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Explore Similar Homes Within 10 Miles of Upperville, VA

  • /33

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft
    • House for Rent

    23533 Light Horse Ct Unit T, Middleburg, VA 20117

    Charming studio apartment just east of Middleburg, only minutes to town! Located above a detached 3-car garage, this light-filled studio offers over 750 square feet of comfortable living space. The open layout provides room for a bedroom area, dining table, and living space. Features include new luxury vinyl tile flooring, several closets, and a full bath with ceramic tile floors and a walk-in

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    (540) 835-5469

    23533 Light Horse Ct Unit T, Middleburg, VA 20117
  • /13

    $4,100 per month

    • 4 Beds
    • 2 Baths
    • 2,548 Sq Ft
    • House for Rent

    16 W Marshall St, Middleburg, VA 20117

    House completely redone with 4 bedrooms, 2 baths, interior repainted, new flooring on main level, wood floors upstairs refinished, new appliances, new HVAC, new bathroom fixture. Hard to find home in the Town of Middleburg, walking distance to everything, large front yard.No Showings until April 1

    Agent Photo

    Paul MacMahon

    Sheridan-MacMahon Ltd.

    (540) 503-3179

    16 W Marshall St, Middleburg, VA 20117
  • /21

    $2,950 per month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    2083 Atoka Rd, Marshall, VA 20115

    Charming stucco and stone cottage on large horse farm between Middleburg and Upperville. Ideal for 1 or 2 people, this cottage has been renovated with brand new windows and a shed dormer to expand the 2nd floor. This provides options for the primary bedroom - either on the main or upper level. Step inside the front door into the delightful living room with gleaming hardwood floors, exposed beams

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    (540) 779-7027

    2083 Atoka Rd, Marshall, VA 20115
  • /37

    $2,950 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    17 - Apt. #1 Madision St, Middleburg, VA 20117

    Charming, light-filled apartment in the heart of downtown Middleburg, ideally positioned on the corner of Madison and Federal Streets. This unique residence spans the second and third floors above a quaint storefront, offering both character and convenience in one of Virginia’s most sought-after villages. Enter from Federal Street via a brick porch and step into a warm, inviting interior

    Agent Photo

    Clark Smith

    Samson Properties

    (540) 426-3846

    17 - Apt. #1 Madision St, Middleburg, VA 20117
  • /33

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Townhouse for Rent

    2 E Federal St Unit 250, Middleburg, VA 20117

    Charming and updated 1-bedroom in the heart of historic Middleburg! This second-level home is filled with natural light and offers lovely town views from the kitchen and living room, highlighted by a cozy wood-burning fireplace. Recent updates include a remodeled full bath, new full-size washer and dryer, and new appliances. Perfectly situated just steps from shops, restaurants, and local

    Agent Photo

    Clark Smith

    Samson Properties

    (540) 773-2256

    2 E Federal St Unit 250, Middleburg, VA 20117
  • /46

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    2211 - Apt #2 Hatchers Mill Rd, Marshall, VA 20115

    Charming 2-bedroom, 1-bath garage apartment set on a picturesque horse farm in Marshall. This private second-floor residence features a spacious open living and dining area with gleaming hardwood floors and a unique corner gas fireplace. An exterior door leads to a large composite deck overlooking the farm, offering peaceful country views. The country kitchen is well-equipped with a dishwasher,

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    (540) 501-6939

    2211 - Apt #2 Hatchers Mill Rd, Marshall, VA 20115
  • /20

    $1,895 plus fees

    Purcellville Pointe Apartments

    1 - 3 Beds

    111-123 N 16th St, Purcellville, VA 20132

    Purcellville Pointe Apartments is Loudoun County, Virginia’s ultimate destination for one-, two-, and three- bedroom apartment homes featuring fully equipped kitchens, spacious rooms, and outdoor balconies and terraces. Enjoy a variety of amenities such as: Resort-Style Pool with Sundeck Community Lounge BBQ Pavilion Basketball Court Bark Park Playgrounds Direct access

