
Family-friendly vacation 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.

Stylish & Spacious House by Dulles Airport
This stylish Sterling home is perfect for your next getaway! Conveniently located just 8 minutes from Dulles Airport, this modern retreat offers privacy and comfort. Enjoy a spacious, open-concept floor plan. Detailed check-in instructions provided for a Seamless, contact-free arrival The house features plenty of parking and amenities such as a pool table, high-speed internet, and streaming services like Netflix, HBO Plus, and Hulu. Suitable for working adults, family vacations, and gatherings.

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.

Modern Farmhouse Apartment. Close to Metro
Welcome to this beautiful and private 2 bed and 2 bath fully equipped apartment in a gorgeous modern farmhouse. Perfectly located in the City of Rockville. The apartment is in the basement of a newly constructed (2020) home. Completely separate with a private entrance and outdoor space. When you enter the home you will notice full natural light and high ceilings. No detail has been spared in the cozy 1000 sq ft apartment. From the full size laundry room to the soft close toilet seats.

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.

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.

Cozy Scandinavian Getaway in City of Rockville
Welcome to our charming Scandinavian Getaway nestled in the heart of Rockville! Your perfect retreat awaits, offering a tranquil haven for a peaceful night's rest. Immerse yourself in the cozy ambiance of our space, where comfort meets Scandinavian charm. Located just a 7-minute walk from the vibrant town center and Rockville Metro, convenience and serenity seamlessly come together. Your ideal blend of relaxation and accessibility starts here – we look forward to hosting you!

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.

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.

Beyond Your Expectations Farm Stay
Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Spacious Family-Friendly Basement w/ Coffee Bar
Cozy, private basement ideal for families, business trips, or quiet getaways. Includes queen bed, 68" sofa bed, private bath, family room with dining area, coffee bar, and smart TV in both the family room and bedroom. Enjoy fast Wi-Fi, shared washer/dryer, private side entrance, and driveway parking. 20-min walk to Metro, near shops, dining, and parks. Quiet Rockville neighborhood with easy DC access. Guests love the space, comfort, and convenience!

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!

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.
Popular amenities for Montgomery County family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Entire House in Rockville, MD with lots of LOVE!

Historic DC Home + Hot Tub Retreat | Sleeps 12

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

TheAzalea: Cozy, private basement suite w/ jacuzzi

Modern Barndominium. 5 BR. Sauna. Firepit. 11 acre

Exceptional Custom-Built Post & Beam Home
Family- and pet-friendly home rentals

Cozy Hideaway two bedroom pet friendly apt

Spacious, Private Basement Apartment

Ultra Modern Ground Floor Apartment
Bethesda Haven: Walk to NIH, Walter Reed, Metro

Art Lux Bethesda | Stylish 2B + Library| Game Room

4BR Near UMD & DC | Yard + Fire Pit + Parking

3 bedroom home in Chevy Chase with GYM/ EV charger

Comfy Basement Unit Walking Distance to Metro/Food
Family-friendly home rentals with a pool

Driveway Parking, No Stairs, Baby Crib

King Size Bed - Reston Metro Apt

Sophisticated Studio Apartment, Metro DC

The Spot

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Serene House on the Cul de Sac - Lic # STR23-00110

The Blissful House
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