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Pet-friendly holiday rentals in Loudoun County

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Top-rated pet-friendly home rentals in Loudoun County

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Guest favourite
A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.
Farm stay in Purcellville

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

4.98 out of 5 average rating, 165 reviews
Guest favourite
Villa in Leesburg

Luxury Private Estate with 6 Bedrooms in Leesburg

luxury Private Estate in Leesburg. Perfect for family fun near wineries & breweries! with 6Bedrooms, huge owners suite & lux bath w/heated floors, soaking tub. The primary suite has a private living room that leads to a balcony. Huge open kitchen with high-end appliances, double wall-oven, oversized island, granite counters, skylights, heated floors, new sunroom, Bluetooth ceiling speakers. Covered Porch with Brand New Hot Tub. Beautiful outdoors with firepit under the stars. Welcome to Harmony.

4.9 out of 5 average rating, 163 reviews
Top guest favourite
A horse stands peacefully in a lush green pasture, surrounded by a black wooden fence. In the background, a well-maintained barn with a cupola is visible, complemented by a clear blue sky and scattered clouds.
Farm stay in Purcellville

The Hunt Box @ Tally Yo Farm

Residence above 5-stall horse barn. Two bedroom house with 2 bath, Juliette balcony, vaulted ceilings, fully appointed kitchen, laundry. Traditional English equestrian decor, with horse shows & fox hunts close by. Pool open 5/15-10/15. Extra guests $55/night. Pet fee $35 each. Please advise through Airbnb. Lovely antiques, equestrian art & decor, warm rugs. On site also~AirBnb: www.airbnb.com/rooms/826639006057875355?guests=1&adults=1&s=67&unique_share_id=4cdf4b76-3173-498a-9287-5ab54a38b4ee

4.98 out of 5 average rating, 241 reviews
Top guest favourite
The exterior of the cabin is showcased with a green metal roof and rustic wooden siding. Gentle outdoor lighting highlights the structure while lush greenery surrounds the gravel driveway, leading to an inviting entrance. The spacious yard features landscaped gardens and a welcoming atmosphere.
Cabin in Aldie

Oatlands Creek cabin

Welcome to Oatlands Creek, the ideal getaway for relaxing and exploring Old Town Leesburg, Aldie, and Middleburg. Set on 22 private acres, driving up you’ll be greeted by horses in the neighborhood. This beautifully renovated cabin blends rustic charm with modern comforts, featuring 4 spacious bedrooms, an open dining and living space, theater room, game room, and hot tub. Whether you’re here for wine country, family visits, bachelorette parties, or work, this cabin is the perfect spot for you.

4.99 out of 5 average rating, 152 reviews
Superhost
The front of a spacious two-story brick home is showcased, featuring a well-manicured lawn with neatly trimmed grass. A large tree and colorful shrubs accentuate the landscape, while windows and a welcoming front door contribute to the home's inviting appearance.
Guest house in Hamilton

A Hidden Jewel in Loudoun County, Virginia

This charming 5000 sqft huge single family guest house is located just off of Route 7 in the historic town of Hamilton, VA. Enjoy a cup of coffee on the back deck while relaxing in a country environment. Take a walk in a beautiful rural area with magnificent view over the countryside or Enjoy a bike ride on the former W&OD Railroad, which is sitting just outside the house. Listing is for the two upper floors. Access between the basement and the upper floors is locked and secured at all times.

4.82 out of 5 average rating, 113 reviews
Top 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

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

4.94 out of 5 average rating, 289 reviews
Top guest favourite
The backyard features a well-manicured lawn surrounded by a wooden fence for privacy. A large umbrella provides shade over a patio area with outdoor furniture. A storage shed is positioned to one side, and mature trees offer natural greenery.
Home in Leesburg

Entire Home in Leesburg – King & Queen Bed +Yard

Escape to this light-filled two bedroom, one bathroom bungalow located minutes from the heart of Leesburg's historic district. Just a short drive from unique shops, restaurants, and outdoor activities. This is the perfect home base whether you're in town for a weekend getaway or an extended stay. Located near the W&OD Bike Trail, Birkby House, Morven Park, breweries, wineries,and Rust Manor. We're excited to host you in our little slice of Leesburg charm! Bikes included: 1 mtn. & 1 cruiser

4.98 out of 5 average rating, 188 reviews
Top guest favourite
Home in Leesburg

Historic Cottage • Walk to Everything • Parking

Stay on the most storied block in Historic Leesburg. This sparkling-clean, beautifully updated cottage — once the neighborhood candy store — sits two doors from a famous Civil War landmark and steps from downtown's restaurants, wine bars & shops. Enjoy the peaceful side porch, private patio, 2 cozy bedrooms, full kitchen & laundry, and covered parking (rare downtown!). Vintage character, modern comfort. The framed history inside tells the block's wild story — ghosts and all. Welcome home.

