Vacation rentals in South Riding

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Top-rated vacation rentals in South Riding

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The living area features soft-toned walls and polished hardwood floors. A beige sofa adorned with yellow cushions complements a circular glass coffee table. Natural light enters through large windows, while a dining area with elegant seating is visible through an archway.
Home in South Riding
4.94 out of 5 average rating, 31 reviews

Location / Comfort!

Bring the whole family to this great place with lots of room for fun. This 4 bedroom 2.5 bath single family home is minutes away from IAD Dulles airport, Washington DC and many attractions. This single family home can sleep up to 7 guests with all the modern conveniences you need. Equipped kitchen, coffee station with coffee maker, dining area with seating and many more to make you feel comfortable. We offer complimentary body wash, shampoo and conditioner. This house is home away from home!

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Top guest favorite
The cabin exterior features a blend of rustic log construction and large windows that invite natural light. Surrounded by lush greenery, the spacious deck extends outdoors, adorned with potted plants and a well-manicured lawn, providing a serene outdoor space.
Cabin in Haymarket
4.94 out of 5 average rating, 288 reviews

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

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Top guest favorite
A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.
Apartment in Sterling
4.99 out of 5 average rating, 122 reviews

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

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Top guest favorite
The recently renovated stone cottage features rustic charm with a modern metal roof. Large windows invite natural light, and the outdoor patio area is equipped with seating and an umbrella for shade, surrounded by greenery and trees.
Guesthouse in Middleburg
5.0 out of 5 average rating, 135 reviews

18th Century Middleburg Cottage

This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

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Top guest favorite
The living room features a variety of comfortable seating options, including a plush sectional sofa, armchairs, and decorative pillows. Light enters through large windows adorned with sheer curtains, enhancing the spacious feel. A coffee table and artwork add character to the welcoming atmosphere.
Home in Chantilly
5.0 out of 5 average rating, 27 reviews

Near Airport (IAD) DC Sightseeing! WiFi King

Welcome to your charming city escape located in the heart of Chantilly, VA. This peaceful and spacious 3-bedroom, 2-bathroom manufactured home is designed to provide you with modern comfort and convenience, making your stay truly exceptional. You'll feel like you’ve traveled back in time with families walking dogs and children riding bikes in this quaint and diverse neighborhood. There’s a private, 30-foot porch that overlooks the park. Eight minutes from Dulles Airport. Lots of space!

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Guest favorite
A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.
Condo in Sterling
4.93 out of 5 average rating, 182 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

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Top guest favorite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.92 out of 5 average rating, 405 reviews

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.

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Guest favorite
A serene neighborhood scene captures several residential homes across a well-maintained park area. Soft light glows from warmly lit windows. In the foreground, a grassy green lawn features wooden picnic tables and a basketball court, while a rain-wet street reflects the calming atmosphere.
Guest suite in Aldie
5.0 out of 5 average rating, 34 reviews

Red Cherry Oasis

Welcome to Red Cherry Oasis. We’re beyond excited to have you! Our home is very special to us. We truly cherish the time and effort that has gone into making this a place where we can come, relax and enjoy. There has truly been a lot of memories created here. Nothing makes us happier than the thought of sharing this amazing space with others like yourself. A traveler searching for cozy conveniences, who just wants to kick back and enjoy a home away from home W∙E∙L∙C∙O∙M∙E!

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Guest favorite
Home in Chantilly
4.82 out of 5 average rating, 44 reviews

Ellipse @ Westfields

Kick back and relax in this calm, stylish space. This 2 Level unit is a new Matisse Model home! Attached 1 Car Garage w/EV Charging Outlet! Enter the light and airy great room, open to the kitchen over a breakfast bar. Upstairs, two large bedrooms open to a hall with a full bath. Your luxurious owner's suite features its own bath with a double bowl vanity. Beautiful LVP Floors all thru Main Level! Minutes to major routes and IAD! Excellence in style, function & location.

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Top guest favorite
The exterior of the cottage is shown, featuring a light-colored wooden structure with a metal roof. Lush greenery surrounds the building, with carefully landscaped flower beds and a stone pathway leading to the entrance. Natural light enhances the inviting atmosphere of the setting.
Farm stay in Purcellville
4.99 out of 5 average rating, 393 reviews

Cozy Cuddle up on 1700’s Clydesdale Farm

The Hunt Box at Sylvanside Farm is a couples favorite! Cozy bedroom with bay window overlooks the stone barn, Clydesdales field and pond. Full kitchen, full bath and small living room. Enjoy a glass of wine on dock, hike the fields and streams, enjoy the animals, roam the our beautiful 25 acres. Escape the city and relax. Our visitors to date have proclaimed it magical and we hope you agree. In accordance with Airbnb’s policies parties are not permitted.

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Top guest favorite
A living area is presented with a large television on a sleek stand, displaying streaming service options. Two framed pictures adorn the wall above, and natural light enters through two nearby windows, enhancing the neutral tones of the room.
Apartment in Reston
4.97 out of 5 average rating, 272 reviews

Great Location w/ Cozy Atmosphere

Our quaint apt is perfectly located minutes from Dulles Airport, Metro, DC, restaurants, shopping centers & entertainment options. A finely decorated apartment providing all the essentials you'll need for your stay. We hope you like what you see! ... Looking to take a trip to Shenandoah National Park but still close to the city, then we got the spot for you. You don't have to sacrifice one for the other and enjoy both environments.

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Top guest favorite
The open living space features high ceilings and large windows that allow natural light to brighten the interior. A wooden kitchen island with storage is centrally positioned. Comfortable seating is arranged around the room, with a dining table and French doors leading to the patio.
Cottage in The Plains
4.95 out of 5 average rating, 109 reviews

Hunt Country Cottage

The Hunt Country Cottage is a cheerful cottage in the stable complex on a farm. Great location for enjoying all the area has to offer...touring, shopping, bike riding, hiking, wine tasting (there are 3 wineries within 5 minutes), horse shows, polo matches. Convenient to Great Meadow Foundation event center, the historic villages of Middleburg, Aldie, Upperville and The Plains and Sky Meadows State Park- a great place to hike.

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Popular amenities for South Riding vacation rentals