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Family-friendly vacation rentals in Baileys Crossroads

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Baileys Crossroads

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

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Top guest favorite
A spacious bedroom features a wooden ceiling and walls, accentuated by natural light from large windows. A single bed is draped in a deep blue coverlet, paired with a plush chair and leafy plants. A vibrant piece of wall art adds a pop of color to the serene space.
Farm stay in Accokeek
4.97 out of 5 average rating, 184 reviews

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Top guest favorite
A comfortable living room features rich brown leather sofas arranged around a small coffee table with a marble top. A dark wooden bookshelf displays various decor items and books, while a potted plant adds a touch of greenery to the space.
Guest suite in Alexandria
4.97 out of 5 average rating, 210 reviews

Oasis near DC-1king+1studio queen BR,yard, parking

Families visiting Washington, D.C. love to stay with us. Our location is just a twenty-minute drive from all major attractions. A plaza and bus station just a short walk away, providing numerous dining options and groceries. 3.4 miles to the metro station. This pravite and spacious 1,600 sf basement apartment features a separate entrance, dedicated free parking, and inviting outdoor living areas. It offers a cozy retreat that feels like your own. The hosts quietly reside on the two upper levels.

Superhost
The living room area features a queen sleeper sofa adorned with decorative pillows, two accent lamps, and a round coffee table. A comfortable accent chair is nearby, and the space is brightened by natural light filtering through large windows. The kitchen area is visible in the background.
Condo in Penrose
4.89 out of 5 average rating, 389 reviews

Newly Renovated 1BR Condo Sleeps 2 - Unit 1

Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City and National Airport. Spacious unit with free cable TV, secure Internet/Wi-Fi, FREE reserved parking in private lot, in-unit Washer/Dryer, Full Kitchen. Steps away from public transit buses that route to multiple Orange/Blue/Silver line Metro trains. Comfortably accommodates the traveling professional, those on vacation and is even kid friendly.

Top guest favorite
The interior features a cozy living area with wooden accents and a rug centered beneath a table and chairs. An air conditioning unit is mounted above the space. A staircase leads to a lofted sleeping area, while large windows provide views of surrounding greenery.
Tiny home in Falls Church
4.98 out of 5 average rating, 189 reviews

Log Out

Our project to make use of leftover logs turned into a tiny house! Cozy Log Cabin looking out on almost an acre of nature but just minutes from all the DC sites. Perfect for a single escape, a romantic getaway, a small family/group gathering, or a serene remote work location. 1/4 mile to bus and 1.5 miles to DC metro, plenty of free parking. We live in a log home next door - so happy to provide advice on sites/restaurants and directions. No-SMOKING of any kind , NO pets and NO parties allowed.

Guest favorite
A modern dining area features a wooden table with metal chairs, set within an open-concept layout. Natural light illuminates the space, showcasing a comfortable living area with a large TV. Sleek cabinetry and contemporary fixtures complete the inviting ambiance of the kitchen.
Home in Alexandria
4.92 out of 5 average rating, 111 reviews

King Bed * Game Room *Mins to DC* 5 TVs *Patio

Welcome to our luxurious gem in Alexandria! 🏡✨ With 3 bedrooms, 3.5 bathrooms, gorgeous outdoor patio, and a large cozy basement with a foosball and ping pong table- there's plenty of space for your family to relax, have fun and get ready for adventures. There's a TV in every room! This house also has a dedicated workplace area that can comfortably accommodate two people. A rare find that also has one dedicated private parking space in front of the house and plenty of street parking for more!

Top guest favorite
A modern kitchen features sleek cabinetry in vibrant teal and white, complemented by quartz countertops. A large island is equipped with a sink and space for two wooden stools. Stainless steel appliances are seamlessly integrated, and a potted plant adds a touch of greenery.
Home in Penrose
4.99 out of 5 average rating, 140 reviews

Urban Loft Hideaway near DC, Tysons, Georgetown

GW Loft is a modern home with a hint of industrial charm. Nestled in the heart of South Arlington, our loft was built in late 2023. Our loft features smart appliances, a stunning glass wall overlooking the living area, a 17-foot ceiling, beautiful tropical plants, and free parking. Guests enjoy quick access to Georgetown, D.C., the National Mall, Tysons, and McLean, VA. Designed for visitors seeking a hideaway retreat in a convenient and safe neighborhood. Our family would love to host you.

Top guest favorite
A spacious living area is highlighted by a large flat-screen television and a comfortable blue couch adorned with red accent pillows. A dining island with high-backed chairs is visible, leading to a bright kitchen equipped with modern appliances and ample cabinetry.
Guesthouse in Alexandria
4.97 out of 5 average rating, 110 reviews

NoVA guest house

One bedroom guest house, with spacious living area, full kitchen, large dining island, and one full bathroom. Convenient to Washington DC and Old Town Alexandria, Virgnia. Quiet, wooded neighborhood, enjoy your own little house on a beautifully landscaped 1/2 acre lot. Private outdoor sitting area and fully stocked kitchen. All folks are welcome to stay in our comfortable retreat, close-in to the city, yet feels like the country! Lots of amenities in this newly built cottage - come visit!

