Western Maryland 4+ bedroom Vacation Rentals, Homes & More - 223 Rentals Available.
223 Vacation rentals
Filters applied: 4+ Bedrooms
Divided Sky-Pet Friendly!
Oakland Chalet
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 14 14
- 2 nights min
- Nearest beach 11 mi
- Child friendly
- Air conditioning
$200
from $200 / night
Lake Access Chalet-W/Slip and Fire Pit
Swanton Chalet
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$275
from $275 / night
DCL@Creekside #9-3rd Night FREE!
Oakland Townhouse
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 4 mi
- Child friendly
$200
from $200 / night
Chateau of Dreams-Lake Access!
McHenry House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- 2 nights min
- Nearest beach 16 mi
- Child friendly
- Air conditioning
$226
from $226 / night
$284
from $284 / night
Mountain majesty comes to life at Changes in Altitude! Sapphire skies, slopeside views, and winter flurries converge in this stylish ski chalet atop Wisp Mountain!
McHenry House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$199
from $199 / night
Colorful and casual, Scandinavian Retreat is a rustic cottage with lots of charm! This home’s quiet cove setting will make you think you are in heaven!
Swanton House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
- Pet friendly
$224
from $224 / night
Be sure to pack your “Ski Boots ‘N Bathing Suits”- at this house, you’ll need them! Get dressed- the lake is right behind you and the slopes around the bend.
McHenry House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$266
from $266 / night
It’s the comfortable feel of a traditional lake cabin, but with the space and decor of a modern home. You’ll leave your cares behind at Bearfoot Lodge.
Oakland House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$128
from $128 / night
When you stay at Providence at Penn Cove, you get to experience all the welcoming comforts of home with all the exhilaration of a regal Deep Creek retreat!
Oakland House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 11 11
- 7 nights min
- Child friendly
$224
from $224 / night
The surroundings are as serene as your hopes are high at Great Expectations, where the comforts of home are delivered side-by-side with the splendor of nature.
Swanton House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$276
from $276 / night
Classically cool, Kathleen’s Crossing’s sophisticated yellow and cream hues, glittering chandeliers, and lovely floral textiles bring cottage chic to Deep Creek.
Swanton House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$419
from $419 / night
The bright glow of wood, hearty stone fireplaces and streaming sunlight of Quiet Splendor help to transform this cozy chalet into the ideal lakeside escape.
McHenry House
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
$435
from $435 / night
As soon as you pull up, the stage is set at Lake Shore Lodge, where the only thing that could possibly meet the grand standards of the inside is the outside!
Oakland House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
$371
from $371 / night
Seclusion is yours under the tall timbers and cedar canopies of Majestic Lodge. With so much to offer, this comfortable den is ready to be your wildwood oasis.
McHenry House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 25 25
- 7 nights min
- Child friendly
- Pet friendly
$651
from $651 / night
Curb appeal alert! The vaulted log beams and abundant greens surrounding Peak of Perfection make for one pretty sight. And did we mention the curbside basketball court?
McHenry House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
- Pet friendly
$409
from $409 / night
Located on 417 feet of gently sloping lakefront, the irresistible appeal of Southern Comfort will draw you right down to the water’s edge to pass the day by.
Oakland House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
- Pet friendly
$329
from $329 / night
Cedar Lodge expertly crafts together the quintessential ski-lodge experience in a medley of community-style spaces, vaulted ceilings, and wooden accents.
Oakland House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
- Pet friendly
$224
from $224 / night
The storybook setting of Dream Come True is a fertile green wonderland where whispering oaks and mountain laurel vistas flood in through wide windows.
McHenry House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
$285
from $285 / night
Rustic charm? Meet luxury amenities! Sun or snow, autumn or spring, Wilderness Lodge is an elegant woodlands retreat sure to keep you coming back for more.
McHenry House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$255
from $255 / night
Do you believe in love at first sight? You will at Lake ‘N Logs! You’ll adore the spectacular vaulted ceilings, top-of-the-line upgrades, and stately furnishings!
