Luxury Vacation Rentals in Leesburg

Luxury Vacation Rentals in Leesburg

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 1 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Leesburg

The Watson Farm House property photo 1

The Watson Farm House

5 bedrooms•3 baths
3,546 US dollars for 3 nights•
New

~$310 less than other sites

Welcome to Leesburg

Welcome to Leesburg

Plan a refined escape to Virginia’s wine country with Wander’s luxury vacation rentals in Leesburg. Our collection features private homes set on rolling acreage or quiet village streets, pairing scenic outlooks with the privacy and comfort of a true residence. You get the certainty of a five-star stay without the compromises of a typical rental.
Each property is photo-accurate and professionally operated, with pristine cleaning, hotel-grade linens, and 24/7 concierge. Work and play flow easily with ultra fast WiFi, smart-home controls, chef-ready kitchens, and inviting outdoor lounges. Select homes include fitness spaces, pools, and hot tubs for effortless downtime.

Destinations near Leesburg

Falls Church
Norfolk

Featured vacation rentals in Leesburg

The Watson Farm House property photo 1

The Watson Farm House

5 bedrooms•3 baths
3,546 US dollars for 3 nights•
New

~$310 less than other sites

All homes in Leesburg

The Watson Farm House property photo 1

The Watson Farm House

5 bedrooms•3 baths
3,546 US dollars for 3 nights•
New

~$310 less than other sites

View all homes

Highlights in Leesburg

Discover Leesburg's rich colonial history, scenic vineyards, premier shopping, and beautiful historic estates nestled in Virginia's horse country.
Historic Downtown Leesburg
Morven Park
Oatlands Historic House & Gardens
Stone Tower Winery
Ball's Bluff Battlefield Regional Park
Leesburg Corner Premium Outlets
Washington & Old Dominion Railroad Trail

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Leesburg

Garden (1)
Bbq area (1)
Dryer (1)
Washer (1)
Oven (1)
Bathtub (1)
Tv (1)
Kitchen (1)
Wifi (1)
Microwave (1)
Dishwasher (1)
Heating (1)
Toys (1)
Coffee maker (1)
Dedicated workspace (1)
Air conditioning (1)

Other popular amenities & vacation types in Leesburg

Family vacation rentals in Leesburg
Large group vacation rentals in Leesburg
Discover more of Leesburg

Discover more of Leesburg

Leesburg pairs brick-lined heritage with sweeping Loudoun County vistas. Pedal the W&OD Trail, wander shaded riverbanks along the Potomac, or raise a glass at hillside wineries that frame the Blue Ridge foothills. Equestrian culture thrives at Morven Park, while seasonal markets and gatherings keep the town lively year-round.
Access is simple with Dulles International Airport nearby, yet the pace feels wonderfully unhurried once you arrive. Boutique tasting rooms, scenic byways like Snickersville Turnpike, championship golf, and golden-hour drives through horse country set the tone for a restorative getaway. This is why Wander’s luxury vacation rentals in Leesburg are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Leesburg

Why should I book a Wander in Leesburg over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.
Every home in Leesburg delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Leesburg?

Some of our most popular vacation rentals in Leesburg include The Watson Farm House and The Watson Farm House. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Leesburg?

Wander offers 1 vacation rentals in Leesburg, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Leesburg?

You can check-in to Wander vacation rentals in Leesburg after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Leesburg have WiFi access?

Yes. Every Wander home in Leesburg has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.