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Family-friendly vacation rentals in Leesburg

Find and book unique family-friendly homes on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leesburg family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite
The exterior of the estate is shown, featuring a two-story structure with a blend of light-colored siding and warm accents. A spacious patio area is visible, surrounded by landscaped greenery. Outdoor seating and dining areas are arranged for relaxation and social gatherings.
Vacation home in Leesburg
4.92 out of 5 average rating, 133 reviews

Luxury Private Estate Mins to Winery /Brewery

Top guest favorite
The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.
Guesthouse in Hamilton
4.99 out of 5 average rating, 153 reviews

Trailside Chalet (A storybook chalet with hot tub)

Top guest favorite
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
5 out of 5 average rating, 144 reviews

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Guest favorite
An aerial view captures the expansive 10-acre property alongside the Potomac River, surrounded by lush greenery and rolling hills. The home is positioned centrally within the landscape, with the river glistening in the distance and wooded areas enhancing the natural setting.
Home in Leesburg
4.97 out of 5 average rating, 122 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Top guest favorite
A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.
Cabin in Front Royal
4.95 out of 5 average rating, 240 reviews

The Wizard's Chalet • Cozy nature escape • Hot Tub

Guest favorite
The interior features a festive living area with a reflective mirror and decorated Christmas tree, accompanied by a cozy fireplace. An outdoor deck showcases inviting seating areas and a porch swing, while a hot tub offers relaxation. Three friendly alpacas graze nearby, adding to the rustic charm.
Place to stay in Nokesville
4.97 out of 5 average rating, 309 reviews

Fall foliage, Alpaca Views + Hot Tub Getaway

Superhost
A hot tub is framed by lush greenery, with a serene pond visible in the background. The surrounding area features a well-maintained lawn and mature trees, providing a tranquil setting for relaxation. The scene captures the peacefulness of nature.
Cabin in Harpers Ferry
4.91 out of 5 average rating, 118 reviews

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

Top guest favorite
A cozy cape cod house is framed by colorful autumn foliage, with vibrant flowers in the foreground. Lush greenery and manicured shrubs surround the property, creating a serene outdoor space. Fallen leaves blanket the lawn, contributing to the seasonal landscape.
Home in Shepherdstown
4.95 out of 5 average rating, 105 reviews

LeLe’s Landing: Come take a Scrabble Sabbatical

Family- and pet-friendly home rentals

Guest favorite
The image presents a bird's-eye view of a bungalow surrounded by lush greenery and vibrant flowering trees. A well-maintained driveway leads to the home, enhancing the peaceful setting in a wooded area. The property is situated amidst rolling hills, offering a serene atmosphere.
Cottage in Leesburg
4.97 out of 5 average rating, 104 reviews

Hilltop Cottage @ Shiloh

Guest favorite
The spacious apartment features a cozy sleeping area with a comfortable bed, a dining table set for two, and a sitting area with armchairs. Natural light enters through large windows, illuminating the inviting space with wooden flooring.
Farm stay in Middleburg
4.91 out of 5 average rating, 139 reviews

Self-contained apartment on Organic vegetable farm

Top guest favorite
A scenic pathway meanders through lush green fields, bordered by vibrant white hydrangeas. In the distance, a dark-colored house is framed by trees against a blue sky. The image captures the tranquil beauty of the surrounding landscape.
Guest suite in Bealeton
4.97 out of 5 average rating, 264 reviews

Hydrangea House - A Bright and Peaceful Farm Stay

Top guest favorite
Delicate white flowers bloom on branches, contrasting with the brown siding of the historic house. The background reveals a green door and two windows, allowing glimpses of the home’s rustic charm. The scene captures the tranquility of the surroundings, marked by budding magnolia blossoms.
Apartment in Burkittsville
4.98 out of 5 average rating, 124 reviews

Charming Burkittsville 1747 Home

Top guest favorite
Home in Purcellville
4.99 out of 5 average rating, 320 reviews

Whole House -Seven Elms Farm B&B

Top guest favorite
The exterior of the cottage showcases a charming facade with a gabled roof and decorative trim. Lush green landscaping and colorful flowers surround the entrance, providing a welcoming atmosphere. A small porch can be seen, inviting guests to enjoy the surroundings.
Farm stay in Aldie
4.97 out of 5 average rating, 113 reviews

Charming Cottage On Horse Farm Middleburg Area

Guest favorite
An outdoor dining table is set with plates, glasses, and a bottle of wine. A vibrant fruit bowl is at the center, surrounded by colorful napkins. A black and white dog is resting beneath the table, while greenery and the stone cabin are visible in the background.
Cottage in Purcellville
4.84 out of 5 average rating, 223 reviews

Stone School House - Minutes from Harper's Ferry

Guest favorite
A cozy porch area features natural wood beams and a spacious of wicker seating arrangement. A rug with geometric patterns is laid on the wooden floor. A small round table and decorative items add charm, with snow visible outside the windows.
Apartment in Marshall
4.95 out of 5 average rating, 152 reviews

The Lodge at Turkey Creek

Family-friendly home rentals with a pool

Top guest favorite
The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.
Cabin in Hedgesville
5 out of 5 average rating, 100 reviews

Cozy A-Frame Cabin In The Woods

Top guest favorite
A large, welcoming two-story home is surrounded by well-maintained hedges and green lawns. The front porch features black shutters and multiple windows, contributing to the home's charm. Lush trees provide shade and natural beauty to the inviting outdoor space.
Home in Adamstown
4.97 out of 5 average rating, 119 reviews

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Guest favorite
A landscaped backyard features a patio table with an orange umbrella and four chairs. Sunlight filters through the trees, illuminating the area. A path leads to a wooded setting, with autumn leaves scattered on the ground, creating a serene atmosphere.
Home in Reston
4.93 out of 5 average rating, 106 reviews

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Top guest favorite
A spacious pool area is framed by carefully landscaped greenery and stone paving. Beyond the pool, expansive fields dotted with trees and a charming barn are visible. Fencing lines the property, contributing to the serene rural setting.
Farm stay in Purcellville
4.98 out of 5 average rating, 197 reviews

The Hunt Box @ Tally Yo Farm

Guest favorite
A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.
Cabin in Hedgesville
4.95 out of 5 average rating, 137 reviews

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Superhost
A cozy sleeping area is presented with a spacious bed dressed in soft, light-colored bedding. Two bedside lamps provide warm illumination, complementing the neutral tones of the walls. A small side table and a wooden accent table are positioned beside the bed.
Guest suite in Oakton
4.8 out of 5 average rating, 133 reviews

N. Virginia convenience to DC and Old town Vienna

Top guest favorite
A serene pool area is presented with glistening water reflecting the vibrant colors of a setting sun. Lush greenery surrounds the space, while comfortable seating is positioned on a wooden deck, creating an inviting atmosphere for relaxation and enjoying the scenic valley views.
Apartment in Bluemont
4.95 out of 5 average rating, 312 reviews

A Great Getaway — Foxglove Retreat

Top guest favorite
A serene swimming pool is illuminated by soft lighting, surrounded by trees. Lounge chairs are positioned beside the pool, offering a tranquil space for relaxation in the evening ambiance. The mid-century modern guesthouse is partially visible among the foliage, enhancing the secluded atmosphere.
Guesthouse in Highland
4.98 out of 5 average rating, 295 reviews

Woodland Retreat

Quick stats about vacation rentals that are family-friendly in Leesburg

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore