
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.

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

3BR Luxury Retreat, Pond, Gym, Near DC
Wake up to birdsong beside a waterfall and lotus pond, just 20 minutes from downtown DC in peaceful Takoma Park. Our spacious 3-BR, 2.5-BA luxury retreat combines nature with urban accessibility - a sanctuary for both relaxation and adventure. Off-street parking, home gym, steam shower, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails. Recent whole-house renovation. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

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.

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.

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!

The Villa on Lakeside
The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Gardenview studio in downtown Silver Spring
Bright, clean, secure, open concept studio with a private entrance conveniently located in downtown Silver Spring. Spacious and totally private basement bed/living/office room, full bathroom and kitchenette with full amenities. Beautiful shared patio and garden. Easy 5 minutes walk to Whole Foods, Starbucks, restaurants, movie theatre, parks; 15 minutes walk to the Metrotrain and Washington, DC; 5 minutes drive to the Beltway. Active household with pets and children living above.

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.

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.

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!

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

Historic DC Home + Hot Tub Retreat | Sleeps 12

Sauna, hot tub, great outdoor space!

Private, Quiet Suite Near Bethesda/DC

Herndon Home - 3 beds; 3 baths.

TheAzalea: Cozy, private basement suite w/ jacuzzi

Cozy apartment in center of Bethesda

Exceptional Custom-Built Post & Beam Home

Spacious and Beautiful Home with "Hygge"!
Family- and pet-friendly home rentals

Cozy Hideaway two bedroom pet friendly apt

Summer sale, full apt 10 mi from DC

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Tranquil suite near DC & nature

Private Garden Suite Near Metro to DC + Parking

3 bedroom home in Chevy Chase with GYM/ EV charger

Ashburn Manor: 1920’s Farmhouse

Woodland Retreat
Family-friendly home rentals with a pool

Driveway Parking, No Stairs, Baby Crib

Sophisticated Studio Apartment, Metro DC

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

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Spacious - King/King Beds - No Cleaning Fee

Serenity Cottage | Pool • Tennis • Near DC

Adorable, secluded 2 Bedroom cottage.

Cozy 2BR Condo | Pool Access & Patio
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- Georgetown University
- National Mall
- M&T Bank Stadium
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- Nationals Park
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- Liberty Mountain Resort
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- Stone Tower Winery
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