House holiday rentals in Leesburg

Find and book unique houses on Airbnb

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Popular amenities for Leesburg house rentals

House rentals with a pool

Top Guest favourite
Home in Sabillasville
4.93 out of 5 average rating, 120 reviews

Stoney Spring Overlook

TracyRating, 5 stars4 days ago
This BnB is in contention for my FAVORITE stay of all time. Family of 6 adults and 1 child had more than enough space, and Jeanne really made our stay effortless. We felt right at home and we didn't have to make that last minute trip to the store you sometimes have to make bc the host skimped on providing toilet paper or dish soap, because she honestly thought of EVERYTHING ❤️ My granddaughter loved the pool and dips in the hot tub after swimsmade the adults happy. The location and view are to die for, and the two pups were ecstatic playing in the large fenced area. We spent a lot of time outside, plenty of furniture, fire pit, just eating dinner on the deck. (Missing NOTHING in the kitchen either!) Our last night we spent sitting and talking on the deck trying to identify the multitude of frog voices from the pond, before we parted ways to our various home states. I am most grateful for memories made and we are definitely considering a repeat! ❤️Thank you!
Guest favourite
Home in Boston
4.96 out of 5 average rating, 144 reviews

Peacefield - Blue Ridge views near Culpeper

CurtRating, 5 stars6 days ago
The Airbnb advertisement for the house does not adequately convey how nice this place actually is! Most of the items in the house: furniture, appliances, cookware, grill, bedding, towels, etc. are of high quality and excellent condition. The interior of the house is open, spacious and beautiful. It has high ceilings in most rooms, and a vaulted ceiling over the kitchen, dining room, family room, living room, and foyer. Barbara and Mike gave our girls a tour of the sheep farm and let them meet their dog. They were also responsive quick to take action whenever we had issues (like tripping a circuit breaker and running out of propane). For an additional charge of $75, they warmed up the pool for me twice because I am not a fan of water temps in the low 80s. The location is beautiful and secluded, but you can get to Shenandoah hiking trails in 20-30 minutes or Walmart/Safeway in 15 minutes. We loved our time here and would definitely stay at Peacefield again.
Guest favourite
Home in Harpers Ferry
4.88 out of 5 average rating, 206 reviews

The Historic Booth House at the Harpers Ferry KOA

MargaretRating, 5 stars3 days ago
The pictures do not do it justice! We booked this stay for 7 adults to spend a birthday weekend together. The four main bedrooms on the first floor were spacious and comfortable, the kitchen had plenty of counter space (and was very well stocked with anything you could need) We appreciated the charm of the historic dining room and living area and felt like this property balanced the historic/rustic charm with the modern essentials like AC, good internet, modern appliances, a well maintained hot tub, etc very well. Hikers, you can get right onto the lower town trail from this airbnb. Don’t bother driving and paying the parking fee if you’re willing to tack on two relatively flat miles on the front and back end of your hike. Highly recommend checking out Harper’s ferry brewing! Beware: not to state the obvious but there are very limited Ubers in town so plan accordingly!
Top Guest favourite
Home in Gettysburg
5 out of 5 average rating, 255 reviews

Civil War Farm House w/Heated (seasonal) Pool

JamesRating, 5 starstoday
We really enjoyed the stay at your farm house while we attended the Civil War Institute at Gettysburg College. The place was clean and comfortable. The hosts were always quick in replying. I would definitely stay there again. Thanks again for everything!
Guest favourite
Home in Harpers Ferry
4.97 out of 5 average rating, 195 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

WendyRating, 5 stars3 weeks ago
Everyone enjoyed our stay here ! S’mores by the firepit, family games around the huge kitchen table and mornings rocking on the front porch rockers . We wished we could stay longer !!!
Superhost
Home in Strasburg
4.76 out of 5 average rating, 270 reviews

Cedar Creek Wayside Castle

TraceyRating, 5 stars3 weeks ago
I needed a place that my family, from out of state, could stay while attending a graduation. The house was perfect! I told Bob what I wanted to do and he was encouraging and helpful. He made sure we had propane for grilling and answered all my questions. He was very prompt when I reached out to him. We had an amazing time. I would stay there again.
Top Guest favourite
Home in Luray
4.98 out of 5 average rating, 102 reviews

Walnut Lane

LynneRating, 5 stars1 month ago
My husband, brother, and two of our friends spent the weekend at Brad’s house and we had a lovely time. It was extremely conducive to relaxing. We cooked our meals there. The kitchen was very clean and we had found everything we needed for our meals. We were able to use lies the front porch. The pool was closed, but it looked very nice. Brad is an amazing host. He will answer your questions quickly. I would highly recommend staying at Brad’s place to anyone.
Guest favourite
Home in Leesburg
4.97 out of 5 average rating, 121 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

MelissaRating, 5 stars4 weeks ago
We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.

