
Family-friendly holiday rentals in Baileys Crossroads
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Baileys Crossroads

Total holiday rentals
Explore 40 holiday rentals in Baileys Crossroads

Nightly prices starting at
Baileys Crossroads holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Baileys Crossroads holiday rentals include wifi 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!
Top-rated family-friendly rentals in Baileys Crossroads
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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.

Cozy Private Suite | Minutes to DC
This newly renovated private suite is set up perfectly to be your home away from home. With a brand-new custom shower, new laundry center, comfy furnishings, and a slick work area, this space is great for traveling nurses or doctors, visiting family in the area, or interns here for new opportunities in our nation's capital. NOTE: While this space can accommodate up to 6 guests with use of a queen air mattress, the recommended maximum number of guests is 4. Each guest over 4 is $25 per night.

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!

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!

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.

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!

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!

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.

A private suite & parking
You get everything you see in the pictures, a private suite ready to welcome a last-minute reservation. If you need to check in early or check out late, the host will try to accommodate you when possible. A $70 extra fee applies for a guest who wants to use the second bedroom. It is currently used to keep bedding and linen. It remains locked. The host will always knock or text before entering the living room on the first floor.

Nature setting min. to DC, cozy & private w/ pkg
My Guest House is attached to a single family home in the West End of Alexandria & offers 2 spacious bedrooms, 1 full bath & full kitchen. The closest Metro stations are Van Dorn & Pentagon City (not walkable), less than 5 minutes to 395. Many great ethnic restaurants in the immediate area. Only ~15 min to DCA, monuments/museums (7.8 miles to the Washington Monument), SW Waterfront, Old Town Alexandria, Capitol Hill (20 min).
Popular amenities for Baileys Crossroads family-friendly rentals
Family-friendly home rentals with a hot tub

Kone Oasis- hot tub, pool, theater/game rm.

Cozy Retreat: Immaculate Clean, private place

DC Escape- Cozy and Stylish Stay + Private Hot Tub

Eclectic Retreat w/ *HOT TUB* | 10 Mins to DC!

Beautiful 2BR/1BA Renovated Condo near DC

Fall foliage, Alpaca Views + Hot Tub Getaway

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

TheAzalea: Cozy, private basement suite w/ jacuzzi
Family- and pet-friendly home rentals

SUPER HOST! - Cozy Family Cottage

Bring your Pet! Arlington Cozy & Clean Home!

Studio Apt, private w/Kitchenette-10 min to Metro

Pet friendly! 2BR 1BA newly renovated basement

Entire, private, cozy carriage house with parking

The Guest Suite

Modern 2,000 sq ft: Entire Lower level

Large yard - Quiet area - 15 min to DC
Family-friendly home rentals with a pool

#3 Foggy Bottom/Georgetown Apartment

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport

Charming 3BR Rowhouse in Shaw/Bloomingdale

Lovely 1-Bedroom Condo with Pool and City View

N. Virginia convenience to DC and Old town Vienna

Cozy 1BR1BA Suite with Private Entry Near GMU & DC

Mimi's Condo, Falls Church, Virginia

Luxury Condo • In the heart of National Harbor
When is the best time to visit Baileys Crossroads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $310 SGD | $315 SGD | $375 SGD | $342 SGD | $347 SGD | $311 SGD | $328 SGD | $314 SGD | $314 SGD | $319 SGD | $320 SGD | $320 SGD |
| Avg. temp | 3°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 10°C | 5°C |
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- Family-friendly rentals Fairfax County
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- Family-friendly rentals United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- The White House
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Capital One Arena
- Oriole Park at Camden Yards
- Stone Tower Winery
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Sandy Point State Park
- Washington Monument
- National Harbor
- Patterson Park
- Johns Hopkins University
- The Anthem
- Smithsonian American Art Museum
- CFG Bank Arena





