Are there vacation rentals with a dedicated workspace in Leesburg?

Yes! Work meets play with ease at over 30 vacation rentals in Leesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Leesburg?

Four-legged friends are welcome in Leesburg. Choose from more than 20 vacation rentals for guests traveling with pets.

Do house rentals in Leesburg have wifi?

Absolutely! We offer over 40 house rentals with wifi in Leesburg. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Leesburg have a bbq area?

Absolutely! We offer over 10 house rentals with a bbq area in Leesburg. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Leesburg?

Leesburg has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for House Rentals in Leesburg?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

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Top-rated vacation rentals in Leesburg

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

Vacation home in Luray

4.83 out of 5 average rating, 119 reviews

★ Cozy Country Cabin ★ near Luray & hiking trails!

Looking for a unique, comfortable cabin in the woods near Luray, VA? The search ends with this 100-year-old renovated gem among the nature trails of Shenandoah National Park. With 2 bedrooms and 1 full bathroom, this cabin is perfect for nature-lovers, history-buffs, or family & friends that want to have a relaxing getaway in the Virginia countryside. Highlights: ★ Authentic vintage décor ★ Nearby rivers & paths ★ 10 min to Luray Caverns & Skyline Drive Keep Reading for Local recommendations

Guest favorite

Cabin in Luray

4.95 out of 5 average rating, 140 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

*Come in and relax in this tranquil, peaceful hideaway. *Newly renovated cabins on Shenandoah River. *100 feet riverfront on a 2 acre property *AC/heat, satellite Wifi, fresh linens, towels, DVDs, board games. *Full kitchen w/ utensils, microwave, toaster, K-cups. *Secluded, close tohiking, caverns, wineries, and river adventures.*Dog friendly (extra fee of $40/dog/stay and will be asked for after booking, not included in booking fees) ! *King-size bed in bedroom, queen sofa bed in living room.

Guest favorite

Place to stay in Berkeley Springs

5 out of 5 average rating, 11 reviews

Unique A Frame: Hot Tub, Fire Pit, Cold Plunge

Step into this luxurious 3BR 2BA, A-Frame cabin built in 2024 and nestled in the tranquil area of Berkeley Springs, WV. Lounge in the stylish and radiant interior, soak in the hot tub on the deck, or explore "America's First Spa" and many Appalachian attractions and landmarks! ✔ Deck w/Hot Tub ✔ Fire Pit ✔ Cold Plunge ✔ Outdoor Dining ✔ Green Egg ✔ 3 King Bedrooms ✔ Open Design Living + Loft ✔ Full Kitchen ✔ Office ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Community Pool, Tennis & Trails See more below!

Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 365 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Guest favorite

Cabin in Great Cacapon

4.9 out of 5 average rating, 176 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Superhost

Guesthouse in Middletown

4.89 out of 5 average rating, 37 reviews

Riverfront Oasis with Mountain Views, Near Town

A vacation rental should bring peace, beauty, and rest. We welcome you to our newly renovated rental that sits on 20 private riverfront acres on the Shenandoah, overlooking Signal Knob and the Massanutten. This one of the few rentals with a river frontage, a view of the mountains, and only 10 minutes from town. Highlights: -Private river access to tube, fish, enjoy the river, or kayak -Newly renovated and professionally designed interior space -Located on 20 acres, affording abundant privacy

Guest favorite

Cottage in Middletown

4.91 out of 5 average rating, 250 reviews

Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy cape in the ❤️ of Middletown, MD. Within walking distance to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife. Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

Guest favorite

Guesthouse in Stephens City

5 out of 5 average rating, 14 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

Breathtaking 360d views/Outdoor Tub/4 acres/Gym/<10min to Winchester Ideal for a couple, an independent guesthouse adjacent to the main house on 4-acre lot, completed in 2021. Full kitchen & gas fireplace w/access to gym & hot tub on the premises. Mountain and valley views all-round, front porch offers breathtaking sunset views while back porch features hot tub with 270 degree vistas of orchards, mountains, trees. * 3-bedroom/4 bath main house also available for rent, see Ventura Manor

