Holiday rentals in South Riding

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.

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.

Charming Cottage on Horse Farm

Our distinctive newly renovated 2 bedroom, 2 story, barn apartment with a fully equipped kitchen and elevated deck offers tranquil views of horse fields, a small pond home to wild geese and ducks, and picturesque scenery of the Bull Run Mountains. The deck off the master bedroom offers tranquil views of the horse farm. Additionally, this rental includes a private yard with a charcoal grill and picnic table to relax and cook dinner. Please note this rental does not allow pets, no exceptions.

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.

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.

Charming Cottage On Horse Farm Middleburg Area

The cottage is set on a beautiful private farm in the center of historic Aldie, Va. and 5 minutes to historic Middleburg. The cottage is surrounded by 11.11 privately fenced acres and is in a very cute setting with a shower and bathroom downstairs along with a kitchen and bedroom upstairs with one queen bed. The apartment accommodates 2 easily with table and chairs inside and on the porch for your comfort. Great opportunity to experience and relax on a small farm in hunt country.

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!

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.

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.

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.

The Studio

🐞1 mile from the center of Middleburg, this gem allows you to enjoy the beauty of a gorgeous Middleburg Farm when you stay in this unique tractor barn turned high end luxury studio apartment! This is for the customer who wants to experience country living but does not want to give up any luxury 🎶 We host travelers and dreamers, not DJs and dance floors—no weddings or events, please. 🚭 Smoking is strictly prohibited anywhere on the property.

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.