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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Guest favourite
A modern kitchen features a large island with bar seating and granite countertops. Stainless steel appliances and a six-burner gas range are present. Soft natural light filters through a window, illuminating a cozy living area with a comfortable sofa and decorative accents.
Guest suite in Glenelg
4.98 out of 5 average rating, 132 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Guest favourite
Home in Rockville
4.92 out of 5 average rating, 197 reviews

Spacious Family-Friendly Basement w/ Coffee Bar

✨ Private, bright lower-level suite (basement-level) with separate entrance in a single-family home near DC. Ideal for families or business trips 🛏️ Queen bed + large sofa bed (up to 3 guests) 🚿 Private full bathroom ☕ Coffee bar, dining area, smart TVs 📶 Fast Wi-Fi for work & streaming 🌿 Access to a nice backyard 🚗 Free driveway parking 🔑 Private entrance 🚶 ~20-min walk to Metro Quiet Rockville location near shops, dining & parks. Easy access to DC. Great value, comfort & convenience

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.
Guest house in Glenwood
4.95 out of 5 average rating, 203 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.

Guest favourite
The bedroom features a spacious bed with a dark blue and white patterned bedding set. Soft lighting is provided by two bedside lamps on dark wood nightstands. Natural light enters through a window, illuminating the neutral walls and carpeted floor.
Flat in Gaithersburg
4.92 out of 5 average rating, 173 reviews

Bright, Private Garden Apt Near DC + Free Parking

GORGEOUS 1 BR apartment w/PRIVATE & separate entrance in lovely family neighborhood. ENJOY a clean, spacious space w/queen-size bed, TV/WiFi, relaxing bathroom, modern kitchenette, full laundry room, natural light & HUGE flower and veggie gardens. PERFECT for visiting families, traveling nurses & relocation assignments! FREE parking w/plenty of wonderful shops & restaurants nearby. MINS from highways to DC/Balt/Fredrick (35 min). SHORT 6 min ride to RED Line Metro (Shady Grove) to DC.

Superhost
A comfortable brown sofa is placed against a softly textured wall featuring decorative wall hangings. Two pink cushions are positioned on the sofa. A small side table stands beside the sofa, illuminated by a modern, multi-armed lamp.
Townhouse in Gaithersburg
4.88 out of 5 average rating, 252 reviews

Cozy, clean 2 Bedrooms apartment!

The space is located on the lower level of a townhouse, with a private entrance from the street. 1 assigned parking & visitors spots. It is solely dedicated to hosting guests, small families on vacation, solo travelers for work, tourist. Another rental listing is located upstairs. Motion act camera outside the front door, please refrain of bringing more people than you booked. NO PARTIES ALLOWED, NO SOCIAL REUNIONS ALL GUEST MUST BE REGISTERED INTO THE AIRBNB SYSTEM BEFORE CHECKING IN

Top guest favourite
A neatly arranged bedroom features a spacious bed with a light blue and cream striped quilt, accompanied by decorative pillows. A two-drawer nightstand and lamp are positioned on one side, while a mirror adorns the opposite wall. Natural light enters through a window covered with light fabric.
Guest suite in University Park
4.97 out of 5 average rating, 211 reviews

Basement Apartment For One Guest Quiet and Restful

Sunny and quiet basement apartment that is approximately 500 square feet, and a private entrance. We live up stairs, but you will have privacy once you have checked in. The apartment is about 1.3 miles from the University of Maryland, seven miles from DC, a short walk to Metro and other public transportation. Shopping, restaurants, the Beltway and outdoor recreation are minutes away. Guest has use of patio with table and chairs and a large back yard to sit and enjoy in good weather.

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, 115 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.

Guest favourite
A single-story home is set within a lush green landscape, featuring solar panels on the roof. A well-maintained lawn runs in front of the stone facade, complemented by potted plants lining the entryway. Trees surround the property, providing a natural, serene atmosphere.
Home in Sterling
4.94 out of 5 average rating, 142 reviews

4 bds-3bths- 12 minutes to Dulles Airport

Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.

Guest favourite
A dining area features a glass-top table surrounded by four chairs, with two in dark blue upholstery. A black cabinet displays decorative items, while a plush area rug adds texture to the beige carpet. Two framed art pieces brighten the space with color.
Flat in Great Falls
4.95 out of 5 average rating, 111 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.

Top guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guest house in Woodbine
4.95 out of 5 average rating, 141 reviews

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

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.
Guest house in Rockville
4.93 out of 5 average rating, 349 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.

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, 119 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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