Guest favorite

Cabin in Harpers Ferry

4.97 out of 5 average rating, 138 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Superhost

Cabin in Harpers Ferry

4.8 out of 5 average rating, 416 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Superhost

Cabin in Hedgesville

4.87 out of 5 average rating, 171 reviews

Stylish Retreat with Pool Access and Fire Pit

Experience a peaceful getaway at The Woods Resort. With an outdoor screened porch, a fire pit and a wood burning fireplace, you can comfortably enjoy this retreat in any season! With an additional fee you can enjoy access to two outdoor pools, an indoor pool with hot tub, tennis and pickle ball courts, a gym, and 36 holes of golf. Close to the Sleepy Creek WMA, public river access, Berkeley Springs and tons of hiking - enjoy the indoors or outdoors in any season.

Guest favorite

Home in Berkeley Springs

4.93 out of 5 average rating, 57 reviews

EVeNTS~Dec 6 Cocoa Crawl~Dec12-15 Christmas Market

WELCOME to TreeTOP Breeze, our guests favorite mountainside retreat! Homegrown Hospitality is proud to share our home at BerkeleySpringsWVVacations where our hospitality is truly WV Homegrown. This gem of a retreat has 4 amazing bedrooms, 4 Full baths on 2 private wooded acres with hiking trails, private hot tub, bumper pool table, and fireplace. ONLY 5 miles to downtown BERKELEY SPRINGS, WV. Americas #9 TOP Small town!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leesburg vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Leesburg's top sights

Leesburg Premium Outlets114 locals recommend

Wegmans78 locals recommend

King Street Oyster Bar58 locals recommend

Lightfoot Restaurant30 locals recommend

The Wine Kitchen30 locals recommend

Shoe's Cup and Cork21 locals recommend

Other great vacation rentals in Leesburg

Superhost

Home in Arlington

4.78 out of 5 average rating, 263 reviews

Newly renovated; mins to DC, airport, food, metro

Guest favorite

Home in Winchester

5 out of 5 average rating, 17 reviews

Great house 3 bedrooms, 3 beds

Guest favorite

Cabin in Berkeley Springs

5 out of 5 average rating, 23 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

Superhost

Home in Harpers Ferry

4.83 out of 5 average rating, 241 reviews

Larger Families, Hot tub, Campfire Ring, Rural

Guest favorite

Home in Arlington

4.97 out of 5 average rating, 86 reviews

Entire family size house steps to ANC & metro walk

Guest favorite

Condo in Bethesda

4.89 out of 5 average rating, 177 reviews

Bright 2br w amazing loc and view

Superhost

Home in Germantown

4.79 out of 5 average rating, 48 reviews

Sophia’s victorian

Guest favorite

Cottage in Front Royal

5 out of 5 average rating, 29 reviews

St. Anne's Cottage with peaceful farm views

Show all

Quick stats about vacation rentals in Leesburg

Total rentals
60 properties
Total number of reviews
3.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leesburg?
Yes! Work meets play with ease at over 30 vacation rentals in Leesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Leesburg?
Four-legged friends are welcome in Leesburg. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Leesburg have wifi?
Absolutely! We offer over 40 house rentals with wifi in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leesburg have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Leesburg?
Leesburg has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Leesburg?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

Top-rated vacation rentals in Leesburg

Vacation home in Luray

Cabin in Luray

Place to stay in Berkeley Springs

Cottage in Leesburg

Cabin in Great Cacapon

Guesthouse in Middletown

Cottage in Middletown

Guesthouse in Stephens City

Cabin in Harpers Ferry

Cabin in Harpers Ferry

Cabin in Hedgesville

Home in Berkeley Springs

Vacation rentals for every style

Cabins

Houses

Hotels

Popular amenities for Leesburg vacation rentals

Stay near Leesburg's top sights

Other great vacation rentals in Leesburg

Home in Arlington

Home in Winchester

Cabin in Berkeley Springs

Home in Harpers Ferry

Home in Arlington

Condo in Bethesda

Home in Germantown

Cottage in Front Royal

Quick stats about vacation rentals in Leesburg

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

Destinations to explore