

4.94 out of 5 average rating, 147 reviews
Top guest favorite
A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.
Guesthouse in Highland

Woodland Retreat

4.98 out of 5 average rating, 313 reviews
Top guest favorite
Guesthouse in Annapolis

Coastal Waterfront 1 Bedroom Cottage

5.0 out of 5 average rating, 226 reviews
Guest favorite
Houseboat in Inner Harbor

Flohom 1 | Floating Suite • 360° Skyline Views

4.97 out of 5 average rating, 110 reviews

Destinations to explore