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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Top guest favourite
A quaint white cottage, characteristic of the 1900s, is framed by a manicured lawn and colorful garden beds. A stone pathway leads to the front door, while a white picket fence surrounds the property, providing a charming ambiance.
Farm stay in Middleburg
4.96 out of 5 average rating, 124 reviews

The Blacksmith Cottage

Just 1 Mile from Historic Middleburg, VA! 🐄✨ Step back in time at our cozy 1900s blacksmith’s cottage—fully renovated with modern comforts but still full of old-world charm! This one-room hideaway is perfect for relaxing, unwinding, and soaking in the countryside. Roam our 66-acre farm and say hello to our mini-Highland cows, rare Kerry Hill sheep, and the cutest mini donkeys you’ll ever meet. 🐑💛🐴 Please note: We’re strictly an Airbnb—no weddings, big parties, or events. No smoking allowed.

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
Guest suite in Centreville
4.98 out of 5 average rating, 91 reviews

PRIVATE BASEMENT BEAUTY /HOME AWAY FROM HOME

Full basement of about 1000 square ft of space with private entrance. 1 bedroom with queen sized bed and closet, private bathroom with shower. Full sized sleeper futon can be made up and available for additional guests. Private living room area with large flat screen TV/cable and access to high speed internet. Pool table and chess table for your use. Kitchenette with sink, microwave, toaster oven, full sized refrigerator and Keurig coffee maker with K-pods, hot chocolate, and creamer in fridge.

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
Flat in Gainesville
4.93 out of 5 average rating, 127 reviews

Cozy 2 bedroom, 2 bath apartment/Basement

This walkout Basement/Apartment in Gainesville, VA. Easy excess to Route 66 and 29. It has 2 bedrooms 2 full bathroom . The master bedroom has an attached bathroom. The kitchenette comes with a microwave, k cup coffee maker, Hot water kettle,toaster,Refrigerator, Washer and Dryer. The living room has a smart TV, The accommodation has its own private entrance from the back of the house. Our family lives upstairs. Jiffy Lube: 2mi IAD: 25 mi D.C: 37 mi Free street parking available.

Top guest favourite
Farm stay in Aldie
4.98 out of 5 average rating, 125 reviews

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.

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.

Popular amenities for South Riding holiday rentals

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