Maryland Vacation Rental Getaways

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  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Wispering Woods

Mchenry
Wispering Woods is tucked away in a nook of the Deep Creek Lake area and close by the Wisp Ski and G...
Home 4 / 6 / 13

*
Online booking available

$406 - $519
Per Night

$2416 - $2816
Per Week

3 bedroom 3 bath bayfront townhouse

Ocean City
3 bedroom 3 bath bayfront townhouse Unit Description: This two story, 3 bedroom, 3 bath townhouse o...
Condo 3 / 3 / 9

*
Online booking available

$89 - $259
Per Night

$623 - $1813
Per Week

Bear Crossing

Oakland
Absolute privacy! Hiking/Biking/dark nights. 4WD, AWD, or tire chains highly recommended/required ...
Home 3 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Crabber's Delight! Cottage with private dock great for fi...

Bozman
Crabber's Delight! Cottage with private dock great for fishing and crabbing At the end of this mean...
Cottage 3 / 2 / 6

*
Online booking available

$317 - $630
Per Night

$1409 - $1953
Per Week

Easton bungalow with pool, dock, convenient to attractions.

Easton
Private dock, newly furnished, gourmet kitchen and just minutes to downtown Easton for theatre, arts...
Cottage 3 / 2 / 6

*
Online booking available

$496 - $867
Per Night

$1975 - $3503
Per Week

Bella Dona

Swanton
5BR chalet - lake access, Centrally located. Relax in the great room with vaulted ceilings while ta...
Home 5 / 3 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Blarney Stone Manor

Oakland
Rich log cabin in forest setting. 4WD, AWD, or tire chains highly recommended/required during winte...
Home 3 / 4 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Prime Summer Weeks still Available! Canoe Included!

St. Michaels
Conveniently located between the charming towns of St Michaels and Easton, Osprey Point is just a st...
Home 4 / 2 / 8

*
Online booking available

$510 - $923
Per Night

$2073 - $4689
Per Week

Hemlock Haven

Oakland
Tucked in evergreens. Enormous wood-burning fireplace. Nestled on a lovely wooded lot, this 3 bedr...
Home 3 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Beautiful Lakefront Home w/Private Pool and Dock Slip

Oakland
Come and stay at Deep Creek's premier deluxe lakefront property where dreams do come true, and the c...
Home 8 / 8 / 26

*
Online booking available

$1328 - $1996
Per Night

$5821 - $9369
Per Week

It's all about the view! Updated, decks, shaded back yard...

Tilghman Island
It's all about the view! Updated, decks, shaded back yard, hot tub Known as the "Pearl of the Chesa...
Home 3 / 3 / 6

*
Online booking available

$457 - $645
Per Night

$1851 - $2785
Per Week

Peaceful Retreat

Oakland
Internet, Hot Tub, Pastoral Views. Country setting only minutes to Deep Creek Lake State Park. La...
Home 2 / 1 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

All Seasons

Oakland
Affordable Lake Access/Dock - modest home. 4WD, AWD, or tire chains highly recommended/required dur...
Home 4 / 3 / 9

*
Online booking available

Contact
Owner
Directly
For Rates

Blue Goose Cottage

Friendsville
Vouchers for nearby Lady Luck Casino. 2 Casino Vouchers for Lady Luck Casino (15 minutes away)for we...
Cottage 2 / 1 / 5

*
Online booking available

Contact
Owner
Directly
For Rates

Memory Maker

Mchenry
Internet, Hot Tub, Firepit, 5 minutes to lake. 5 Minutes from Deep Creek Lake activities. Short d...
Home 3 / 2 / 5

*
Online booking available

Contact
Owner
Directly
For Rates

Soothing getaway cottage with waterside hot tub for relax...

St. Michaels
Soothing getaway cottage with waterside hot tub for relaxation This sweet little cottage is a perfe...
Cottage 3 / 2 / 6

*
Online booking available

$451 - $597
Per Night

$1804 - $2418
Per Week

Los Lobos Too

Mchenry
Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the a...
Cabin 2 / 1 / 5

*
Online booking available

Contact
Owner
Directly
For Rates

Centrally located historic cottage with eclectic kitchen ...

Oxford
Centrally located historic cottage with eclectic kitchen and patio garden We love this cottage for ...
Cottage 4 / 3 / 8

*
Online booking available

$451 - $615
Per Night

$2001 - $2604
Per Week

Great spot for boating, crabbing and views from every room.

Cambridge
Situated on over 25 acres, we love this home's privacy with the beautiful waterside pool. The farmho...
Home 4 / 4 / 10

*
Online booking available

$579 - $1046
Per Night

$2327 - $5186
Per Week

Cozy Spring Getaway - Filled with Warmth and Sunlight

Oxford
Spring and Daffodils reign in Oxford. This 1900 circa cottage is destined to be your goodbye to win...
Cottage 4 / 3 / 8

*
Online booking available

$459 - $667
Per Night

$2026 - $2707
Per Week

Nestled in Historic Oxford Overlooking Town Creek and Tre...

Oxford
Debating between staying in the village or on the water? Town Creek Haven provides the charm of in ...
Cottage 3 / 3 / 8

*
Online booking available

$438 - $625
Per Night

$1742 - $2594
Per Week

For Once, a Vacation that leaves you rested vs in need of...

Mcdaniel
For Once, a Vacation that leaves you rested vs in need of another one. We love this cottage for wha...
Cottage 3 / 3 / 6

*
Online booking available

$425 - $617
Per Night

$1717 - $2676
Per Week

Luxury of Perry Cabin Inn with Privacy of Waterfront Farm

St. Michaels
Angel Cove Farm is the perfect name for this brand-new, exquisite country estate. Located on an idy...
Home 6 / 6 / 12

*
Online booking available

$1199 - $2664
Per Night

$6363 - $12924
Per Week

Private 90 acre farm with wrap around views and refreshin...

Royal Oak
Private 90 acre farm with wrap around views and refreshing waterside pool. A traditional Eastern Sh...
Home 4 / 2 / 8

*
Online booking available

$457 - $863
Per Night

$1897 - $4386
Per Week

Friends & Family "Crash Pad" - Views, Pool, Kayaks, Bikes...

Neavitt
Loblolly Cove is all about the views, water activities and reconnecting with friends and family. We...
Home 4 / 3 / 8

*
Online booking available

$484 - $892
Per Night

$1975 - $4758
Per Week

 

More Getaway Locations and Properties