Western Maryland holiday homes

We found 3,020 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Western Maryland

Showing deals for:20 Nov - 27 Nov

Bedroom 1
Kitchen
View from front porch
Sunroom
Exceptional
(48 reviews)

Firefly Hill - Renovated farmhouse with large backyard - sleeps 8

Jefferson

12% off
NZ$3,729
for 7 nights, 1 room
NZ$533 per night
includes taxes & fees
Firefly Hill - Renovated farmhouse with large backyard - sleeps 8
Exterior
Dining
Room
Interior
Exceptional
(48 reviews)

Discounted Rates/Back in Time/ Near Deep Creek Lake/No Cleaning or Amin Fees

Terra Alta

28% off
NZ$2,467
for 7 nights, 1 home
NZ$352 per night
includes taxes & fees
Discounted Rates/Back in Time/ Near Deep Creek Lake/No Cleaning or Amin Fees
Interior
Dining
Interior
Property grounds
Exceptional
(129 reviews)

Bavarian Style Country Home on 120 Acres of Fields and Forests

Hedgesville

8% off
NZ$3,197
for 7 nights, 1 home
NZ$457 per night
includes taxes & fees
Bavarian Style Country Home on 120 Acres of Fields and Forests
New 2nd kitchen in lower level
Interior
Dining
Upstairs bedroom with Queen bed and balcony overlooking the River
Exceptional
(20 reviews)

Rainbow Chalet, a River Front Home on Savage River near Deep Creek Lake

Swanton

8% off
NZ$5,500
for 7 nights, 1 chalet
NZ$786 per night
includes taxes & fees
Rainbow Chalet, a River Front Home on Savage River near Deep Creek Lake
Living area
Interior
Dining
Terrace/patio
Exceptional
(24 reviews)

The Cowbell - 3-bedroom farmhouse in charming Berkeley Springs

Berkeley Springs

12% off
NZ$4,021
for 7 nights, 1 home
NZ$574 per night
includes taxes & fees
The Cowbell - 3-bedroom farmhouse in charming Berkeley Springs
Exterior
Property grounds
Living area
Room
Exceptional
(116 reviews)

Myersville-Private 9 ac cabin on the Middle Creek, yet close to it all.

Myersville

8% off
NZ$1,748
for 7 nights, 1 cabin
NZ$250 per night
includes taxes & fees
Myersville-Private 9 ac cabin on the Middle Creek, yet close to it all.
Private kitchen
Outdoor dining
Room
Living area
Exceptional
(67 reviews)

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs

8% off
NZ$4,499
for 7 nights, 1 cabin
NZ$643 per night
includes taxes & fees
Dreamtime - Modern A-frame Cabin w/ Hot tub
Main deck doorway to screened porch.
Creek right below the property to explore!
Screened porch
Dining
Exceptional
(239 reviews)

Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

Hedgesville

8% off
NZ$2,671
for 7 nights, 1 cabin
NZ$382 per night
includes taxes & fees
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Interior
Interior
Room
Private kitchen
Wonderful
(27 reviews)

Lake House w/ Pool and King Bed, Fishing - Dogs OK

Hedgesville

7% off
NZ$3,728
for 7 nights, 1 home
NZ$533 per night
includes taxes & fees
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Interior
Private kitchen
Dining
Room
Exceptional
(35 reviews)

Oldtown Guesthouse

Oldtown

12% off
NZ$1,661
for 7 nights, 1 home
NZ$237 per night
includes taxes & fees
Oldtown Guesthouse
Pool
2nd Day-dreamer!
Private kitchen
Living area
Exceptional
(30 reviews)

VellaVue Luxury Estate: Private Indoor Pool, Sauna, Gym & Theater – Sleeps 20

Friendsville

8% off
NZ$16,744
for 7 nights, 1 home
NZ$2,392 per night
includes taxes & fees
VellaVue Luxury Estate: Private Indoor Pool, Sauna, Gym & Theater – Sleeps 20
aerial view of the house in  proximity to the lake
Spacious Deck Overlooking Lake
Main family room
Granite Top Island
Exceptional
(179 reviews)

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

McHenry

8% off
NZ$8,526
for 7 nights, 1 home
NZ$1,218 per night
includes taxes & fees
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
Living room
Living area
Property grounds
Living area
Exceptional
(8 reviews)

Mountain Hideaway/Central location/Nature lovers dream! Hot-tub, fire pit!

