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Sort by: Type BR/BA/Sleeps Price

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

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Owner
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Mystic Creek Villa

Oakland
Brand new home, furnished Summer 2014. 2 Master Suites, main level Bedroom, 2 lower level bedrooms ...
Home 5 / 4 / 13

*
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Owner
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Red Run Cabin

Oakland
5 Minutes to Resort, Dock/Lake short walk. Relax at the picnic table, surrounded by evegreens and ...
Cabin 3 / 2 / 6

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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

$442 - $559
Per Night

$1537 - $1988
Per Week

Blossom Hill

Swanton
Chic & modern decor. Backs to State Forest. Detailed finishes to the highest standard. Rural settin...
Home 2 / 3 / 9

*
Online booking available

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Owner
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Deck on the Lake

Oakland
Relax on the enormous deck while taking in views of the lake. meander over the large yard to the wa...
Home 2 / 2 / 8

*
Online booking available

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Owner
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Deluxe 2 bedroom condo

Ocean City
Deluxe 2 bedroom condo Unit Description: This unit features a full kitchen, dining room, fireplace,...
Condo 2 / 2 / 6

*
Online booking available

$99 - $999
Per Night

$693 - $6993
Per Week

It's all about the view! Decks, shaded back yard, hot tub...

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

*
Online booking available

$530 - $658
Per Night

$1874 - $2430
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

$581 - $1134
Per Night

$2320 - $5252
Per Week

Hilltop Hideaway

Mchenry
Hilltop Hideaway is just the place! . Hilltop Hideaway is just the place! FOR SALE - take for ...
Cabin 3 / 2 / 9

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Owner
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Rustic cottage w/dock, pool, kayaks--perfect retreat for ...

Wittman
Rustic cottage w/dock, pool, kayaks--perfect retreat for small families This charming property loca...
Cottage 3 / 2 / 6

*
Online booking available

$408 - $527
Per Night

$1490 - $1952
Per Week

Luxury estate property with pool, boathouse, 4 en suite BRs.

Easton
Elegantly furnished and located in a prestigious estate area of Talbot County, Blue Gates offers a c...
Home 4 / 4 / 10

*
Online booking available

$714 - $1056
Per Night

$3043 - $4933
Per Week

Fall Weekends from $59 per person per night

Oxford
Who says vacations are only for summer. This 1900 circa cottage is destined to be your favorite fal...
Cottage 4 / 3 / 8

*
Online booking available

$389 - $636
Per Night

$1472 - $2114
Per Week

Fern Run Cabin

Oakland
Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV...
Cabin 3 / 2 / 11

*
Online booking available

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Owner
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Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub ...

Oakland
Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub & Dock Slip! Come and stay at Deep Creek's...
Home 8 / 8 / 26

*
Online booking available

$1436 - $2401
Per Night

$5864 - $9266
Per Week

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

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Owner
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Fish R Landing

Mchenry
quality chalet tucked in the woods. 5 Minutes from Deep Creek Lake activities. Short distance to W...
Home 3 / 2 / 10

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Online booking available

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Owner
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zStone Haven

Oakland
Better than a 'park-like' setting!. Great central location for natural resorts 3 minutes from Swa...
Home 3 / 2 / 6

*
Online booking available

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Owner
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Close in cottage with pool/hot tub. Great for sightseeing...

Easton
Close in cottage with pool/hot tub. Great for sightseeing or fall festivals This darling well kept ...
Cottage 3 / 2 / 6

*
Online booking available

$489 - $761
Per Night

$2070 - $3280
Per Week

Laurel Brook 35

Oakland
Forest out back, Centrally located. Centrally located 2 BR, 2BA towhome Work on the WIFI before exp...
Home 2 / 2 / 4

*
Online booking available

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Owner
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One Bedroom Suite

Oxon Hill
One Bedroom Suite Unit Description: This luxuriously appointed Suite includes a full kitchen, a whi...
Room/ Suite 1 / 1 / 4

*
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Owner
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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

$613 - $847
Per Night

$3221 - $4218
Per Week

La Lune

Swanton
So much quality, minutes to beach La Lune is creatively decorated with beautiful rugs , leather sofa...
Home 3 / 2 / 10

*
Online booking available

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Owner
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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

$428 - $711
Per Night

$1986 - $2625
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

$119 - $356
Per Night

$833 - $2492
Per Week

 

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