Family-friendly holiday rentals in Bailey""""s Crossroads

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bailey""""s Crossroads

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

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Top guest favourite
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.
Home in Alexandria
4.97 out of 5 average rating, 173 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.

Top 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 Falls Church
4.98 out of 5 average rating, 163 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.

Top guest favourite
The kitchen area is equipped with white cabinets and a yellow kettle on the stove. A dining table with light wood chairs is positioned nearby. The space features exposed wood beams and a spiral staircase leading to the upper level, creating a warm and inviting ambiance.
Guest suite in Alexandria
4.97 out of 5 average rating, 429 reviews

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 bedrooms, 1 full bath & kitchen. The bedrooms are spacious, one features a loft & balcony. The closest Metro stations are Van Dorn & Pentagon City (not walkable), you can easily access I-395 in less than 5 minutes. 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).

Top guest favourite
A living area includes a black leather sofa paired with a wooden coffee table on a decorative area rug. Nearby, a small dining area features tall bar stools alongside a countertop. Framed images adorn the walls, adding visual interest.
Home in Penrose
4.96 out of 5 average rating, 479 reviews

Insights AirBNB

Beautiful apartment in basement of house. Private entrance with keypad (no check-in). Large bedroom w/king size bed & separate den w/futon (playpen available). Full kitchen & living room. Full size washer/dryer. Off street (driveway) parking. No smoking. Convenient location in safe, friendly Arlington. Easy transit options to DC. Walk to several bus stops, 1-2 miles to 3 Metro stops, 10 minute drive to downtown. Unfortunately we cannot accommodate service animals due to household allergies.

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, 106 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, 208 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.

Guest favourite
The spacious studio showcases a bright interior with neutral-colored walls. A queen bed with white linens is positioned toward the front, while a comfortable couch and a workspace with a desk and chair are visible in the living area. The kitchenette and TV are located in the background.
Home in Kingstowne
4.88 out of 5 average rating, 119 reviews

Bright, spacious studio.

Welcome to this spacious, bright, studio at a lower level in a split house. Our step-free private entrance is accessible with brick paving from the driveway. Brightly painted walls create a calm atmosphere and a sense of peacefulness. The Kitchenette will give you the essentials to warm up your food using the microwave and to have a quick bite. The place is located in a beautiful neighborhood of Kingstown, VA, minutes from the train station with convenient access to Washington, DC.

Top guest favourite
The living area features a private keyed entrance, a couch that can be converted into an extra bed, and a desk. A large area rug with a fluid design adds a decorative touch to the tiled floor. Natural light is provided through the entrance door.
Flat in Lyon Park
4.84 out of 5 average rating, 172 reviews

Quiet Spacious Apartment Near Clarendon Metro

This welcoming space is the perfect getaway. Clean, private, and spacious with a king bed at one end of the room and a living room with a fold-out twin-sized sofa and desk at the other end. The apartment has a kitchenette (fridge, microwave, and coffee maker), and bathroom. Offstreet (driveway) parking for one car mere steps from your private keyed entrance. A 10 minute (0.5 mile) walk to Clarendon Station on the Orange/Silver Metro line for easy access to Washington, DC.

Superhost
A two-story condo building is set against a twilight sky, with blooming trees framing the entrance. Pathways lined with greenery lead to the front, showcasing a well-maintained exterior and inviting balcony spaces on the upper floor.
Apartment in Annandale
4.82 out of 5 average rating, 152 reviews

Remodeled 1BR/1BA Condo: close to DC with pool!

Spacious and completely remodeled condo at Fairfax Heritage. Newly painted and featuring brand new carpet and vinyl flooring throughout the unit. All-new kitchen including stainless steel appliances, cabinets, quartz countertops, sink, lighting and plumbing fixtures. Remodeled bath. Generously-sized bedroom with double closet. Large private balcony overlooking treed courtyard. Common laundry on lower level, private storage unit. Grilling available in picnic area.

Top guest favourite
A spacious sleeping area features a queen-sized bed with a light-colored quilt. A striking green accent wall enhances the room's aesthetic. Two bedside tables are positioned beside the bed, while a mustard-colored armchair adds a pop of color. Soft lighting is provided by hanging pendant lights.
Guest suite in Alexandria
4.96 out of 5 average rating, 274 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!

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
4.92 out of 5 average rating, 118 reviews

A private suite & parking

A private suite ready to welcome a last-minute reservation, and the lock combination number is sent to you automatically. 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 not used and remains locked. The host will always knock or text before entering the living room on the first floor

Top guest favourite
A cozy bedroom features a spacious bed adorned with soft blankets in shades of orange and blue. Artistic paintings decorate the walls, while a window with patterned curtains allows natural light to brighten the space. Two bedside lamps provide additional illumination.
Guest suite in Claremont
4.96 out of 5 average rating, 558 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.

Popular amenities for Bailey""""s Crossroads family-friendly rentals

When is the best time to visit Bailey""""s Crossroads?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$290 SGD$235 SGD$270 SGD$347 SGD$352 SGD$316 SGD$278 SGD$282 SGD$261 SGD$296 SGD$296 SGD$279 SGD
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Quick stats about holiday rentals that are family-friendly in Bailey""""s Crossroads

  • Total holiday rentals

    Explore 40 holiday rentals in Bailey""""s Crossroads

  • Nightly prices starting at

    Bailey""""s Crossroads holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Bailey""""s Crossroads holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bailey""""s Crossroads rentals

  • 4.8 Average rating

    Bailey""""s Crossroads stays are highly rated by guests – averaging 4.8 out of 5!