Oakland

7% off
NZ$4,752
for 7 nights, 1 cabin
NZ$679 per night
includes taxes & fees
Mountain Hideaway/Central location/Nature lovers dream! Hot-tub, fire pit!
Back of house with 2 large decks and a fabulous view!
Newly renovated kitchen, open living area and breathtaking views!
Large kitchen island
Main level living area with wall of windows
Exceptional
(26 reviews)

Great VIEWS! 10 mins to WISP, boat dock, hot tub, dog friendly, golf course.

Swanton

5% off
NZ$7,235
for 7 nights, 1 home
NZ$1,034 per night
includes taxes & fees
Great VIEWS! 10 mins to WISP, boat dock, hot tub, dog friendly, golf course.
Marina
Terrace/patio
Living area
Living area
Exceptional
(18 reviews)

Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock

Swanton

8% off
NZ$6,637
for 7 nights, 1 home
NZ$948 per night
includes taxes & fees
Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock
Living area
Living area
loft bedroom
Interior
Exceptional
(17 reviews)

Log Cabin with Hottub, EV charger, Game room

Great Cacapon

9% off
NZ$6,882
for 7 nights, 1 cabin
NZ$983 per night
includes taxes & fees
Log Cabin with Hottub, EV charger, Game room
Dining
Fire pit
Living area
Exterior
Exceptional
(8 reviews)

Escape from the City. House near Harpers Ferry

Knoxville

8% off
NZ$2,684
for 7 nights, 1 cottage
NZ$383 per night
includes taxes & fees
Escape from the City. House near Harpers Ferry
Outdoor spa tub
Living Room
Interior
Living area
Exceptional
(39 reviews)

Cozy Home w/ Theater, Hot Tub, Mtn Views

McHenry

8% off
NZ$2,820
for 7 nights, 1 cottage
NZ$403 per night
includes taxes & fees
Cozy Home w/ Theater, Hot Tub, Mtn Views
Exterior
Property grounds
Private kitchen
Interior
Excellent
(26 reviews)

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Berkeley Springs

7% off
NZ$2,297
for 7 nights, 1 cabin
NZ$328 per night
includes taxes & fees
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Open concept living/dining area with 75" Roku TV and skylights
Covered back porch from side door
Dining table for 8
full kitchen
Exceptional
(12 reviews)

Historic Church Revival: 4BR & Gathering Rm + Lg Porch, Firepit, EV + 2 dogs OK

Harpers Ferry

21% off
NZ$8,207
for 7 nights, 1 home
NZ$1,172 per night
includes taxes & fees
Historic Church Revival: 4BR & Gathering Rm + Lg Porch, Firepit, EV + 2 dogs OK
Room
Living area
Property grounds
Property grounds
Exceptional
(327 reviews)

Fox Hollow | Romantic Wooded Retreat w/ Fire Pit & Hot Tub

Berkeley Springs

12% off
NZ$4,118
for 7 nights, 1 cabin
NZ$588 per night
includes taxes & fees
Fox Hollow | Romantic Wooded Retreat w/ Fire Pit & Hot Tub
Casino
Property grounds
Property grounds
Private kitchen
Exceptional
(50 reviews)

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Sharpsburg

26% off
NZ$2,847
for 7 nights, 1 home
NZ$407 per night
includes taxes & fees
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Private kitchen
Property grounds
Interior
Interior
Exceptional
(52 reviews)

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Oakland

8% off
NZ$7,350
for 7 nights, 1 cottage
NZ$1,050 per night
includes taxes & fees
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Private kitchen
Living area
Dining
Interior
Exceptional
(12 reviews)

474, Your Mountain Getaway.