4.88 out of 5 average rating, 403 reviews
Top guest favourite
A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.
Home in Ashburn

Ashburn Manor: 1920’s Farmhouse

Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

4.99 out of 5 average rating, 129 reviews
Top guest favourite
A historic cottage features a log exterior and a distinctive red metal roof. Surrounded by lush greenery and colorful flowers, the property is set back from the road, offering a peaceful rural aesthetic. The front porch provides outdoor space with views of the natural landscape.
Cabin in Waterford

The Weaver’s Cottage c. 1815

Welcome to The Weaver’s Cottage c. 1815! This unique and peaceful historic property has been lovingly restored to maintain its original period character while providing modern convenience. Located in historic Waterford, VA, a National Historic Landmark, and close to many farmer’s markets, wineries, breweries, distilleries, restaurants, antiquing, endless outdoor activities, and more, you won’t lack for fun local things to do! The history of the village itself deserves to be explored.

4.97 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Leesburg

The Forge on Sunnyside Farm

Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

5.0 out of 5 average rating, 144 reviews
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

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.

4.92 out of 5 average rating, 407 reviews

Popular amenities for Loudoun County pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
A well-appointed living area features a spacious sectional sofa and an adjoining dining space. Large windows allow natural light to illuminate the room, creating a bright atmosphere. The kitchen is visible in the background, featuring high-end appliances and modern design elements.
Home in Sterling

The Villa on Lakeside

4.97 out of 5 average rating, 143 reviews
Top guest favourite
An open-concept kitchen and dining area features modern appliances and a spacious island countertop. A large dining table is surrounded by sleek chairs. Natural light pours in through multiple windows, highlighting the warm wood floors and neutral color palette.
Home in Middleburg

Modern Home on Middleburg Equestrian Farm

4.96 out of 5 average rating, 217 reviews
Guest favourite
The exterior of a two-story historic home features clapboard siding painted in light blue. A red door stands at the center, flanked by white shutters. An American flag is displayed next to the entrance, while a brick pathway leads to the front steps.
Home in Leesburg

Historic home in the heart of downtown Leesburg!

4.97 out of 5 average rating, 119 reviews
Guest favourite
A bright bedroom is highlighted by a wooden sleigh bed topped with white bedding. Natural light streams through two windows adorned with light curtains. A vintage desk and a rocking chair are present, along with a small lamp providing additional warmth to the space.
Home in Bluemont

The Country French Cottage at High Meadows Estate

4.9 out of 5 average rating, 263 reviews
Guest favourite
A cozy living area features a light-colored sofa and two wooden armchairs placed on a soft area rug. A glass coffee table sits in the center, while a fireplace with a wooden mantel is visible in the background. Natural light enters through a nearby window.
Home in Herndon

Cozy Single Family Home Near Dulles Airport

4.95 out of 5 average rating, 123 reviews
Guest favourite
A living area features a large sectional sofa and a cozy armchair. A coffee table is positioned in front of the sofa, while a television is mounted on a media console. Natural light filters in through glass doors that lead to the outdoor space.
Home in Sterling

Relax & Unwind - Retreat in the Heart of Sterling

4.83 out of 5 average rating, 103 reviews
Guest favourite
A restored cottage stands surrounded by lush greenery, featuring a blend of stone and yellow exterior. A covered porch with a railing invites relaxation, while a rustic fence borders the property. The building's design reflects its historical roots within a serene countryside setting.
Home in Middleburg

super cosy cottage with high speed internet

4.85 out of 5 average rating, 314 reviews
Top guest favourite
A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.
Home in Harpers Ferry

The Historic Booth House at the Harpers Ferry KOA

4.89 out of 5 average rating, 235 reviews

Pet-friendly home rentals with a pool

Top guest favourite
A well-maintained sign for Tonka Farm is positioned at the entrance along a gravel driveway. Lush green grass surrounds a neatly trimmed shrub. Black wooden fencing lines the pathway, leading to a serene and inviting country setting.
Farm stay in Middleburg

Retreat to horse country!