    111-123 N 16th St, Purcellville, VA 20132
  • /4

    $4,250 per month

    • 3 Beds
    • 3.5 Baths
    • 3,120 Sq Ft
    • Townhouse for Rent

    5 Piedmont Dr, Middleburg, VA 20117

    Experience the quintessential Middleburg lifestyle in this stunning four-level brick end-unit townhome, just steps from the village’s premier shops and dining. Spanning three light-filled levels plus a finished lower level, this meticulously refreshed home is fully move-in ready. The main level features 9-foot ceilings, hardwood floors, and an inviting dining room with a tray ceiling that flows

    Christopher Perkins Corcoran McEnearney

    5 Piedmont Dr, Middleburg, VA 20117
  • /35

    $1,600 - $1,875 plus fees

    Maple Avenue Apartments

    1 - 2 Beds

    650 Dominion Terrace, Purcellville, VA 20132

    Located just west of Leeesburg, VA, this beautiful community offers 1 and 2 bedroom apartments for rent. Maple Avenue Apartments are located in the heart of Purcellville, Virginia. We offer the luxuries of modern design in a quaint country setting with all the conveniences you would expect from a key location. Easy access to major highways leading to Washington, D.C, Frederick, Maryland and

    650 Dominion Terrace, Purcellville, VA 20132
  • /59

    $4,850 per month

    • 4 Beds
    • 3.5 Baths
    • 4,287 Sq Ft
    • House for Rent

    8 Ramsdell Ct, Round Hill, VA 20141

    Tucked Away Within The Exclusive Lake Ridge Estates Community, This Gorgeous Residence At 8 Ramsdell Court Offers A Seamless Blend Of Luxury, Comfort, And Tranquility. Situated On A Quiet Cul-De-Sac In Round Hill, This 4-Bedroom, 3.5-Bath Home With A 2-Car Side Load Garage Spans Over 4,200 Square Feet Across Three Beautifully Finished Levels. Step Inside To An Expansive Main Level Designed For

    Tony Feijoo MAXVALUE, REALTORS

    8 Ramsdell Ct, Round Hill, VA 20141
  • /28

    $2,550 total monthly price

    • 3 Beds
    • 2 Baths
    • Price Reduced!! $2575/month Fantastic mix of charm and updates!

    179 John Mosby Hwy, White Post, VA 22663

    Location and space can be yours in newly updated 2 story in White Post - near Rts. 50, 340 & 522 and Interstates 66 & 81. Large rooms with refinished hardwood floors and high ceilings. Main front hall staircase to large landing and bedrooms. Back staircase from newly remodeled kitchen to primary bedroom area. Full bath with shower on main level. Bedroom level bath has tub and shower. Fully

    179 John Mosby Hwy, White Post, VA 22663
  • /23

    $3,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,503 Sq Ft
    • House for Rent

    37899 Snickersville Turnpike, Purcellville, VA 20132

    Nestled between the charming towns of Purcellville and Middleburg along the historic Snickersville Turnpike, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,503 square feet of character-filled living space surrounded by stunning Virginia countryside views.Featuring rich hardwood floors, warm wood paneling, and a completely updated interior, this home is truly move-in ready.

    Jake Hitt Hunt Country Sotheby's International Realty

    37899 Snickersville Turnpike, Purcellville, VA 20132
  • /12

    $2,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Charming Newly Renovated 2-Bedroom Home on 3 Acres – A Gardener’s Dream!

