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

Private hideaway just a 1/2 mile from historic district. ...

St. Michaels
Private hideaway just a 1/2 mile from historic district. Great for biking. Comfortably furnished, s...
Cottage 3 / 3 / 6

*
Online booking available

$544 - $639
Per Night

$2172 - $2555
Per Week

2 bed/2 bath condo

Ocean City
2 bed/2 bath condo Unit Description: Our units include a Jacuzzi bathtub, a fully equipped kitchen,...
Condo 2 / 2 / 6

*
Online booking available

$69 - $249
Per Night

$483 - $1743
Per Week

Darling in town cottage with private sandy beach, dock, C...

Oxford
Darling in town cottage with private sandy beach, dock, Comb for Seaglass! Looking for a beach? Yo...
Cottage 3 / 2 / 6

*
Online booking available

$418 - $459
Per Night

$1560 - $2123
Per Week

Perched Between Oxford and Easton - Fab Views and Location

Easton
Perfectly located between Oxford and Easton - Gladimere is nestled on 3 1/2 acres of private waterf...
Cottage 3 / 3 / 6

*
Online booking available

$515 - $587
Per Night

$1930 - $2230
Per Week

Highest Guest Ratings - They love pool, wrap around decks...

Royal Oak
Highest Guest Ratings - They love pool, wrap around decks, cooks kitchen Outstanding vacation prope...
Home 6 / 5 / 12

*
Online booking available

$823 - $937
Per Night

$3974 - $5631
Per Week

2 bedroom 2 bath townhouse

Ocean City
2 bedroom 2 bath townhouse Unit Description: This three story, 2 bedroom, 2 bath townhouse offers a...
Condo 2 / 2 / 6

*
Online booking available

$79 - $300
Per Night

$553 - $2100
Per Week

Waterfront Home with Pool near St Michaels and Easton

Easton
Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and...
Cottage 4 / 3 / 8

*
Online booking available

$2118 - $2440
Per Week

Designed for Multiple Families - One of Closest to St Mik...

St. Michaels
Designed for Multiple Families - One of Closest to St Mikes -Relaxing Charmer A retired couple's de...
Home 6 / 3 / 12

*
Online booking available

$621 - $872
Per Night

$3345 - $3922
Per Week

In Town Oxford Waterfront Perfect - Steps from Town Beach

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

$546 - $671
Per Night

$2185 - $2887
Per Week

Pool, hot tub, big water views - what more could you ask ...

Tilghman Island
Pool, hot tub, big water views - what more could you ask for in a cottage! A great little cottage w...
Cottage 3 / 3 / 7

*
Online booking available

$520 - $570
Per Night

$1955 - $2240
Per Week

Quaint renovated 1910 hideaway - Guests Love Waterfront S...

Bozman
Quaint renovated 1910 hideaway - Guests Love Waterfront Screened Porch This quaint cottage packs a ...
Cottage 3 / 2 / 6

*
Online booking available

$503 - $559
Per Night

$1905 - $2205
Per Week

Herrington House

Oakland
Walk into Herrington Manor State Park. Enjoy a "black hole" vacation with no internet service or bl...
Home 2 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Charmer - Perfect for Quick Retreat on the Water, 2 Paddl...

Royal Oak
Charmer - Perfect for Quick Retreat on the Water, 2 Paddleboards Included Twelve minutes from Easto...
Cottage 3 / 2 / 5

*
Online booking available

$399 - $438
Per Night

$1495 - $1712
Per Week

Studio Condo Ocean Front

Ocean City
Studio Condo Ocean Front Unit Description: These well-appointed studios offer guests lovely pool vi...
Condo 0 / 1 / 4

*
Online booking available

$50 - $240
Per Night

$350 - $1680
Per Week

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

Private Dock & Pool - Minutes to St Mikes & Easton - Kaya...

Royal Oak
Private Dock & Pool - Minutes to St Mikes & Easton - Kayaks on Creek When first entering this darli...
Cottage 4 / 3 / 8

*
Online booking available

$393 - $581
Per Night

$2080 - $2417
Per Week

Stopping by Woods

Mchenry
Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distan...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Bear Crossing

Oakland
Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of AT...
Home 3 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Wild Yough

Oakland
350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Ma...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Deep Creek Village 31

Mchenry
Walk to ski slopes, Lake out back. Deep Creek Lake Rental: 4-Level Townhouse directly across from ...
Home 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Steps from Pier, Shoreline & Pool - Simple Country Living...

Cambridge
Steps from Pier, Shoreline & Pool - Simple Country Living on 25 Acres Bring your gear - on over 25 ...
Home 5 / 5 / 13

*
Online booking available

$630 - $762
Per Night

$2520 - $2945
Per Week

Stone of Hope

Mchenry
Quality, four bedroom, four bath home within a few minutes of the Wisp Resort and Deep Creek Lake Wi...
Home 4 / 4 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

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

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

$598 - $1122
Per Night

$2275 - $4591
Per Week

It's All Good

Swanton
Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. T...
Home 4 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

 

More Getaway Locations and Properties