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Pet-friendly holiday rentals in Leesburg

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Leesburg

  • Total holiday rentals

    Explore 30 holiday rentals in Leesburg

  • Nightly prices starting at

    Leesburg holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Leesburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leesburg rentals

  • 4.9 Average rating

    Leesburg stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Leesburg

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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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.

Outdoor spacesWalkabilityLong stay

4.9 out of 5 average rating, 163 reviews
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.

WalkabilityPetsCheckout

4.98 out of 5 average rating, 165 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.

PetsOutdoor spacesHospitality

4.99 out of 5 average rating, 152 reviews
Top Guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.
Apartment in Sterling

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

PetsAmenitiesValue

4.99 out of 5 average rating, 128 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.
Guesthouse 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.

AmenitiesHospitalityWi-Fi

4.82 out of 5 average rating, 113 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

WalkabilityOutdoor spacesNearby

4.98 out of 5 average rating, 188 reviews
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

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Outdoor spacesPetsLong stay

4.97 out of 5 average rating, 143 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.

WalkabilityPetsBreakfast

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.

Outdoor spacesPetsAccuracy

4.99 out of 5 average rating, 129 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.

Outdoor spacesPetsSleep quality

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.

WalkabilityPetsBarbecue

4.92 out of 5 average rating, 407 reviews
Top Guest favourite
The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.
Home in Purcellville

Whole House -Seven Elms Farm B&B

Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

PetsOutdoor spacesCleanliness

4.99 out of 5 average rating, 345 reviews

Popular amenities for Leesburg pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favourite
A fenced backyard features a wooden deck with two lounge chairs positioned nearby a circular stone fire pit. Potted plants add greenery to the setting, while string lights hang overhead, creating a relaxed ambiance. A Jacuzzi hot tub is visible in the background.
Home in Leesburg

NEW! Private Home w/HotTub

WalkabilityOutdoor spacesAccess

4.85 out of 5 average rating, 119 reviews
Guest favourite
An open-concept living space showcases a brown leather sofa and a dining area with a wood table. A billiards table is positioned in the center, with overhead lighting illuminating the room. Large windows are adorned with sheer curtains, allowing natural light to fill the space.
Home in Sterling

Stylish & Spacious House by Dulles Airport

WalkabilityPetsParking

4.83 out of 5 average rating, 177 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

WalkabilityOutdoor spacesComfort

4.95 out of 5 average rating, 123 reviews
Top Guest favourite
A spacious sitting room features hardwood flooring and large windows allowing natural light. A stone fireplace serves as a focal point, complemented by built-in shelving. A dark sofa with decorative pillows and an accent chair enhance the cozy ambiance, while a patterned rug adds texture.
Home in Purcellville

WILD HARE COTTAGE king bed

WalkabilityPetsBathroom

4.97 out of 5 average rating, 212 reviews
Guest favourite
A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.
Home in Lovettsville

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

PetsOutdoor spacesCheckout

4.87 out of 5 average rating, 142 reviews
Guest favourite
A modern living area features a sectional sofa in soft tones, complemented by a coffee table with decorative items. A large television is mounted on a textured wall, and a dining area with a table and chairs is visible in the background. Natural light enters through expansive glass doors.
Home in Oakton

Quiet Luxury Home - Modern - King - 20 Min from DC

Outdoor spacesPetsGetting around

4.94 out of 5 average rating, 184 reviews
Guest favourite
A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.
Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

Outdoor spacesPetsHot tub

4.93 out of 5 average rating, 778 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

WalkabilityPetsBarbecue

4.96 out of 5 average rating, 217 reviews

Pet-friendly home rentals with a pool

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

WalkabilityOutdoor spacesFamily

4.98 out of 5 average rating, 241 reviews
Top Guest favourite
An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.
Cabin in Bluemont

Rustic Blue Ridge Cabins

WalkabilityOutdoor spacesGetting around

4.99 out of 5 average rating, 635 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!

PetsWalkabilityHospitality

4.95 out of 5 average rating, 288 reviews
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!

WalkabilityPetsCondition

4.97 out of 5 average rating, 102 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

PetsWalkabilityIndoor spaces

4.81 out of 5 average rating, 244 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

WalkabilityOutdoor spacesAccuracy

4.89 out of 5 average rating, 235 reviews
Top Guest favourite
A spacious pool area features a heated in-ground pool and spa surrounded by lounge chairs. A well-maintained lawn and shaded seating areas complement the outdoor space, while a house is visible in the background, nestled among the trees.
Home in Marshall

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

WalkabilityOutdoor spacesWi-Fi

4.94 out of 5 average rating, 147 reviews
Top Guest favourite
A warm interior features a spacious bed dressed in a rich, burgundy coverlet, complemented by wooden wall panels and exposed beams. A cozy seating area is provided next to the bed, with light streaming in from a window adorned with wooden shutters.
Cabin in Delaplane

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Outdoor spacesPetsDecor

5.0 out of 5 average rating, 156 reviews

Private, pet-friendly home rentals

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

PetsWalkabilityHeating

4.97 out of 5 average rating, 114 reviews
Guest favourite
Cabin in Harpers Ferry

Mountain Luxury - Hot Tub, Amazing Views & More!

PetsOutdoor spacesIndoor spaces

4.92 out of 5 average rating, 132 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

PetsOutdoor spacesFamily

4.94 out of 5 average rating, 289 reviews
Guest favourite
Apartment in Bluemont

A Great Getaway — Foxglove Retreat

Outdoor spacesPetsCheckout

4.95 out of 5 average rating, 335 reviews
Guest favourite
An inviting living space features a cozy couch beside a wooden coffee table. Large windows with views of the forest enhance natural light. The kitchen area is equipped with essential appliances, while a rustic wood wall adds warmth to the atmosphere.
Treehouse in Waterford

Tranquil Treehouse

PetsWalkabilityLayout

4.94 out of 5 average rating, 680 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!

Outdoor spacesPetsAccuracy

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
Cabin in Front Royal

Mountaintop Retreat with Wood Fired Hot Tub

WalkabilityOutdoor spacesKitchen

4.99 out of 5 average rating, 455 reviews
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.
Guesthouse in Middleburg

18th Century Middleburg Cottage

Outdoor spacesPetsDecor

5.0 out of 5 average rating, 140 reviews

When is the best time to visit Leesburg?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$220 AUD$210 AUD$288 AUD$323 AUD$358 AUD$399 AUD$239 AUD$235 AUD$234 AUD$220 AUD$238 AUD$228 AUD
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