We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Leesburg

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €197 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Leesburg area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 25 kilometers of Leesburg, Loudoun County, Virginia.

    1 / 20
    5 of 5 bubbles (8) Excellent
    Herndon, VA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 14
    Poolesville, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 12
    Darnestown, MD
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    1 / 18
    5 of 5 bubbles (2) Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Satellite TV
    • Housekeeping...
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Artist's Villa on over 12 manicured acres with spectacular views looking out on Blue Ridge Mountains, located in heart of Loudoun County wine country and equestrian estates, in quaint village of Philomont; charming, serene, country setting, with well maintained roads, an hour from Washington D.C.... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    5 of 5 bubbles Reviewed 26 October 2016
    The suite was absolutely beautiful and super big. The pictures don't do it enough justice. The view was amazing. Maud was just the most amazing host, very sweet and warm. We are...
    5 of 5 bubbles Reviewed 25 October 2016
    This is truly a one of kind experience for a couple. Perfect place for pre wedding bride photos inside and out,as well as that place that will be special in your memories...
    See all reviews
    1 / 15
    5 of 5 bubbles (2) Excellent
    Lovettsville
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spend a relaxing vacation or weekend at our charming and newly-renovated cottage on a historic farm in Loudoun County, Virginia. On our farm we raise sheep, grow wine grapes, host weddings and accommodate overnight guests in two cottages. (Our other cottage, the Milk Cottage, sleeps up to 4 in... View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    5 of 5 bubbles Reviewed 3 November 2016
    This cottage was perfect for my three friends and I for the weekend. The cottage has all the modern conveniences you could want and still maintains a quaint cottage feel. The...
    5 of 5 bubbles Reviewed 23 July 2015
    Myself and 5 friends shared this wonderful cottage for the weekend. Everything that we needed was there! A Grill, cleaning supplies, the towels and linens were better than mine...
    See all reviews
    1 / 32
    Reston, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Indoor Pool
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you are looking for a safe, comfortable place with AMAZING amenities, including cable and Wi-Fi, look no further, we'd love to host for you! We have dedicated our times to make sure our apartments are at its best, starting with our service to you, to the space provided; including the furniture... View all property information
    Location Information
    Reston, Fairfax County 20190
    1 / 8
    5 of 5 bubbles (4) Excellent
    Lovettsville
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Garden
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful 1 bedroom apartment is located in the heart of Loudoun County's Wine Region. It is situated on a scenic country road with it's own private entrance. It has a full kitchen, wifi, satellite TV and washer/dryer. A perfect getaway!<BR><BR>Guests will have access to their own private... View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    5 of 5 bubbles Reviewed 11 September 2015
    My husband and I rented this apartment within a family home for a long weekend. It is very private; the family was not home that weekend, though, so can't speak entirely to this...
    5 of 5 bubbles Reviewed 4 June 2015
    Very clean and modern apartment. New appliances and comes with washer and dryer! Roberta was great in welcoming us and making sure we had everything we needed. Location is on...
    See all reviews
    1 / 16
    5 of 5 bubbles (1) Excellent
    Waterford
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Garden
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Loudoun Valley Manor (Bed and Breakfast) offers several cozy bedrooms in a luxurious house conveniently located a quarter mile off Route 9, between Leesburg and Purcellville in Loudoun County, Virginia. Stay for business or leisure! The property is located on a 6-acre lot and is in the midst of... View all property information
    Location Information
    Waterford, Loudoun County 20197
    5 of 5 bubbles Reviewed 2 weeks ago
    Olga made us feel at home in this beautiful house. The room was very nice and comfortable. Breakfast was awesome. We had a blast, lots of fun stuff to do in the area. I would...
    See all reviews
    1 / 18
    5 of 5 bubbles (1) Excellent
    Purcellville
    Private Room, 3 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Nestled on the side of a secluded mountain in the heart of wine country in Loudoun County. Three private suites are available - The Eagle's Nest, with private balcony, The Falcon's Nest and the Owl's Nest. All feature a private bathroom and access to a common modern kitchen and living space.... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    5 of 5 bubbles Reviewed 14 February 2017
    Wonderful charming home! Easy to book. Nice surroundings! Many wineries to visit, Great weekend gateway!
    See all reviews
    1 / 15
    Waterford
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Housekeeping...
    • Terrace
    • Patio
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Loudoun Valley Manor (Bed and Breakfast) offers several cozy bedrooms in a luxurious house conveniently located a quarter mile off Route 9, in the outskirt of Waterford, between Leesburg and Purcellville in Loudoun County, Virginia. Wonderful serene views of surrounding landscape. Each room has a... View all property information
    Location Information
    Waterford, Loudoun County 20197
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 17
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Shared Outdoor Pool...