    7305 John Marshall Hwy, The Plains, VA 20198

    Experience peaceful country living in this beautifully renovated, freshly painted, 2-bedroom, 1-bath home situated on 3 private acres of land in Fauquier County. Perfect for nature lovers, the property features a thriving butterfly and bee sanctuary along with nutrient-rich, garden-ready soil ideal for anyone with a passion for gardening.Inside, you’ll find a fresh, bright and inviting

    7305 John Marshall Hwy, The Plains, VA 20198
  • /13

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 644 Sq Ft
    • House for Rent

    37905 Snickersville Turnpike, Purcellville, VA 20132

    Tucked away along the historic Snickersville Turnpike between Purcellville and Middleburg, this cozy 1 bedroom, 1 bathroom bungalow offers 644 square feet of beautifully renovated open-concept living in the heart of Virginia's scenic countryside. Completely updated inside, this charming retreat feels warm and inviting from the moment you walk in. The open-concept layout maximizes every square

    Jake Hitt Hunt Country Sotheby's International Realty

    37905 Snickersville Turnpike, Purcellville, VA 20132
  • /21

    $2,600 per month

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • House for Rent

    18 Huntingdon Ln, Boyce, VA 22620

    EXCEPTIONAL RENTAL - The Carr Publishing Company building in Boyce was meticulously repurposed to include an upscale one level , 3 bedroom, 3 bath single family home. The residence has been thoughtfully designed as a "healthy/smart" home incorporating Wi-Fi controlled utility capability, electrical receptacles with USB ports, no VOC paint and is "disability friendly". The interior of over 2,000

    Wayne Wilson Thomas and Talbot Estate Properties, Inc.

    18 Huntingdon Ln, Boyce, VA 22620
  • /20

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    22887 Hopeful Ln, Middleburg, VA 20117

    (UPDATE: Rented through July 31) Modern Barndominium in Middleburg - a private retreat on a working cattle farm. Discover a rare rental opportunity with flexible 3+ month lease terms, located down a private easement on a peaceful, 10+ acre working cattle farm. The modern post-and-beam barndominium is not visible from the road, is anything but rustic, and offers panoramic views of gently rolling

    Robin Klombers Carter Braxton Preferred Properties

    22887 Hopeful Ln, Middleburg, VA 20117
  • /105

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    8122 John Mosby Hwy, Boyce, VA 22620

    Now available for rent is "The Crooked House"! Originally a log structure built in the 1890's, this traditional farm house has been lovingly and tastefully added onto & brought into the 21st century over the years! Offering a beautifully updated full bathroom upstairs & powder room on the main level, creative raised/vaulted ceilings in the large & sun lit bedrooms, numerous built ins, gorgeous

    Brenna Thomas Century 21 Redwood Realty

    8122 John Mosby Hwy, Boyce, VA 22620
  • /81

    $2,100 per month

    • 3 Beds
    • 3 Baths
    • 1,255 Sq Ft
    • House for Rent

    316 Judy Ln, Front Royal, VA 22630

    This is a 3-bedroom, 3-bathroom home at the end of a quiet, wooded cul-de-sac. With forced-air heating and central cooling, you will be comfortable throughout the seasons. There is plenty of wildlife to observe from the back deck and there is a nice patio off kitchen in the backyard. The home is also only ten minutes away from the river and public boat launches, as well as the community lakes and

    Lisa Blansett Mountains Edge Realty LLC

    316 Judy Ln, Front Royal, VA 22630
  • /21

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • House for Rent

    10486 Lord Fairfax Hwy, Boyce, VA 22620

    A rare opportunity to lease a charming Clarke County ranch home, ideally located on Route 340 with convenient access to Routes 7 and 50.This beautifully appointed & maintained 3-bedroom, 2 bath home offers main-level living with gleaming hardwood floors and abundant natural light. The spacious living room welcomes you inside and flows seamlessly into the dining area, where sliding glass doors

    Rachael Duvall TTR Sotheby's International Realty

    10486 Lord Fairfax Hwy, Boyce, VA 22620
  • /12

    $1,675 per month

    • 3 Beds
    • 1 Bath
    • 1,218 Sq Ft
    • House for Rent

    988 Chilly Hollow Rd, Berryville, VA 22611

    Cute and charming 3-bedroom, 1-bath farmhouse nestled in the heart of Berryville, VA. This inviting home blends classic country character with comfortable living, offering a cozy layout filled with natural light. The property features a welcoming exterior and a peaceful setting that captures the charm of small-town living while remaining convenient to local shops, dining, and commuter routes.

