Holiday rentals in Baileys Crossroads

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Top-rated holiday rentals in Baileys Crossroads

Guests agree: these stays 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, 177 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 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, 197 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.

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, 181 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 favourite
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
4.91 out of 5 average rating, 103 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!

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 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, 103 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.

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, 164 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, 542 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.

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, 455 reviews

Nature setting min. to DC, cozy & private w/ pkg

**Pets allowed starting 5/26/26, please inquire** 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).

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, 473 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
Guest suite in Alexandria
4.95 out of 5 average rating, 293 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
4.88 out of 5 average rating, 144 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 holiday rentals

When is the best time to visit Baileys Crossroads?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Bailey''s Crossroads?

    Bailey''s Crossroads has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Bailey''s Crossroads?

    Experience the best of Bailey''s Crossroads with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Bailey''s Crossroads?

    Four-legged friends are welcome in Bailey''s Crossroads. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Bailey''s Crossroads?

    Yes! Work meets play with ease at over 10 apartment rentals in Bailey''s Crossroads featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Bailey''s Crossroads apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Bailey''s Crossroads, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Bailey''s Crossroads?

    Make yourself at home in Bailey''s Crossroads by choosing from our most frequently booked neighborhoods. We have over 1,100 vacation rentals in Bailey''s Crossroads, over 1,100 vacation rentals in Columbia Forest, and over 1,100 vacation rentals in Arlington Mill.

  • Do house rentals in Bailey''s Crossroads have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Bailey''s Crossroads. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Bailey''s Crossroads have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Bailey''s Crossroads. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bailey''s Crossroads have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Bailey''s Crossroads. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Bailey''s Crossroads have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Bailey''s Crossroads. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Baileys Crossroads

  • Total holiday rentals

    Explore 100 holiday rentals in Baileys Crossroads

  • Nightly prices starting at

    Baileys Crossroads holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 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!