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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.

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Guest favourite
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, 172 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.

Guest favourite
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 Lake Barcroft
4.98 out of 5 average rating, 179 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 and NO pets and parties allowed.

Guest favourite
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.
Guest house in Alexandria
4.97 out of 5 average rating, 107 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!

Top guest favourite
A cozy bedroom features a spacious bed with decorative pillows and a soft blanket. A wooden table and chair are positioned nearby, along with a TV mounted on the wall. Natural light enters through a window covered by a dark curtain, adding warmth to the room.
Guest house in Falls Church
4.97 out of 5 average rating, 219 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 101 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 favourite
An outdoor space features a hot tub next to a natural wood fence, surrounded by greenery. A cozy seating arrangement includes a blue couch with decorative pillows, accompanied by potted plants, creating a relaxing atmosphere in a private setting.
Guest suite in Claremont
4.96 out of 5 average rating, 587 reviews

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.

Top guest favourite
A serene bedroom features a spacious bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle illumination. A large arched window allows natural light to fill the room, framed by sheer curtains. A plant adds a touch of greenery in the corner.
Guest house in Manassas
4.94 out of 5 average rating, 108 reviews

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!

Guest favourite
A bright living area is furnished with a gray sofa, two yellow-accented chairs, and decorative poufs. A wooden coffee table sits on a patterned rug, surrounded by houseplants. Wall art is displayed, and a floor lamp adds illumination beside a window with natural light.
Home in Falls Church
4.91 out of 5 average rating, 158 reviews

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

Top guest favourite
A charming turquoise door is framed by lush green ivy, positioned beside a stone wall adorned with potted plants. The inviting entrance leads into a warm and cozy space, characterized by natural materials that enhance the serene outdoor environment.
Guest suite in Alcova Heights
4.94 out of 5 average rating, 535 reviews

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.

Guest favourite
A living area features a comfortable sofa and a 55-inch smart TV mounted on a low stand. A small round dining table sits nearby, with four matching chairs arranged around it. Soft lighting enhances the cozy atmosphere, and a doorway leads to the kitchen area.
Home in Arlington
4.9 out of 5 average rating, 470 reviews

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.

Guest favourite
A panoramic view captures the vibrant streets of a historic city, lined with various buildings and neighborhoods. Roads stretch toward the horizon, alongside train tracks and a visible waterfront in the background, suggesting a blend of urban life and natural beauty.
Guest suite in Alexandria
4.84 out of 5 average rating, 111 reviews

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.

Guest favourite
A spacious bedroom is presented with a large bed covered in a patterned quilt. A wooden desk and chair are positioned near a window, allowing natural light to brighten the room. Two windows provide ventilation, and the polished wooden floor adds warmth.
Guest suite in Glencarlyn
4.88 out of 5 average rating, 139 reviews

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

When is the best time to visit Baileys Crossroads?

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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
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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!