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    988 Chilly Hollow Rd, Berryville, VA 22611
  • /50

    $3,000 per month

    • 2 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    2254 Winchester Rd, Delaplane, VA 20144

    Fabulous hilltop home for rent comes fully furnished, perfect for your weekend get aways or while working temporarily in the area or building a new home. Enjoy 360 degree mountain and pasture views from the porches, patio or gazebo. There is a winery across the street. Enjoy fine dining for lunch and dinner at the Ashby Inn in Paris or the new Mountain Gap Farm Store. Very close by is 1,000+ acre

    Joyce Gates Long & Foster Real Estate, Inc.

    2254 Winchester Rd, Delaplane, VA 20144
  • /22

    $3,000 per month

    • 3 Beds
    • 3 Baths
    • 2,472 Sq Ft
    • House for Rent

    21 E Loudoun St, Round Hill, VA 20141

    Large brick rambler on a huge in-town lot. Small town life but 2 minutes to Rt. 7. Walkable town- people walking dogs, kids walking to the corner store. Have breakfast at Tammy's diner! Comcast internet available.Solid brick house has 3 bedrooms, 2 baths on the main level and a rec room, den and full bath in the lower level. Wood floors throughout main level. Ceramic tile in baths. Very

    Dorothy Beach Samson Properties

    21 E Loudoun St, Round Hill, VA 20141
  • /56

    $4,500 per month

    • 4 Beds
    • 4.5 Baths
    • 4,422 Sq Ft
    • House for Rent

    17904 Ridgewood Place, Round Hill, VA 20141

    Surrounded by scenic trails, 17904 Ridgewood Place offers a peaceful and refined living experience in the highly desirable Bluffs at Sleeter Lake community. Residents enjoy access to community lakes, a top-rated Loudoun County school district, and the convenience of a school bus stop located directly across the street. Inside, the home features rich hickory hardwood flooring, upgraded finishes,

    Amit Bargota Samson Properties

    17904 Ridgewood Place, Round Hill, VA 20141
  • /10

    $4,000 per month

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • House for Rent

    23171 Carters Farm Ln, Middleburg, VA 20117

    Custom Stone/Log Home available for rent on a private Middleburg Farm Setting. This custom home was built in 1984 with reclaimed ops from a log cabin dating to the 1800's. The 4BR 3.5 Bath home features cherry floors, custom millwork, cedar-lined closets, two fireplaces, a huge kitchen. The one-acre yard is included in the lease. VERY private with tranquil fields and woods. East of Middleburg it

    Julie Maley United Real Estate Premier

    23171 Carters Farm Ln, Middleburg, VA 20117
  • /48

    $3,350 per month

    • 3 Beds
    • 2.5 Baths
    • 3,140 Sq Ft
    • Townhouse for Rent

    213 Elder Terrace, Purcellville, VA 20132

    Application link: Townhouse is available 1 July 2026. It can be ready sooner if needed.Welcome to this beautiful and spacious townhouse in the highly sought-after Purcellville Ridge community! Offering approximately 3,140 square feet of living space, this 3-bedroom, 3-bath home combines comfort, style, and convenience.The home features a fully finished walkout basement—perfect for

    Kathrin Donovan Keller Williams Realty

    213 Elder Terrace, Purcellville, VA 20132

Why Live in Upperville

In the heart of Virginia Hunt Country, Upperville is a historic village known for its equestrian heritage and time-honored country estates. Residents embrace the Hunt Country lifestyle year-round, particularly at the Upperville Colt & Horse Show, ...

Frequently Asked Questions

What are the most popular neighborhoods in Upperville, VA for renters?
The most popular neighborhood in Upperville, VA for renters is Silver Lake.
What are the most popular zip codes in Upperville, VA for renters?
The most popular zip codes in Upperville, VA for renters include 20115, 20117, 22630, 20132 and 22611.
How to Rent a Home