
Family-friendly holiday rentals in Ashburn
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashburn
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy room
The space is a complete private with own entrance to the Cozy room and no any shared with another. It is first floor of the brand new townhouse. The commodious parking space in front of the door without permit. The building where is in the shopping center and nearby grocery store, restaurants, movie theaters and Dulles airport. An Excellent and the beautiful community where is. It’s very. convenient, quiet and peaceful location for stay. Since 2019 started Airbnb, most of my guests(99% are very satisfied and enjoyed their staying. This is my goal to do Airbnb and l am happy to be super host. Appreciate all my guests! You are welcomed anytime to have this Cozy Room. 👏👏👏

Romantic Secluded Treehouse Stay in the Sky
Your cell# must match acct! Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a tree

Oatlands Creek cabin
Welcome to Oatlands Creek, the ideal getaway for relaxing and exploring Old Town Leesburg, Aldie, and Middleburg. Set on 22 private acres, driving up you’ll be greeted by horses in the neighborhood. This beautifully renovated cabin blends rustic charm with modern comforts, featuring 4 spacious bedrooms, an open dining and living space, theater room, game room, and hot tub. Whether you’re here for wine country, family visits, bachelorette parties, or work, this cabin is the perfect spot for you.

Lodge on the Lake
A quiet 17 acre, ONE room cabin set on a private small lake, fishing, swimming, and kayaking. Equipped with a full kitchen, a grill, 4 OUT DOOR showers, no showers in cabin. Sleeps 4, 1 QUEEN SIZE BED AND 1 PULL OUT HIDE-ABED. There is a $25/PP per day for extra guests , with prior approval by host. Pet friendly. Cameras are on site. 1 at the parking lot, 1 on the side deck, back deck, covered porch, up stairs open covered card/chest room, 2 on the main dock & water, 1 outside stone patio

The Villa on Lakeside
The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Ashburn Manor: 1920’s Farmhouse
Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

The Cottage at Forest Hills Farm
Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

4 bds-3bths- 12 minutes to Dulles Airport
Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

Downtown 1 BR Condo Steps to Everything
Large private hideaway, tucked one block from the bustle of King Street. This renovated 2nd floor condo with vaulted ceilings is accessed by a separate secure entrance. Full kitchen includes a 2 top table, toaster, pots & pans, dinnerware, basic cooks tools & coffee maker. Queen size bed with luxury linens & private balcony. 1 full bath. W/D in unit. High Speed Internet. 1 Reserved off street parking space.

King Bed 3 Bedroom New House
New modern farmhouse in a private, wooded, but centrally located area where the entire family or several couples can escape for an enjoyable weekend near the acclaimed Virginia Wine Country. Paved parking and super fast WiFi. Minutes from some of the best local Vineyards, Wineries and Breweries. Twenty minutes from downtown Leesburg, historic Middleburg, all less than an hour from Washington DC.

Private 3BDR, Spacious 1LVL Home, Mins to Airport
Step into this fully remodeled 3-bedroom, 2-bathroom single-story home in Sterling, Virginia. With modern amenities, an expansive sunroom, and a cozy outdoor space, this private retreat offers comfort and convenience for families, business travelers, and groups. Located just minutes from Dulles Airport and nearby shopping centers, it’s the perfect base for your Northern Virginia getaway.
Popular amenities for Ashburn family-friendly rentals
Family-friendly home rentals with a hot tub

The Mulberry Manor House

The Nest

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

the Lodge- Stunning View- Hot Tub- Dog Friendly

*Cottage @ Firefly Cellars* VA Wine Country escape

Romantic & Fun w/Amazing Overlook & Hot Tub

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

Fall foliage, Alpaca Views + Hot Tub Getaway
Family- and pet-friendly home rentals

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Whole House -Seven Elms Farm B&B

Historic home in the heart of downtown Leesburg!

The Hunt Box @ Tally Yo Farm

Hilltop @ Shiloh

Waterfront Cottage at Goose Creek

Dulles-Smithsonian Air and Space House

Charming Cottage On Horse Farm Middleburg Area
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

Cozy Secluded A-Frame Cabin Retreat

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Annapolis Garden Suite

The Cottage at Nestled Inn

Historic Peace and Plenty Farm: Pool House

A Great Getaway — Foxglove Retreat
When is the best time to visit Ashburn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 204 | € 200 | € 221 | € 216 | € 243 | € 243 | € 230 | € 220 | € 211 | € 221 | € 230 | € 221 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Ashburn

Total holiday rentals
Explore 30 holiday rentals in Ashburn

Nightly prices starting at
Ashburn holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Ashburn holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashburn rentals

4.8 Average rating
Ashburn stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Loudoun County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
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