Guest favorite
A bright living room features a comfortable seating area with a sectional sofa and decorative pillows. A television is mounted above a cozy brick fireplace. Bar stools are arranged at a unique table, and large windows allow natural light to fill the space.
Home in Alexandria
4.96 out of 5 average rating, 108 reviews

Shanti (Peace) Home & Garden

The Shanti Home & Garden is a beautiful, cozy gem tucked in a leafy neighborhood. You will be pleasantly surprised at how peaceful it is, despite being conveniently close (15-25 minutes) to the major attractions across Washington DC, Arlington, Alexandria, and National Harbor. Restaurants, cafes, stores, gyms, trails, grocery, bus stops, and Capital Bikeshare are within walking distance. It is perfect for your getaway, family/friends vacation, staycation, business trip, and remote working.

Top guest favorite
The living room features a modern design with hardwood flooring and large windows. A cozy seating arrangement includes two soft armchairs, a sofa, and a round coffee table, centered on a multi-colored area rug. A decorative fireplace and a small TV add character to the space.
Home in Alexandria
4.97 out of 5 average rating, 126 reviews

Modern 3BR/2BA.Free Parking.Comfort & Convenience!

Say hello to your new home-away experience in Northern Virginia. You open the door to something vibrant, yet relaxing and cozy. Sparkling clean, modern furnishings make this one level house your perfect home base for vacation/remote work, or relocating. Free WiFi . Free parking. Minutes to I 395-495. Just 7 miles to DC attractions and historic Alexandria, this brick house is in a quiet neighborhood, surrounded by nature parks. A clean modern oasis you’ll love. Look no further!

Top guest favorite
A living area features a light gray sofa adorned with decorative pillows and a cozy throw. A round wall mirror reflects the natural light, while hardwood floors add warmth. A doorway leads to the kitchen, and an entry door provides access to the outside.
Apartment in Cherrydale
4.95 out of 5 average rating, 154 reviews

Sunny Hilltop 2-BR Top Floor in Arlington

Enjoy all that Arlington and DC have to offer from this sunny, second-floor 2-bedroom unit! It is perched at the top of a hill in a quiet North Arlington residential neighborhood. It has many recent upgrades and a dedicated off-street parking spot. Take in the view of the Washington Monument on your short walk to public transportation, area restaurants, and amenities. With its comfort and convenience this apartment is the perfect base for exploring the nation’s Capital!

Top guest favorite
Guest suite in Alexandria
4.95 out of 5 average rating, 309 reviews

Private Waterfront Suite Near DC & NOVA

Welcome to our private waterfront suite in Alexandria right near DC. Enjoy a complementary coffee or tea from your cozy room and outdoor patio with stunning water views. Our independent entrance suite features a private bathroom, fridge, microwave, coffee machine, desk & a queen-sized bed. Just a short drive from downtown DC & NOVA attractions, this is the perfect place for business or pleasure. Check-in is contactless and a breeze. Book now for a relaxing retreat!

Top guest favorite
Home in Barcroft
4.98 out of 5 average rating, 196 reviews

Family & Pet-Friendly Stay with Playground Near DC

Welcome to our renovated ranch-style single-family home, perfect for families, groups, and pets. This 5BR, 2BA retreat features a cozy, fully equipped interior and a game area with air hockey, ping pong, and pool. Outside, enjoy a large unfenced backyard with a playground for kids and pets. Just minutes from Washington, DC, Arlington, Alexandria, it’s the ideal home base — combining comfort, fun, and easy access to the area’s top attractions.

Popular amenities for Baileys Crossroads family-friendly rentals

When is the best time to visit Baileys Crossroads?

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Avg. priceﺩ.ﺇ889ﺩ.ﺇ903ﺩ.ﺇ1,076ﺩ.ﺇ981ﺩ.ﺇ995ﺩ.ﺇ892ﺩ.ﺇ940ﺩ.ﺇ900ﺩ.ﺇ900ﺩ.ﺇ914ﺩ.ﺇ918ﺩ.ﺇ918
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Quick stats about vacation rentals that are family-friendly in Baileys Crossroads

  • Total vacation rentals

    Explore 40 vacation rentals in Baileys Crossroads

  • Nightly prices starting at

    Baileys Crossroads vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Baileys Crossroads vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Baileys Crossroads rentals

  • 4.8 Average rating

    Baileys Crossroads stays are highly rated by guests—averaging 4.8 out of 5!