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Elegant ground floor furnished spacious suite with full bathroom; private entrance and deck with Adirondack seating with table looking our on magnificent views of Blue Ridge Mountains, pasture and pool, in artist villa located in the heart of Loudoun's wine and Virginia hunt and horse country.... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    1 / 21
    Reston, VA
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Central Heating
    • Washer
    • Waterfront
    • Grill
    • Patio
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Come stay with us in this beautiful, private lake community. This is a rare treat to live on one of Reston's famous home on the water. Known for being the best planned community in America. It's quaint, cozy and located in the suburbs only 20 miles away from the hustle and bustle of Washington DC.... View all property information
    Location Information
    Reston, Fairfax County 20191
    1 / 15
    Ashburn
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful, like new 4 bedroom, 4.5 bathroom colonial brick front home in Ashburn. Fireplace, deck, elegant gazebo, hot tube, 3 car garage. Fully finished walk-out basement, including bar areas and theater. Huge master with 2 closets and second laundry (main laundry in basement). Forest and play... View all property information
    Location Information
    Ashburn, Loudoun County 20148
    1 / 27
    Reston, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you are looking for a safe, comfortable place with AMAZING amenities, including cable and Wi-Fi, look no further, we'd love to host for you! We have dedicated our times to make sure our apartments are at its best, starting with our service to you, to the space provided; including the furniture... View all property information
    Location Information
    Reston, Fairfax County 20190
    1 / 15
    Lovettsville
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A perfect getaway! This beautiful home is located in the heart of Loudoun County's Wine Region. It is situated on a scenic country road and has a full kitchen, WiFi, satellite TV and washer/dryer. Guests will have access to their own private outdoor space. Enjoy an afternoon nap in the hammock... View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    1 / 4
    Ashburn
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Top notch 5 star resort minutes from Disney. Resort amenities to compliment any visitor. No need to leave the community, everything you're looking for is on the property. Two bedrooms with closed in terrace allows for maximum privacy. Shuttle, club house, and activities all located on resort... View all property information
    Location Information
    Ashburn, Loudoun County 20148
    1 / 14
    5 of 5 bubbles (1) Excellent
    Purcellville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Housekeeping...
    • Private Garden
    • Shared Outdoor Pool...
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Renoir Room is an elegantly furnished spacious room with breathtaking views of the Blue Ridge Mountains and foothills in artist villa in Philomont, located in the heart of Loudoun's wine n Virginia hunt n horse country. Second kitchen is available upon special request for lite cooking, at an... View all property information
    Location Information
    Purcellville, Loudoun County 20132
    1 / 16
    Reston, VA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This BEAUTIFUL furnished apt. located at The Avant offers a spacious fl. plan and spectacular on-site amenities. The rooftop club level includes an outdoor swimming pool, billiards room, movie theater, cyber café, high tech business and conference. If you are looking for a safe, comfortable place... View all property information
    Location Information
    Reston, Fairfax County 20190
    1 / 24
    Round Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Air Conditioning
    • Washer
    • Internet Access
    • Patio
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Embrace the peace, quiet and tranquility of the rolling Central Virginia hills when you and your companions stay at this completely renovated 4-bedroom, 2-bathroom late 19th Century vacation rental farmhouse that sleeps 7. Remodeled with elegance and charm, 'Anny's Farm House' is located in Round... View all property information
    Location Information
    Round Hill, Loudoun County 20141
    1 / 26
    Boyds, MD
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful place was just finished in January 2017. This beautiful place is brand new and fully furnished! All you need to bring is clothes! In a quiet neighborhood, the house is close to everything new Clarkesburg Outlets, SoccerPlex, hiking/jogging/walking trails. Newly finished basement... View all property information
    Location Information
    Boyds, Maryland 20841
    Get the List
    1 / 7
    Sterling
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Garden
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Single family house in Washington DC suburb. 15 minutes from Dulles International Airport. 15 minutes from Metro station. Few minutes from shopping mall and stores. 15 minutes from regional and national parks. decorated with stylish and comfortable furniture, ready to be used by potential travelers... View all property information
    Location Information
    Sterling, Loudoun County 20164
    1 / 23
    Waterford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Loudoun Valley Manor (Bed and Breakfast) offers several cozy bedrooms in a luxurious house conveniently located a quarter mile off Route 9, in the outskirt of Waterford, between Leesburg and Purcellville in Loudoun County, Virginia. Wonderful serene views of surrounding landscape. Each room has a... View all property information
    Location Information
    Waterford, Loudoun County 20197
    1 / 10
    Sterling
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Terrace
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 BR/1BA Apartment in house at Sterling, VA<BR><BR>Great location:<BR>- Dulles International Airport 10 minutes, close to Rt 28, Rt 7, 267 Dulles Toll Road, <BR>- Washington DC 45 minutes, Reston town center 15 minutes, right next to Ashburn and Herndon. <BR><BR>Inviting sunny Living room with bay... View all property information
    Location Information
    Sterling, Loudoun County 20164
    1 / 11
    Herndon, VA
    3 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous fully equipped three-story townhouse with wooded floors in the heart of Herndon, where you will be guaranteed a magnificent time during your stay in Northern Virginia and the DC metropolitan area whether it is for business or pleasure just five minutes from Dulles Airport, walking... View all property information
    Location Information
    Herndon, Fairfax County 20171
    1 / 25
    Ashburn
    5 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    All brick, hardwood floors main level, granite counters in all wet areas, gym, built in surround sound system in two family rooms, owner's suite w/ sitting room, deck & 2 walk-in closets, 3-car garage w/ storage loft, monitored security system, pond view from patio and Trex decks, patio with... View all property information
    Location Information
    Ashburn, Loudoun County 20148
    1 / 24
    Purcellville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy endless relaxation at this delightful 3-bed, 3-bath Purcellville townhome! With sleeping arrangements for 6, a fenced patio and modern amenities, this abode is the ultimate home base for creating lasting memories of your Virginia vacation. This lovely townhouse features an impressive 2,200... View all property information
    Location Information
    Purcellville, Loudoun County 20132