Weekly house rentals

Superhost
Home in Leesburg
4.84 out of 5 average rating, 82 reviews

NEW! Private Home w/HotTub

RebeccaRating, 5 stars1 week ago
Great stay less than a mile outside of Leesburg. Super easy walk into town for dinner and easy to get out to the wineries. Beautiful, cute home with super comfy beds.
Top Guest favourite
Home in Round Hill Village
4.98 out of 5 average rating, 54 reviews

Historic Farmhouse, Fully Renovated in Fall 2023

MaryRating, 5 stars3 weeks ago
We loved our stay! The house is even more beautiful than the photos, and the property is beautiful. Our kids loved playing in the creek and hiking at Bear’s Den, and we loved the local breweries. We would definitely stay again!
Top Guest favourite
Home in Leesburg
4.97 out of 5 average rating, 62 reviews

Retreat in Downtown Leesburg

MeganRating, 5 stars1 week ago
This is one of the best Airbnbs I’ve stayed in! It is in the perfect location - very walkable to shopping, bars, restaurants, and a walking/biking trail. Everything was very clean and it is so well decorated. We felt right at home there. I can confidently say I would book this house again.
Top Guest favourite
Home in Leesburg
4.99 out of 5 average rating, 92 reviews

Historic home in the heart of downtown Leesburg!

StaceyRating, 5 stars4 days ago
What a wonderfully perfect, charming home right in the heart of downtown Leesburg! We were in town for our niece's graduation and needed a place to stay along with my parents. Having a love for historic homes, we knew this would be the perfect place for us...and we were right! Fantastic location, an incredibly clean and bright space with endless character, well appointed, cozy and beautifully decorated--staying in this home will be a highlight of your trip. Annie is responsive and friendly and has created an incredible space. We would not hesitate to book this lovely house again anytime we are in town.
Superhost
Home in Harpers Ferry
5 out of 5 average rating, 3 reviews

Gorgeous cabin on Blue Ridge

JamieRating, 5 stars3 days ago
We had a wonderful weekend in this sweet cabin! From before check in, until check out Flora made the whole experience easy and comfortable. There are so many thoughtful details throughout this property. Super clean and beautiful inside, but we spent most of our time enjoying the incredible deck. Our favorite part was that we could still sit outside in comfy seats and watch a thunderstorm while covered! Close to lots, but far from it all. We can’t wait to come back!
Top Guest favourite
Home in Purcellville
4.95 out of 5 average rating, 19 reviews

The Cabin at Blue Valley Farm

DanielleRating, 5 stars1 month ago
Wonderful stay, family of 4. Clean, beautiful views, plenty to do. Meghan and Scott are wonderful hosts. My kids cannot wait to come back!!!!!
Guest favourite
Home in Leesburg
4.98 out of 5 average rating, 56 reviews

The Cottage at Oakland Green Farm

KimberlyRating, 5 stars1 month ago
Our countryside escape was just what we needed. The home was peaceful and full of charm — exactly as described. Waking up to the quiet sounds of nature and sipping coffee with scenic views made each day feel like a retreat. The host was thoughtful and responsive, making check-in and communication seamless. We left feeling refreshed and grateful for such a warm and relaxing stay. Highly recommend to anyone looking for a serene getaway! Thank you Sara!
Top Guest favourite
Home in Sterling
4.96 out of 5 average rating, 83 reviews

The Villa on Lakeside

MaliaRating, 5 stars1 day ago
I’m going to sound like an ad here but I can’t help it; this AirBNB is *that* good. The location is great - very close to IAD and main highways, but you wouldn’t know it because the place feels so secluded and picturesque nestled in a neighborhood full of charming homes and big yards and lush trees. Very thorough instructions from the host beforehand with easy keyless entry. The first thing we noticed about the house when we walked in was its charming craftsman finishes, attractive and spacious layout and BEAUTIFUL kitchen (complete with high-end appliances). Out the living-room windows a big pretty fenced lawn, out the kitchen windows a nest of baby birds in a darling birdhouse! We got in late at night and woke the next morning feeling very well-rested. Such comfy mattresses, pillows and soft down quilts! We came to visit family in Sterling but they ended up visiting us at our Airbnb more often than not because it was such a great place to be. Thank you for a fantastic stay!

