Family-friendly holiday rentals in Montgomery County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montgomery County

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

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Top Guest favourite

The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.

Apartment in Germantown

4.94 out of 5 average rating, 119 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

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Top 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

4.95 out of 5 average rating, 210 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.

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Top Guest favourite

A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.

Apartment in Sterling

4.99 out of 5 average rating, 123 reviews

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

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Top Guest favourite

The exterior of Farmview Cottage features a charming white facade with a distinctive red front door, complemented by a metal roof. Two gabled dormers provide additional character to the upper level, while the inviting front steps lead to a landscaped area with greenery.

Home in Leesburg

4.95 out of 5 average rating, 159 reviews

Charming 3BR Farmview Cottage in northern VA

Farmview Cottage in Leesburg is located in the heart of northern VA's farm and wine country, just an hour outside Washington, D.C. With original hardwood floors and vintage wooden doors, this historic bungalow offers sweeping views of pastoral farmland. 3 bedrooms and 2.5 baths offer plenty of room for 6 guests to spread out. A full kitchen, dining table for 6, and eat-in bar with 4 adjustable stools offer many options for families, couples, and business travelers. Close to Dulles airport!

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Top Guest favourite

A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.

Home in Ashburn

4.99 out of 5 average rating, 125 reviews

Ashburn Manor: 1920’s Farmhouse

Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

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Guest favourite

A bright sleeping area features a spacious bed with decorative pillows arranged neatly. A large area rug adds a pop of color, while natural light filters through windows adorned with light curtains. A potted plant hangs nearby, complementing the modern decor.

Apartment in Gaithersburg

4.91 out of 5 average rating, 101 reviews

Bright Modern Boho Studio Apt | off I-270

Enjoy this private and sunny basement apartment and garden patio- a great home base after being out during the day. Located close to I-270, two hospitals, AstraZeneca, NIST, retail areas such as RIO, outlets, Bethesda, and in walking distance to a lake at Great Seneca Park State Park. The DC Metro train is 15 minutes away. The studio (1 queen bed) comes equipped to comfortably host a couple sightseeing or a traveling professional. Please read FULL description before booking.

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Top Guest favourite

The exterior of a modern two-story home is visible, showcasing a gray facade with white trim. A two-car garage is present, alongside a well-maintained lawn. Soft lighting illuminates the front entrance, while a pathway leads to the porch. A peaceful neighborhood setting is suggested by the surrounding trees.

Home in Silver Spring

4.99 out of 5 average rating, 286 reviews

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

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

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Guest favourite

Apartment in Great Falls

4.96 out of 5 average rating, 134 reviews

Wooded Retreat in Great Falls

Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

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Top Guest favourite

A modern studio apartment is showcased, featuring a queen-sized bed with a patterned throw. A sleek black futon and workspace equipped with a chair are visible. Natural light enters through a large window, illuminating the light wood flooring and stylish kitchen area with a bar countertop.

Apartment in Bethesda

4.99 out of 5 average rating, 156 reviews

Private Suite - NIH, Metro

New, fully-equipped studio apartment with private entrance. Access our apartment with a keyless check-in and enjoy the queen-sized bed, futon, kitchen, workspace, and full bath with washer and drier included! Electric car charging is available, as well as parking on premises. 10-minute walk away from the red-line metro! Located across the street from NIH and less than a mile from downtown Bethesda, where you can find restaurants, bars, Trader Joes, CVS and Target.

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Top Guest favourite

A two-story brick house is framed by blooming cherry blossom trees in the foreground. A well-maintained lawn features patches of green grass and yellow flowers. The entrance is marked by a set of steps leading to a front door, with windows visible on either side.

Home in Rockville

4.92 out of 5 average rating, 103 reviews

Full Basement Unit With Separate Entrance

Forget your troubles in our serene and spacious unit located near Washington DC and Bethesda. Whether you want to use the nearby metro station to go downtown or stay in watching TV with the cozy fireplace this unit is for you. With a fully equipped kitchen and private bathroom, washer and dryer this unit can serve all your needs. Coupled with a private parking space and entrance so you can enter and exit as you please. Come stay with us.

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Top Guest favourite

The living area features a sleek black sofa facing an orange accent wall. Two blue chairs are positioned nearby, complemented by a coffee table with a decorative tray. A large artwork adorns the wall above the seating, and natural light enters through a window, enhancing the space.

Guesthouse in Rockville

4.93 out of 5 average rating, 363 reviews

Historic Carriage House with 1BR Loft

Historic 1-1/5 story carriage house in the heart of Rockville, MD. Located at the back of our property (detached from our main residence)- guest parking, private entrance, and covered outdoor patio with furniture available upon request. Modern but cozy decor. Comfortably sleeps 2 in king size bed, room for an additional guest on living room futon. Short 0.7 mile walk to Rockville Metro and Town Center.

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Top Guest favourite

Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.

Farm stay in Damascus

5 out of 5 average rating, 126 reviews

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

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