Book Holiday Homes in Gerrardstown

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Gerrardstown

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry
The price is AU$662 per night from 5 Nov to 6 Nov
AU$662
5 Nov - 6 Nov
includes taxes & fees
With a stay at this vacation home in Harpers Ferry, you'll be in the mountains, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah ...
Opens in a new windowCharming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Renovated Farmhouse located near the C and O Canal

Renovated Farmhouse located near the C and O Canal

Hancock
With a stay at this vacation home in Hancock, you'll be within a 5-minute drive of Chesapeake and Ohio Canal and Potomac River.
Opens in a new windowRenovated Farmhouse located near the C and O Canal
Secluded 3-bedroom, 2-loft lakefront house in private Sleepy Hollow community.

Secluded 3-bedroom, 2-loft lakefront house in private Sleepy Hollow community.

Hedgesville, WV
With a stay at this vacation home in Hedgesville (Sleepy Hollow), you'll be a 1-minute drive from Sleepy Creek Wildlife Management Area and 9 minutes from The ...
Opens in a new windowSecluded 3-bedroom, 2-loft lakefront house in private Sleepy Hollow community.
Save an average of 15% on thousands of hotels when you're signed in
Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill

Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill

Hedgesville
With a stay at this vacation home in Hedgesville (The Woods), you'll be a 4-minute drive from Sleepy Creek Wildlife Management Area and 5 minutes from The Woods ...
Opens in a new windowWoods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill
Upscale Harpers Ferry Getaway

Upscale Harpers Ferry Getaway

2 out of 5
Harpers Ferry, WV
Located in Harpers Ferry, this vacation home is within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town ...
Opens in a new windowUpscale Harpers Ferry Getaway
Primitive Cozy off grid tiny home with Starlink

Primitive Cozy off grid tiny home with Starlink

Great Cacapon
The price is AU$287 per night from 8 Nov to 9 Nov
AU$287
8 Nov - 9 Nov
includes taxes & fees
When you stay at this cabin in Great Cacapon, you'll be on a river and 6 minutes by car from Sideling Hill Wildlife Management Area.
Opens in a new windowPrimitive Cozy off grid tiny home with Starlink
Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Harpers Ferry
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Shannondale Springs Wildlife Management Area and within a 5-minute drive of ...
Opens in a new windowCozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people
Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry

Harpers Ferry
The price is AU$527 per night from 11 Nov to 12 Nov
AU$527
11 Nov - 12 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Harpers Ferry, a 1-minute drive from Harpers Ferry National Historical Park and 11 minutes ...
Opens in a new windowEnchanting Cottage, walk to Downtown Harpers Ferry
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Harpers Ferry
With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Potomac River.
Opens in a new windowRiverside cottage, minutes from historic Harpers Ferry! Private river access!
Don't see what you're looking for?
See all available properties in Gerrardstown
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Gerrardstown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gerrardstown vacation homes are the perfect way for you to wing it.

Holiday houses in Gerrardstown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gerrardstown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gerrardstown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gerrardstown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gerrardstown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gerrardstown Holiday Homes essential information

Accommodation
275 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$662
Popular accommodation
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Renovated Farmhouse located near the C and O Canal, Secluded 3-bedroom, 2-loft lakefront house in private Sleepy Hollow community., Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill, Upscale Harpers Ferry Getaway, Primitive Cozy off grid tiny home with Starlink, Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people, Enchanting Cottage, walk to Downtown Harpers Ferry, Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Top trending hotels in Gerrardstown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 5 Nov to 6 Nov
AU$115
5 Nov - 6 Nov
includes taxes & fees
With a stay at Travelodge by Wyndham Winchester in Winchester, you'll be within a 10-minute walk of Valley Health and Shenandoah University.
Opens in a new windowTravelodge by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 1 Dec to 2 Dec
AU$177
1 Dec - 2 Dec
includes taxes & fees
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs
The price is AU$589 per night from 3 Dec to 4 Dec
AU$589
3 Dec - 4 Dec
includes taxes & fees
When you stay at this cabin in Berkeley Springs, you'll be in the mountains, within a 5-minute drive of Cacapon Resort State Park and Frog Valley Artisans, ...
Opens in a new windowDreamtime - Modern A-frame Cabin w/ Hot tub
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 21 Nov to 22 Nov
AU$168
21 Nov - 22 Nov
includes taxes & fees
Located in Winchester, Comfort Inn & Suites Winchester is in a shopping district, a 3-minute drive from Appleland Sports Center and 6 minutes from The Kernstown ...
Opens in a new windowComfort Inn & Suites Winchester
Don't see what you're looking for?
See all available properties in Gerrardstown
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.