Private house rentals

Guest favourite
Home in Ashburn
4.83 out of 5 average rating, 96 reviews

Elegant Guest Suite in Ashburn, VA

CharlesRating, 5 stars1 month ago
Tahsin & Konrad have a very nice apartment in their house. It was clean and quiet. The bed and other furniture were comfortable. There was plenty of hot water and the internet speed was good. The appliances all worked. They were very fast to respond to any queries. The house is close to the train station, which makes it easy to get into DC for sightseeing. The garden is fabulous, and the dogs are friendly. I recommend staying here if you are visiting the area.
Guest favourite
Home in Purcellville
5 out of 5 average rating, 30 reviews

Historic 1793 Stone House

KaseyRating, 5 stars5 months ago
Very cool old house in a peaceful area. House was well equipped with anything you would need as well as well stocked for the pellet fire. Brenda was extremely helpful and responsive to any questions.
Guest favourite
Home in Bluemont
4.93 out of 5 average rating, 44 reviews

It's Own Destination/Farm Cottage with Mtn. Views

DebbieRating, 5 stars2 weeks ago
The home was extremely comfortable & peaceful since it is out in the country. The house offers spacious common areas for interacting & dining. Beds & linens were quality & comfortable. Kitchen was well equipped which was helpful since restaurants were in town.
Superhost
Home in Aldie
4.83 out of 5 average rating, 12 reviews

Relaxing Aldie Retreat, with Fireplaces and Pool

LaurenRating, 5 stars1 month ago
This was the perfect city get away for a weekend trip! The location is great, in the country but also only 10 minutes from Middelburg shops and restaurants. The home was even better than pictured, especially the outside area. The yard, pool and outside seating areas were absolutely beautiful, just so peaceful. The home was absolutely lovely, very clean, comfortable and with all the amenities you would need, including in the kitchen. Really hope to come back, I would highly recommend this rental. Thank you for sharing it with us!
Top Guest favourite
Home in Middletown
4.97 out of 5 average rating, 96 reviews

Mountain Church Cottage

TracyRating, 5 stars3 days ago
Beautifully decorated, well maintained, perfectly appointed cottage on a quiet peaceful street. Fluffy towels and comfortable beds and linen. We enjoyed sitting on the front porch rocking chairs while it was raining, and it was perfect for my family of 4 and our dog for one night on our way back home, as we had everything we needed. We felt like we were in a house with at least some history and driving just a few minutes up the road to Gathland State Park we discovered even if the house didn't exist in that time frame, the address was very close to the Battle of Crampton Gap. The house is also very convenient to Harper's Ferry; and though we didn't have much time, it was close enough that we were able to explore for a few hours.
Top Guest favourite
Home in Waterford
5 out of 5 average rating, 32 reviews

The Spring House, Farm Stay

MeghanRating, 5 stars3 weeks ago
Laura exemplifies one of the finest Airbnb hosts I have encountered. Her property was impeccably maintained—clean, inviting and thoughtfully curated. The kitchen was fully equipped with high-quality cookware, and the utensils, plates and pots were pristine, reflecting her attention to detail. Throughout the house, clear signage and detailed instructions provided convenience and ease. You can easily connect to the internet if needed, but the farm is so beautiful that it’s also perfect for relaxing and unplugging. Laura was exceptionally accommodating, graciously allowing our young child to feed the cows—an unexpected delight, as the cows were notably friendly and sociable. It is evident that Laura invests considerable effort to ensure her guests’ comfort and experience are nothing short of exceptional. I would gladly return and wholeheartedly recommend her property for weddings and other events—any occasion that calls for a high-quality, memorable experience.
Guest favourite
Home in Purcellville
4.91 out of 5 average rating, 34 reviews

Recently Renovated Rolling Hills Retreat

KayleeRating, 5 stars2 weeks ago
Jill, this place was absolutely perfect for my bachelorette party!! Thank you so much for making my bach party dreams come true!!
Top Guest favourite
Home in Ashburn
4.99 out of 5 average rating, 81 reviews

Ashburn Manor: 1920’s Farmhouse

RuthRating, 5 stars2 days ago
We absolutely loved staying at Timothy’s place, the history of this farm home was well presented, and we loved the fact that it was still part of a family story. It was great to have the historical one room school house next-door. It was extremely clean and well organized, and well stocked, we particularly loved the screened in porch where we had our coffee and could visit during the day. Both of the bathrooms were very nice as well as the kitchen was well stocked. We would definitely stay here again and recommend it to anyone!

Quick stats about house rentals in Leesburg

  • Total rentals

    40 properties

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

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  2. United States
  3. Virginia
  4. Loudoun County
  5. Leesburg
  6. House rentals