Western Maryland holiday rentals

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

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

Firefly Hill - Renovated farmhouse with large backyard - sleeps 8

Jefferson

12% off
AU$3,089
for 7 nights, 1 room
AU$441 per night
includes taxes & fees
Firefly Hill - Renovated farmhouse with large backyard - sleeps 8
Terrace/patio
Dining
Room
Exterior
Exceptional
(48 reviews)

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

Terra Alta

27% off
AU$2,091
for 7 nights, 1 home
AU$299 per night
includes taxes & fees
Discounted Rates/Back in Time/ Near Deep Creek Lake/No Cleaning or Amin Fees
Interior
Dining
Exterior
Interior
Exceptional
(129 reviews)

Bavarian Style Country Home on 120 Acres of Fields and Forests

Hedgesville

8% off
AU$2,670
for 7 nights, 1 home
AU$381 per night
includes taxes & fees
Bavarian Style Country Home on 120 Acres of Fields and Forests
Dining
Interior
New 2nd kitchen in lower level
Laundry Room
Exceptional
(20 reviews)

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

Swanton

8% off
AU$4,477
for 7 nights, 1 chalet
AU$640 per night
includes taxes & fees
Rainbow Chalet, a River Front Home on Savage River near Deep Creek Lake
Dining
Interior
Private kitchen
Living area
Exceptional
(24 reviews)

The Cowbell - 3-bedroom farmhouse in charming Berkeley Springs

Berkeley Springs

12% off
AU$3,334
for 7 nights, 1 home
AU$476 per night
includes taxes & fees
The Cowbell - 3-bedroom farmhouse in charming Berkeley Springs
Living area
Property grounds
Exterior
Room
Exceptional
(116 reviews)

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

Myersville

8% off
AU$1,450
for 7 nights, 1 cabin
AU$207 per night
includes taxes & fees
Myersville-Private 9 ac cabin on the Middle Creek, yet close to it all.
Living area
Outdoor dining
Room
Living area
Exceptional
(67 reviews)

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs

8% off
AU$3,660
for 7 nights, 1 cabin
AU$523 per night
includes taxes & fees
Dreamtime - Modern A-frame Cabin w/ Hot tub
Screened porch
Creek right below the property to explore!
Main deck doorway to screened porch.
Dining
Exceptional
(239 reviews)

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

Hedgesville

8% off
AU$2,261
for 7 nights, 1 cabin
AU$323 per night
includes taxes & fees
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Private kitchen
Interior
Interior
Room
Wonderful
(27 reviews)

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

Hedgesville

7% off
AU$3,091
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Living area
Private kitchen
Dining
Interior
Exceptional
(35 reviews)

Oldtown Guesthouse

Oldtown

12% off
AU$1,375
for 7 nights, 1 home
AU$196 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
AU$13,961
for 7 nights, 1 home
AU$1,994 per night
includes taxes & fees
VellaVue Luxury Estate: Private Indoor Pool, Sauna, Gym & Theater – Sleeps 20
Main family room
Spacious Deck Overlooking Lake
aerial view of the house in  proximity to the lake
Granite Top Island
Exceptional
(179 reviews)

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

McHenry

8% off
AU$6,968
for 7 nights, 1 home
AU$995 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

8% off
AU$3,869
for 7 nights, 1 cabin
AU$553 per night
includes taxes & fees
Mountain Hideaway/Central location/Nature lovers dream! Hot-tub, fire pit!
Large kitchen island
Newly renovated kitchen, open living area and breathtaking views!
Main level living area with wall of windows
Downstairs living area with wet bar, TV, gas fireplace
Exceptional
(26 reviews)

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

Swanton

5% off
AU$5,948
for 7 nights, 1 home
AU$850 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
AU$5,443
for 7 nights, 1 home
AU$778 per night
includes taxes & fees
Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock
Living area
Living area
Interior
loft bedroom
Exceptional
(17 reviews)

Log Cabin with Hottub, EV charger, Game room

Great Cacapon

10% off
AU$5,646
for 7 nights, 1 cabin
AU$807 per night
includes taxes & fees
Log Cabin with Hottub, EV charger, Game room
Outdoor spa tub
Living Room
Living area
Theater Room
Exceptional
(39 reviews)

Cozy Home w/ Theater, Hot Tub, Mtn Views

McHenry

8% off
AU$2,358
for 7 nights, 1 cottage
AU$337 per night
includes taxes & fees
Cozy Home w/ Theater, Hot Tub, Mtn Views
Private kitchen
Fire pit
Dining
Living area
Exceptional
(8 reviews)

Escape from the City. House near Harpers Ferry

Knoxville

8% off
AU$2,221
for 7 nights, 1 cottage
AU$317 per night
includes taxes & fees
Escape from the City. House near Harpers Ferry
Private kitchen
Property grounds
Room
Interior
Excellent
(26 reviews)

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

Berkeley Springs

7% off
AU$1,947
for 7 nights, 1 cabin
AU$278 per night
includes taxes & fees
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Dining table for 8
Covered back porch from side door
full kitchen
Open concept living/dining area with 75" Roku TV and skylights
Exceptional
(12 reviews)

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

Harpers Ferry

21% off
AU$6,799
for 7 nights, 1 home
AU$971 per night
includes taxes & fees
Historic Church Revival: 4BR & Gathering Rm + Lg Porch, Firepit, EV + 2 dogs OK
Property grounds
Living area
Property grounds
Dining
Exceptional
(327 reviews)

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

Berkeley Springs

12% off
AU$3,415
for 7 nights, 1 cabin
AU$488 per night
includes taxes & fees
Fox Hollow | Romantic Wooded Retreat w/ Fire Pit & Hot Tub
Property grounds
Property grounds
Dining
Casino
Exceptional
(50 reviews)

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

Sharpsburg

26% off
AU$2,357
for 7 nights, 1 home
AU$337 per night
includes taxes & fees
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Private kitchen
Property grounds
Dining
Interior
Exceptional
(52 reviews)

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

Oakland

9% off
AU$6,042
for 7 nights, 1 cottage
AU$863 per night
includes taxes & fees
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Dining
Living area
Interior
Private kitchen
Exceptional
(12 reviews)

474, Your Mountain Getaway.

Keyser

8% off
AU$2,965
for 7 nights, 1 home
AU$424 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? Stayz 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 Stayz. 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 Stayz 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 Stayz 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 Stayz, 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 Stayz holiday properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.