
Family-friendly holiday 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.

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.

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 and NO pets and parties allowed.

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!

Beautiful New Apartment Surrounded by Nature
Beautiful, private detached studio apartment surrounded by a 3.5 acre park. Spacious light filled home away from home with a queen and single bed and available air mattress. Washer dryer in unit. Full private bath and kitchen with built in 2 burner induction burner, oven, microwave, coffee maker, hot pot, rice cooker and kitchen essentials. Walk to metro or take the bus from the corner. Bars, restaurants, grocery and other shopping and entertainment in walking distance or quick metro to DC.

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.

Pet Friendly Bright In Law suite w Outdoor HangOut
Pet friendly In law suite in family home. Free street parking & free charger for EVs. Designed for excellent daylight and privacy. Freshly painted and updated space. Great multi use unit-relax or work! If you bring your dog there’s an excellent dog park close by and a variety of trails. Enjoy your morning coffee or hang out at night in our gorgeous backyard. We have a jacuzzi and seasonal outdoor shower! A A whole house water filter provides terrific water quality for showers & drinking.

Private Luxury Retreat Close to everything!
Our new guest house features private garage and private entrance, upscale kitchenette, full bath, his and hers luxury bath robes, king size bed with luxury linens, living room with pull out queen bed, washer, dryer, deck, grill, fire pit. 30 miles to Washington DC, Close to Shopping and Restaurants (Clifton, Old Town Manassas, Occoquan, Potomac Mills), Manassas Battlefield, Close to several Wineries, 30 miles to Gold. Close to everything yet you feel like you are away from it all!

Cozy, Modern, One-bedroom Apt, 10 miles to DC!
Enjoy a modern, sleek, fully furnished, centrally-located 750 sq/ft apt with your own private entrance. This one-bedroom has a full-sized stackable washer/dryer, full sized refrigerator, stove, dishwasher and pull-out sofa. Completely remodeled and designed to meet the needs of today's living. Only a five minute walk to city park with endless wooded nature trails along a running stream. In Falls Church off Annandale Rd, inside the beltway and only 15-20 minutes from Washington, DC

Eye-popping private studio guest suite w/ patio.
Art filled studio guest suite on quiet wooded lot. Minutes from DC yet feels amazingly private. Enter through charming tiled gate into private patio. Great sleep experience with hypo-allergic organic bedding. Perfect for romantic getaway or base for tourism. Bookshelves stacked with guidebooks and games. Off street parking. South Arlington known for diversity, ethnic restaurants and Amazon HQ2. Close to bus/metro and we comply with AirBnB's COVID-19 cleaning protocol.

Amazingly Simple 2 Bedroom/1 Bathroom BASEMENT
This is for the basement only, low ceiling (6ft 6in). Quiet neighborhood and free street parking only. The basement has 2 bedrooms, 1 full bathroom, living room, and wet bar area. I live upstairs with my dog. The basement has self check in entrance with keypad. I just renovated the basement so please keep in mind there might be some marks on the wall. My home is 10 minutes from Clarendon and 8 minutes from DC. You might be able to check in early, please message me first.

Luxury Spacious & Bright 4 Bedroom Suite
Experience modern luxury in this spacious 4-bedroom, 2-full bath AirBnb retreat, bathed in plenty of natural sunlight for a warm and inviting ambiance. Recently fully updated with Kitchen and Washer/Dryer, this property seamlessly blends contemporary design with comfort, offering a stylish stay close to restaurants and the historic charm of both Washington DC and Alexandria Old Town. Embrace the perfect combination of convenience and cozy comfort for a relaxing stay.

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.
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

Sauna, hot tub, great outdoor space!

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

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Beautiful 2BR/1BA Renovated Condo near DC

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

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

Luxury in the ❤︎ of everything + Public Transport!

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

Charming Alexandria townhouse

Enchanted! 1BR Apt near DCA in quiet neighborhood

3 Bedroom Near Old Town - Sleeps 6! Pet Friendly

The Guest Suite

Huge 1+Bedroom Convenient/Safe Location w/Parking!

Quiet Luxury Home - Modern - King - 20 Min from DC
Family-friendly home rentals with a pool

LuxOasis | 2BD 2BA | Family | DC | Pool&Gym

#3 Foggy Bottom/Georgetown Apartment

Gorgeous 2BR APT in Alexandria

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

5 BEDR, Inground Pool+Billiard Table, Close To D.C

N. Virginia convenience to DC and Old town Vienna

Mimi's Condo, Falls Church, Virginia

T&T’s Comfy Artists’ Retreat BnB
When is the best time to visit Baileys Crossroads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $231 SGD | $265 SGD | $340 SGD | $346 SGD | $310 SGD | $326 SGD | $312 SGD | $312 SGD | $318 SGD | $319 SGD | $319 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 |
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 1,440 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!
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- Family-friendly rentals Fairfax County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Stone Tower Winery
- Howard University
- Arlington National Cemetery
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Great Falls Park
- Smithsonian American Art Museum
- The Pentagon




