
Pet-friendly holiday rentals in Bailey""""s Crossroads
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Bailey""""s Crossroads
Guests agree: these pet-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.

The Guest Suite
Open floor plan studio with parking & easy access to Old Town Alexandria, Nat’l Harbor, and DC via public transit, or with your own car. Located in a quiet neighborhood, the suite house has its own outdoor deck with a private seating & dining area. Inside is just over 500 sqft and has a large couch, twin and queen size beds, kitchenette, full bath with tub and desk and chair for remote workers. Additional inflatable twin mattress available by request. Well behaved and house trained pets welcome.

Warm and Spacious Houseboat with free parking
Enjoy the sights and sounds of nature when you stay in this unique place. Experience the beautiful sunrises and sunsets while the gentle waves help embrace your soul. Well-appointed temperature controlled houseboat. WARM in winter!! Stay at a marina in the DC area. Will send address after booking . Location can vary, usually near Nationals baseball stadium (zip 20024). Average time to Reagan Airport is 15 mins by Uber. Nice bar/restraunt just steps away and bicycle rental end of dock.

SUPER HOST! - Cozy Family Cottage
Charming and spacious one level 1940's stone cottage in the heart of Northern Virginia. Cozy and warm and only 20 minutes out of our nation's capital. Large fully fenced yard for kids, dogs, and outside entertaining. Outdoor amenities include a huge patio seating area, a fire-pit, and a gas grill. Inside there is a gourmet kitchen, two fireplaces and a beautifully decorated living area. Master bedroom is set-up like a resort with a very comfortable king size bed and luxury master bathroom.

Cute room, basic kitchenette & deck! Pet friendly
Pet friendly! Minimal checkout instructions! With off-street parking & a deck, this little place is a great Del Ray stay! One room (door to entire home locked), large bathroom, basic kitchenette (mini fridge, microwave, disposable supplies, & coffee station), & walk-in closet. An upstairs (lots of stairs), rear entrance offers a private feel. Short walk to stores, YMCA, restaurants, dog parks & more! 12 min drive to DCA & Braddock metro about a mile. Noise may be an issue if you need silence.

Private Guest Suite near Washington DC
Discover the privacy of our guest suite, a cozy extension of a family home near Washington DC, nestled in a peaceful neighborhood. Designed for 1-3 guests, it features a private kitchen and bathroom, ensuring a truly personal space. Pets are welcome, making it perfect for all. Ideal for city explorers seeking a quiet retreat, this suite offers all necessary amenities for a comfortable stay. Experience a unique blend of comfort and privacy in this hidden gem, your secluded home away from home.

Modern 2,000 sq ft: Entire Lower level
Welcome to "Wayne Suite", a smoke-free entire lower level of a single-family home close to the heart of Arlington. Conveniently located right off I-395 around the corner from FT Meyer as well as all of DC, MD & VA area attractions. It boasts pet-friendly accommodations with a park directly across the street. Updated, large quartz countertops, new appliances, rainfall walk-in shower, large capacity washer/dryer, fully stocked washroom, pool table, ping-pong, games & much more!

Luxurious Townhome in Arlington Kid-Friendly
Stunning 3-story townhome in Ballston, ideal for exploring DC's top landmarks like the White House, National Mall, and Smithsonian Museums. This beautifully renovated retreat features queen beds, a private backyard, and modern amenities including a fully equipped kitchen. Perfect for families and pets, the home is steps from local bars, restaurants, parks, and the library. Enjoy easy access to public transportation, making your D.C. adventure both convenient and memorable.

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.

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.

Large yard - Quiet area - 15 min to DC
Enjoy the comfort of a spacious, well-appointed home in a quiet neighborhood just 15 minutes from DC. With cozy living areas, a fully equipped kitchen, dedicated workspaces, and inviting bedrooms, it’s perfect for relaxing after a day out or working remotely. Unwind on the shaded deck with outdoor dining and a grill. Ideal for families, groups, or business travelers alike.

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 pet-friendly home rentals
Pet-friendly house rentals

Charming Home Minutes From D.C

Cozy Pet Friendly house close to Old Town

Private Roof Deck! Heart of Old Town

A Home Away From Home In Alexandria!!

DC Row home w/private apt by Rock Creek Park

Lovely 3-BR Old Town Townhouse

Crystal City, Arlington, 3BR/3.5BA Near Everything

Cute Cape Cod
Pet-friendly home rentals with a pool

NEWLY Built Private Studio basement

DC View•Balcony•Gym•Garage Near DC/Metro/Mall

Charming 3BR Rowhouse in Shaw/Bloomingdale

Charming Retreat with Beautiful Yard & Pool

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

Large WWII era two-bedroom + loft with balcony

Capitol Hill 1BR | WorkSpace Gym | Lounge | Metro

Home Away from Home | Prime Location | 1B1B Apt
Private, pet-friendly home rentals

Lg 2bd/1ba | Chef's Kitch | Peaceful Parklike Yard

Private Studio - Near DC/Free Parking

River and Park Views in the Heart of Old Town

Terraced Townhouse Getaway in Georgetown

Pet friendly! 2BR 1BA newly renovated basement

Modern and Spacious (3 bed, 3 bath, house)

Luxury apartment in the heart of Georgetown

Charming Private Suite - Falls Church
Quick stats about holiday rentals that are pet-friendly in Bailey""""s Crossroads

Total holiday rentals
Explore 20 holiday rentals in Bailey""""s Crossroads

Nightly prices starting at
Bailey""""s Crossroads holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Bailey""""s Crossroads holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bailey""""s Crossroads rentals

4.7 Average rating
Bailey""""s Crossroads stays receive an average rating of 4.7 out of 5 from guests
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- Pet-friendly rentals Fairfax County
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- Pet-friendly rentals United States
- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Caves Valley Golf Club
- Six Flags America
- Great Falls Park
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Gambrill State Park