Swanton House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$386
from $386 / night
Hitting all the right notes, Summer Song was recently remodeled to bring a symphony of wood and stone to life. This vacation home weaves one enchanting song!
Oakland House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$294
from $294 / night
The quaint and tranquil setting of this lakefront utopia follows you indoors at Mountain Refuge, where the ever-changing foliage meets light and airy spaces.
McHenry House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$355
from $355 / night
Boulder Lodge is truly the home for every vacationer, blessed with ample perks that please. This ski in/ski out property keeps fun right at your fingertips!
McHenry House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 18 18
- 7 nights min
- Child friendly
$661
from $661 / night
What’s better than stargazing and bonfires? Jumping off the dock and drying in the sun? Let Mountain Joy reassure you- there is nothing more spectacular.
McHenry House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 13 13
- 7 nights min
- Child friendly
- Pet friendly
$285
from $285 / night
Set the mood for serenity in Sunset View! This home is an architect’s delight with an array of spectacular angles, alcoves, and floor-to-ceiling windows!
Swanton House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$305
from $305 / night
Embodying all the ideals of the modern lake home, Tees-n-Skis delights with top-of-the-line furnishings and a favorable location among a picturesque little community.
Oakland House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$194
from $194 / night
Where can you find all the comforts of home with all the extravagant perks of a mountain lake vacation? At Ritz on the Lake you’ll find all that and more.
Oakland House
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 26 26
- 7 nights min
- Child friendly
$808
from $808 / night
Cameron Station is a beautiful mountaintop hideaway, perfect for an escape any season. Warm yourself by the fire as you get lost in the amazing panoramic views.
McHenry House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$274
from $274 / night
Between the private lakefront and shady trees, Paradise Point will put you right where you want to be: at the lake, with those you love, in peace and utter comfort.
Oakland House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$319
from $319 / night
Bright and cheery, the warm interior of Abbot’s Bliss welcomes you with open arms to come together, share memories, and spend the day in laughter and in love.
Swanton House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
- Pet friendly
$267
from $267 / night
Let the good times roll at Papa Bear! Colorful walls and accents are a delight in this rounded domicile, situated near the very center of the lake area.
Oakland House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$284
from $284 / night
Emerald Bay gives you everything: an expansive lakefront to put you in the mood for big belly laughs, and indoor elegance for nights of blissful repose.
Oakland House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$306
from $306 / night
Jump right in at Splash Mountain! This timber jewel is a lavish monument to the great outdoors with its black bear motif and array of action-oriented amenities.
Oakland House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 17 17
- 7 nights min
- Child friendly
- Pet friendly
$527
from $527 / night
Blending together rustic charm and casual elegance, Boulder Heights boasts a much coveted ski in/ski out location high atop the enchanting mountainside.
McHenry House
- 8 bedrooms 8
- 6 bathrooms
- Sleeps 26 26
- 7 nights min
- Child friendly
- Pet friendly
$715
from $715 / night
As soon as you enter, you will feel awash with welcome at Falling Rock, a premier lake estate that is as handsome as it is spacious- and that’s saying something!
Swanton House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$387
from $387 / night
Blending together soft earthy hues with masterful pops of color, Pine Oasis pays attention to all the little details to create an immaculate haven among the trees.
Oakland House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$276
from $276 / night
Stake a claim on District Creek! Pristine and sophisticated, this log-style domicile gets all the details right, from the little touches to grand amenities.
Swanton House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
$232
from $232 / night
Tucked in the trees, Stonegate fits the needs of the whole family- and man’s best friend, too! Welcoming and spacious, this home invites you right in.
Swanton House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
- Pet friendly
$245
from $245 / night
Endless Escape is a celebration of the classic American spirit of adventure and intimacy, filled with places to gather and experience the best of lake life.
McHenry House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$245
from $245 / night
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