Keyser

8% off
NZ$3,548
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
474, Your Mountain Getaway.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The historical area of Western Maryland awaits your stay

Enjoy the history and other features of Western Maryland. Travellers to this scenic city praise the hiking, shopping and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Western Maryland

Are you hoping to discover attractions to see in the area? You'll be sure to enjoy Western Maryland for its hiking and cycling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Western Maryland a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Colonial Springs Spa (6.1 mi / 9.9 km)
  • Berkeley Springs Antique Mall (7.4 mi / 11.9 km)
  • Coolfont Spa and Wellness Center (7.4 mi / 11.9 km)
  • Hagerstown Speedway (17.8 mi / 28.7 km)
  • Whitetail Ski Resort (17.8 mi / 28.7 km)
  • Whitetail Golf Resort (19.3 mi / 31.1 km)

Exploring the natural features in Western Maryland

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Western Maryland. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Berkeley Springs State Park (7.3 mi / 11.8 km)
  • Cacapon Resort State Park (9.3 mi / 14.9 km)
  • Green Ridge State Forest (18 mi / 29 km)
  • Breezewood Proving Grounds (24.8 mi / 40 km)
  • Crystal Grottoes Caverns (25.1 mi / 40.4 km)
  • Greenbrier State Park (27.8 mi / 44.8 km)

How to get to and around Western Maryland

The nearest airport is in Hagerstown, MD (HGR-Hagerstown Regional), located 24.7 mi (39.8 km) from the city centre.

If you prefer to travel by train, Martinsburg Station, Allegany College Bus Stop and Cumberland Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Western Maryland when booking a holiday home?
If you're visiting Western Maryland, McHenry is regarded as one of the most sought-after areas to book a holiday home. While here, keep busy by touring leading attractions like Wisp Resort and Funland.
What is the most popular type of holiday home accommodation in Western Maryland?
The most in-demand types of holiday homes in Western Maryland are houses. Want something different? Bookabach has many options to match our guests' unique needs, so you'll see properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Western Maryland?
A range of things can affect what you'll pay for a holiday home in Western Maryland, such as the time of year, length of stay and property type. But, all of our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Western Maryland?
When you travel and the style and size of the property will determine the cost of your beachside escape. Type in your Western Maryland travel dates to see all your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use the filters to choose the features and amenities you want.
What are popular home amenities in Western Maryland?
When it comes to home amenities that guests prefer in Western Maryland, off-street parking options, a microwave oven and a fridge are the most popular. With Bookabach holiday homes, you'll discover options to fit your style and taste, whether you're going on a holiday with friends, family or even pets.
Are there large group holiday homes in Western Maryland?
There are 834 holiday homes in Western Maryland that can host a group of 10 or more people. Whether you're organising a holiday with extended family or some kind of special event, there's enough space to get your loved ones together under one roof.
Can I find two-bedroom holiday homes in Western Maryland?
Select from 204 two-bedroom homes in Western Maryland. Settle the kids into the second room or maybe fill it with a couple of your besties. There's a comfy spot for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Western Maryland?
Whether you want to keep up with the latest headlines, write a few emails or surf your social networks, there are 833 holiday homes with WiFi in Western Maryland. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How old do you have to be to rent a holiday home in Western Maryland?
The minimum age is generally 16, 18 or 21. It can differ across properties on Bookabach, so check the rules of your preferred Western Maryland holiday home before booking.
How long can I rent a holiday home in Western Maryland for?
The amount of time you can stay in a Western Maryland holiday home for is down to each property. Simply tap in your dates of travel to view options offering extended stays. They include all the things you need to make your extended trip more comfortable and convenient, like kitchens and backyards. Some Bookabach holiday properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.