Oakland Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Adorable Pet Friendly Family Home with Hot Tub

Oakland
Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give yo...
Home 4 / 4 / 12

*
Online booking available

$347 - $522
Per Night

$1493 - $2122
Per Week

Exceptional Lakefront View

Oakland
Your Deep Creek adventure awaits! Reverie is an exquisite 5 bedroom home that will far exceed your e...
Home 5 / 5 / 12

*
Online booking available

$563 - $563
Per Night

$2301 - $4921
Per Week

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

$1437 - $2401
Per Night

$6534 - $9266
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

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Owner
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For Rates

Swallow Hollow

Oakland
Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls St...
Cottage 2 / 2 / 10

*
Online booking available

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Owner
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Bear Crossing

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

*
Online booking available

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Owner
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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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Glamping-Delta

Oakland
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, ...
Home 0 / 0 / 4

*
Online booking available

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Owner
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Glamping-Stanley

Oakland
Measures have been taken to make this cabin handicap accessible so our friends who may be limited to...
Home 0 / 0 / 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

*
Online booking available

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Owner
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zzPleasant Valley Star

Oakland
Great sledding out your back door, 15 minutes to Resort. Outstanding 360* pastoral views Oversized...
Home 4 / 2 / 8

*
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Owner
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Glamping-Ardennen

Oakland
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, ...
Home 0 / 0 / 4

*
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Owner
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Wild Yough

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

*
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Owner
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Tall Pines

Oakland
5 Minutes to Resort, Dock/Lake short walk. Private dock slip with nice park-like setting Nestled i...
Home 3 / 2 / 8

*
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Owner
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Glamping-Uzes

Oakland
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, ...
Home 0 / 0 / 4

*
Online booking available

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Owner
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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

*
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Blarney Stone Manor

Oakland
Rich log cabin in forest setting. Oversized Deck overlooking beautiful native stone landscaped area...
Home 3 / 4 / 6

*
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Owner
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Shenandoah

Oakland
Large, Lakefont Luxury - every amenity. Relax in the Great Room or Rec Room taking in the panorami...
Home 5 / 4 / 14

*
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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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Owner
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Lazy Bear Lodge

Oakland
Highest quality at every turn. Quality chalet in a forest setting 3 minutes from Swallow Falls St...
Home 5 / 4 / 13

*
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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

*
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Owner
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All Seasons

Oakland
Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular view...
Home 4 / 3 / 9

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Owner
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Glamping-Cortina

Oakland
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, ...
Home 0 / 0 / 4

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Owner
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Bear Paws

Oakland
Take for a test drive before you buy! this cabin now 'For Sale', offering a great opportunityCozy c...
Cabin 2 / 2 / 6

*
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Owner
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zCabin in the Woods

Oakland
PLANNING A SKI/TUBING TRIP? Cabin in the Woods provides a secluded private setting and is only 14 mi...
Cabin 2 / 2 / 8

*
Online booking available

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Owner
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