
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.

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.

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.

Stylish Spacious Greentree Apartment
This 1,500 sq ft spacious luxury apartment is located in the lower level of a private custom home. NO SHARED HVAC. Sunny and light bedrooms with top-notch finishes and décor. Private entrance and walkway, covered porch, and free on-site parking for 2 cars. Prime Bethesda location: 1 mile to NIH and Naval Medical with public transportation just outside the front door. Bus 47 (free to ride) takes 10 minutes to Bethesda Metro station (Red-line) or in the opposite direction to Montgomery Mall.

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

Exclusive Home in Upscale Chevy Chase
You will love the secluded garden, near woods with deer and wildlife, the sunny kitchen with skylights, garden room, and large brick patio. Enjoy the 10-minute walk to Amazon Fresh, Starbucks and Einstein Bagels. One mile to Bethesda Metro; 1.5 miles to NIH, and Washington DC. Just1.8 miles to acclaimed restaurants in Bethesda and Kensington. 5G Wi-Fi, large workspaces. Centuries old trees. Self-check-in. Plentiful street parking. Only service dogs allowed / charged at $10 per day.

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.

New - Super Host/Silver Spring/Full Kitchen-Cute
Recently renovated & very private 5-star condition, luxurious, cozy & comfortable Fully equipped new kitchen, w/stainless steel appliances Whole Foods/Trader Joe’s nearby Ideal for working professionals Close to WR Hospital, NIH, metro, bus, park, and ride Private washer & dryer Luxurious Tempur memory foam mattress, linen, and towels Powerful WIFI ideal for webinars Private entrance Free parking Very quiet and bright basement apartment License BCA-102702/STR

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.

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.

Contemporary 3BR: Patio, TV in each Room+Game Room
Welcome to our modern retreat in the quiet neighborhood of Montgomery County! This stylish home offers 3 bedrooms, 2.5 baths, captivating decor, and a TV with all your essentials in every room. Unwind on the spacious deck with a tranquil forest view! Perfect for business, vacation, or exploring the local scene. Book now for a prime location and a charming stay! STR25-00255

Antique-Inspired Takoma Park Hideaway near Metro
Explore Takoma Park’s Charm Stay steps from Old Town’s vibrant shops, eateries, and local events. Enjoy walkable access to Takoma Junction, the Folk Festival, and scenic Sligo Creek Trail all in a close-knit, welcoming community.

Entire Guest Suite/Apt in Silver Spring/FDA/NSA
Very private and luxurious one-bedroom apartment located on the terrace level of a gorgeous Silver Spring home. You will have the entire space to yourself! No parties allowed.
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

Sauna, hot tub, great outdoor space!

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

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

Large 5BR House Near DC & Airport | 10 Guests

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

May sale, full apt 10 mi from DC

Spacious, Private Basement Apartment

Cozy Hideaway two bedroom pet friendly apt

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

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

Stylish & Spacious House by Dulles Airport

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

The Luxe Lounge & warm welcome

King Size Bed - Reston Metro Apt

Sophisticated Studio Apartment, Metro DC

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Cozy 1 BD Apt in Downtown McLean- Balcony/Parking

Serenity Cottage of Potomac

The Blissful House

Luxury Downtown Crown Apt (Close to DC)
Destinations to explore
- Rentals with an EV charger Montgomery County
- Bed and breakfasts Montgomery County
- Rentals with a hot tub Montgomery County
- Private suite rentals Montgomery County
- Rentals with breakfast Montgomery County
- Flat rentals Montgomery County
- Rentals with a firepit Montgomery County
- Rentals with a washing machine and dryer Montgomery County
- Hotel rooms Montgomery County
- Apartment rentals Montgomery County
- Rentals with outdoor seating Montgomery County
- Smoking-friendly rentals Montgomery County
- Townhouse rentals Montgomery County
- Rentals with lake access Montgomery County
- Farm stay rentals Montgomery County
- Fitness-friendly rentals Montgomery County
- Rentals with a cinema Montgomery County
- Pet-friendly rentals Montgomery County
- House rentals Montgomery County
- Serviced apartment rentals Montgomery County
- Guest house rentals Montgomery County
- Rentals with a patio Montgomery County
- Rentals with pools Montgomery County
- Mansion rentals Montgomery County
- Rentals with a fireplace Montgomery County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Georgetown University
- Walter E Washington Convention Center
- The White House
- National Mall
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Capital One Arena
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Stone Tower Winery
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- Howard University
- Washington Monument
- National Harbor
- The Anthem
- Johns Hopkins University
- Patterson Park
- Smithsonian American Art Museum
- Things to do Montgomery County
- Art and culture Montgomery County
- Things to do Maryland
- Art and culture Maryland
- Sports activities Maryland
- Food and drink Maryland
- Nature and outdoors Maryland
- Tours Maryland
- Sightseeing Maryland
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States