4.97 out of 5 average rating, 102 reviews
Top guest favourite
A charming outdoor seating area features red wooden chairs and a fire pit, surrounded by lush greenery and pavers. The Cottage, with its welcoming facade and gray metal roof, is visible in the background, offering a cozy retreat in a natural setting.
Cottage in Bluemont

Cottage on Horse Farm: Wineries/Breweries, Horses!

4.95 out of 5 average rating, 288 reviews
Superhost
A lush backyard is captured during sunset, featuring vibrant greenery and a spacious pool. The scene includes wooden steps leading down to the lawn, complemented by a large umbrella and a gazebo in the distance. Soft orange and purple hues illuminate the sky.
Guest suite in Purcellville

Monet Suite, elegnt lrg 2rm suite/blcny in villa

4.81 out of 5 average rating, 244 reviews
Guest favourite
Home in Purcellville

Woodhaven Reserve | Pool + Hot Tub + Views

4.9 out of 5 average rating, 21 reviews
Top guest favourite
A spacious bedroom is shown, featuring a wooden bed with a floral-patterned quilt. Nightstands are positioned on either side, each with a lamp, providing soft lighting. A large dresser and a decorative mirror are present, enhancing the room's functionality. Light hardwood flooring adds a warm touch.
Flat in Purcellville

Lovely One bedroom apartment with pool

5.0 out of 5 average rating, 76 reviews
Guest favourite
The exterior of a two-story wooden home is surrounded by lush greenery and vibrant shrubs. A swimming pool with a unique shape is visible in the foreground, accompanied by lounge chairs and an umbrella. The tranquil setting is enhanced by the soft blue sky above.
Home in Waterford

Sunny Cabin Getaway | Pets Welcome | Near Wineries

4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Upperville

Pool|King Bed|Home Theater|Game Room|Wineries

5.0 out of 5 average rating, 7 reviews
Top guest favourite
The historic log cabin features a wooden porch supported by sturdy columns, overlooking a sprawling green yard. Natural stone steps lead up to the porch, framed by flowering bushes. The exterior showcases a combination of wooden logs and clapboard, reflecting the charm of a bygone era.
Cabin in Delaplane

Inglewood - Historic Family Cabin on Working Farm

5.0 out of 5 average rating, 55 reviews

Private, pet-friendly home rentals

Top guest favourite
The recently renovated stone cottage features rustic charm with a modern metal roof. Large windows invite natural light, and the outdoor patio area is equipped with seating and an umbrella for shade, surrounded by greenery and trees.
Guest house in Middleburg

18th Century Middleburg Cottage

5.0 out of 5 average rating, 140 reviews
Guest favourite
Flat in Bluemont

A Great Getaway — Foxglove Retreat

4.95 out of 5 average rating, 335 reviews
Top guest favourite
The exterior of a spacious two-story cabin is shown, surrounded by colorful autumn foliage. A stone pathway leads to the entrance, flanked by neatly landscaped greenery. The cabin features a large porch with multiple steps leading up to it, enhancing the rustic charm.
Farm stay in Haymarket

Entire 11 Acre MTN Estate & Farm, sleeps 15!

4.98 out of 5 average rating, 128 reviews
Top guest favourite
A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.
Cottage in Marshall

Garden Oasis outdoor entertainment at FrogPointe.

4.91 out of 5 average rating, 141 reviews
Top guest favourite
The charming exterior features a light-colored house with a metal roof, framed by well-kept greenery. A bold blue door provides an inviting entrance, while white window shutters accentuate the classic style of the home.
Cottage in Upperville

Cozy Country Getaway in the Heart of Upperville

4.9 out of 5 average rating, 108 reviews
Guest favourite
The entryway of the cottage is framed by neatly trimmed shrubbery and stone pathways. The front door, featuring glass panels, offers a welcoming view of the interior. The soft glow of evening light and the surrounding greenery enhance the inviting atmosphere.
Cottage in Middleburg

Waterfront Cottage at Goose Creek

4.94 out of 5 average rating, 238 reviews
Guest favourite
An aerial view captures a vibrant organic vegetable garden surrounded by a black wooden fence. The garden features neatly arranged raised beds filled with various plants, along with gravel pathways. A shaded seating area is visible, alongside a shed and open green space beyond.
Guest house in Middleburg

Fox Hill Barn Guest Cottage Retreat

4.95 out of 5 average rating, 101 reviews
Guest favourite
Barn in Middleburg

Middleburg Carriage House

4.93 out of 5 average rating, 228 reviews

Destinations to explore