Holiday rentals in South Riding

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Top-rated holiday rentals in South Riding

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

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Guest favourite
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!

Guest favourite
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, 280 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

Top guest favourite
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.
Flat in Sterling
4.99 out of 5 average rating, 112 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.

Top guest favourite
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.
Guest house in Middleburg
5 out of 5 average rating, 130 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.

Guest favourite
An open-concept kitchen and dining area features modern appliances and a spacious island countertop. A large dining table is surrounded by sleek chairs. Natural light pours in through multiple windows, highlighting the warm wood floors and neutral color palette.
Home in Middleburg
4.96 out of 5 average rating, 213 reviews

Modern Home on Middleburg Equestrian Farm

Surprise and delight abound around every corner in this newly renovated, open floor-plan 3 bedroom, 2 bath getaway. Furnished by BoConcept and outfitted with the latest appliances, Gibson House is the ideal getaway for couples or small families looking for a weekend escape with all the comforts of home. Visit with the horses in the adjacent paddocks. Come enjoy wineries, shopping, history, steeplechase racing and polo in Middleburg and the nearby towns of Upperville, The Plains, and Marshall.

Superhost
A wooden fence with pointed finials encloses a lush green yard. The gate opens to a garden featuring vibrant plants and shrubs, creating a peaceful outdoor space. Nearby, a small sign indicates a habitat initiative, emphasizing the natural surroundings.
Flat in South Riding
4.91 out of 5 average rating, 43 reviews

Out of Africa

Bedroom and private bath available in beautifully finished basement apartment in quiet neighborhood. Private entrance. Fully furnished; decorated with original African art. The apartment is available long-term for a single, professional guest. We also consider up to 2-wk. stays for 2 guests and 1-wk. for 3 when reservations are made close to stay dates. No animals. We store items in the apartment and consider the kitchen and family room shared space In case we need to access them.

Top guest favourite
A modern kitchen is highlighted by clean lines and neutral colors. An island with seating is centered, surrounded by a spacious layout. Appliances include a refrigerator and stove, while artwork adorns the walls, contributing to the inviting environment. Ample natural light illuminates the area.
Tiny home in Reston
5 out of 5 average rating, 165 reviews

Pristine 1BR, king bed, hot tub, close to IAD

Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Top guest favourite
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 out of 5 average rating, 25 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!

Top guest favourite
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, 398 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.

Guest favourite
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 out of 5 average rating, 32 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!

Guest favourite
Apartment in Centreville
4.91 out of 5 average rating, 137 reviews

Peaceful patio condo

Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front and visitor parking around. 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. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World, 10min drive to King Spa.

Top guest favourite
The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.
Home in Leesburg
5 out of 5 average rating, 202 reviews

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!

Popular amenities for South Riding holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Loudoun County
  5. South Riding