Chewsville Vacation Rentals

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Vacation Rentals in Chewsville

Sprawling 9‑BR Mountaintop Oasis- BlueRidge Views

Waynesboro PA

With a stay at this vacation home in Waynesboro, you'll be within a 15-minute drive of Liberty Mountain Ski Resort and Monterey Pass Battlefield Museum.

Air conditioning

Parking available

BEST LOCATION: Historic Shepherdstown Getaway

Shepherdstown WV

A stay at this vacation home places you in the heart of Shepherdstown, steps from Shepherdstown Opera House and 2 minutes by foot from Shepherd University.

Kitchen

Washer

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

Middletown MD

$216 nightly

$229 total

Dec 10 - Dec 11

Total with taxes and fees

When you stay at this vacation home in Middletown, you'll be within a 10-minute drive of Orchid Cellar Winery and Willow Oaks Craft Cider and Wine.

Kitchen

Washer

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Rohrersville MD

$400 nightly

$424 total

Dec 16 - Dec 17

Total with taxes and fees

With a stay at this vacation home in Rohrersville, you'll be within a 5-minute drive of Big Cork Vineyards and South Mountain State Park.

Air conditioning

Outdoor Space

Easy Self Check-in 4BR Escape • Prime Walkable Location • Dining & Shops Nearby

Frederick MD

$328 nightly

$348 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Frederick, this vacation home is within a 15-minute walk of Fort Detrick and Hood College.

Kitchen

Washer

The Mountains Chalet in Private Rural Environment

Fairfield PA

With a stay at this vacation home in Fairfield, you'll be in the mountains, within a 5-minute drive of Liberty Mountain Ski Resort and Carroll Valley Resort Golf Courses.

Hot Tub

Kitchen

-Hot Tub- @ Retreat near Gettysburg & Liberty Mtn Resort

Fairfield PA

With a stay at this vacation home in Fairfield, you'll be in the mountains, within a 5-minute drive of Liberty Mountain Ski Resort and Carroll Valley Resort Golf Courses.

Hot Tub

Kitchen

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg MD

A stay at this vacation home places you in the heart of Sharpsburg, within a 15-minute walk of Tolson's Chapel and Antietam National Cemetery.

Kitchen

Washer

3-bedroom townhome in charming Hagerstown with AC, WiFi

Hagerstown MD

$203 nightly

$215 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Hagerstown, you'll be within a 15-minute walk of Discovery Station at Hagerstown Inc. and Meritus Park.

Air conditioning

Parking available

Exclusive Wooded Chalet w Magnificent River Views

Shepherdstown WV

$499 nightly

$544 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this vacation home in Shepherdstown, you'll be steps from Potomac River and a 1-minute drive from Chesapeake and Ohio Canal.

Kitchen

Washer

Welcome to this patch of serenity on the river's edge, to this hideaway.

Shepherdstown WV

Located in Shepherdstown, this vacation home is on the waterfront, within a 15-minute drive of Potomac River and Shepherdstown Museum.

Kitchen

Washer

Spectacular 4-bedroom house in Whitetail Resort

Mercersburg PA

With a stay at this vacation home in Mercersburg, you'll be within a 5-minute walk of Whitetail Ski Resort and Sidewinder.

Pool

Hot Tub

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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.