Oakland Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Friends Forever

Oakland
Cute cottage in private setting, minutes to Deep Creek. Large backyard for evening relaxing, priva...
Cottage 3 / 1 / 8

*
Online booking available

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Owner
Directly
For Rates

Lazy Bear Lodge

Oakland
Highest quality at every turn. 4WD, AWD, or tire chains highly recommended/required during winter m...
Home 5 / 4 / 13

*
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

*
Online booking available

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Owner
Directly
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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

$537 - $1047
Per Night

$2279 - $4773
Per Week

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 - $512
Per Night

$1493 - $2073
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

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Owner
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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

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Owner
Directly
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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
Directly
For Rates

Stone 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
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

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Owner
Directly
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Cabin 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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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

*
Online booking available

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Owner
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For Rates

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
Directly
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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

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Owner
Directly
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Pleasant Valley Star

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

*
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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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

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Owner
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For Rates

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

*
Online booking available

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Owner
Directly
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Bear Paws

Oakland
Cozy cabin 1 mile from Lake Newly built cabin sits minutes South of Deep Creek Lake, convenient to O...
Cabin 2 / 2 / 6

*
Online booking available

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Owner
Directly
For Rates

Shenandoah

Oakland
Large, Lakefont Luxury - every amenity. 4WD, AWD, or tire chains highly recommended/required during...
Home 5 / 4 / 14

*
Online booking available

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Owner
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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

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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