
Vacation rentals with a pool in Ashburn
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ashburn
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

A Great Getaway — Foxglove Retreat
Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes
When you stay here you will experience the comfort of your home and close to various amenities. You can explore nature trails and lakes for a serene retreat. Home is located near Wiehle Reston Metro, providing easy access to D.C and Airports. You will enjoy a fully equipped kitchen with pots, pans, silverware, fridge, microwave, and washer & dryer. Your family will enjoy Gigabit high-speed WIFI for streaming on electronic devices and work quietly from private home office. * Book your stay now! *

*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Rustic Blue Ridge Cabins
Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

N. Virginia convenience to DC and Old town Vienna
This is a finished lower level of a townhouse in a quiet Oakton, Virginia suburb of Washington DC. The private entrance side is above ground. The large French doors allow lots of light in. We are located half way between Regan National and Dulles airports with public transportation to both. The bus stop is 50 yards from the door and the bus trip is less than 2 miles to the Vienna/George Mason University Orange line metro station. You will have key to the private entrance and laundry room.

Cottage on Horse Farm: Wineries/Breweries, Horses!
**Pool open May 1- Sept 29 ** PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

Poolside Paradise in Monrovia, Maryland.
Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Woodland Retreat
Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Peaceful patio condo
Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

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.

The Hunt Box @ Tally Yo Farm
This is a residence above a 5-stall horse barn. A two bedroom house with 2 bath, Juliette balcony, great views, vaulted ceilings, fully appointed kitchen, laundry, 6 acre farm. Beautifully decorated in traditional English equestrian decor, with homage to the Northern Virginia hunts located just a stone's throw away. Pool open 5/15-10/15. Extra guests $55/night. Pet fee $35 each. Please advise through Airbnb. Lovely antiques, equestrian art & decor, warm rugs.

#3 Foggy Bottom/Georgetown Apartment
Stay in a luxury apartment in one of DC’s most walkable neighborhoods, between the West End and Georgetown on Pennsylvania Ave. Walk to the National Mall, Smithsonian museums, historic Georgetown, top restaurants, and nightlife. Renovated in 2016, this stylish space offers modern comforts, plus free access to Balance Gym Foggy Bottom & Capitol Hill. Enjoy waterfront views, scenic parks, and DC’s vibrant culture—all just minutes away!
Popular amenities for Ashburn rentals with a pool
House rentals with a pool

Peacefield - Blue Ridge views near Culpeper

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

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

Near Airport (IAD) Spend holidays in DC! WiFi King

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

The McCoy House at the Harpers Ferry KOA
Condo rentals with a pool

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!

National Harbor your D.C. Vacation Springboard.1br

National Harbor, 2 BR Dlx Suite

Wyndham National Harbor- 2 bdrm condo

Lovely 2-bedroom condo with pool and gym

Luxurious Suite King/Queen Beds in North Bethesda

Luxury Living at National Harbor

Met Park 2BR•Playground•Costco•5 min to DC/Metro
Other vacation rentals with a pool

Wine Country Townhouse

NEWLY Built Private Studio basement

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way

One bedroom apartment in Tysons.

NEW One Bedroom McLean Metro

Adorable, secluded 2 Bedroom cottage.

Retreat to horse country!

Free Parking Near DC National Mall, MGM & Airport
Quick stats about vacation rentals with a pool in Ashburn

Total vacation rentals
Explore 20 vacation rentals in Ashburn

Nightly prices starting at
Ashburn vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Ashburn vacation rentals include wifi access

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

4.9 Average rating
Ashburn stays are highly rated by guests—averaging 4.9 out of 5!
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- 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
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Cunningham Falls State Park
- Washington Monument
- Caves Valley Golf Club
- Six Flags America
- Great Falls Park
- The Pentagon
- Smithsonian American Art Museum
- The Links at Gettysburg
- Lincoln Park
- Library of Congress