Home Vacation Cabin Rentals By Owner In Oakland, MD

Showing 20 Of 49 Vacation Rentals
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Exceptional(6)

$614.37

/ Nightly
Cabin

Family Mountain Escape w/ Pool Table & Large Yard

Oakland, Maryland, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(6)

$658.79

/ Nightly
Cabin

A cabin retreat in Deep Creek that offers a tranquil haven amidst nature

Oakland, Maryland, United States

Bed 5

Bed

Bath 4

Bath

Sleep 15

Sleeps
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Exceptional(4)

$763.19

/ Nightly
Cabin

Secluded Mtn Cabin: 7BR, Pool, Hot Tub, Game Room

Oakland, Maryland, United States

Bed 7

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(4)

$801.37

/ Nightly
Cabin

Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly

Oakland, Maryland, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$903.17

/ Nightly
Cabin

Majestic Mountain Cabin Retreat near Deep Creek Lake in Maryland

Oakland, Maryland, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(24)

$971.27

/ Nightly
Cabin

Pool, HotTub, FirePit, EVCharger, & Great Location

Oakland, Maryland, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(52)

$1022.64

/ Nightly
Cabin

Raccoon Lagoon Deep Creek Lakefront Rental

Oakland, Maryland, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(31)

$756.84

/ Nightly
Cabin

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Oakland, Maryland, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(15)

$635.56

/ Nightly
Cabin

Enchanting Chalet w/ Deck, Fireplace & Hot Tub

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(48)

$614.5

/ Nightly
Cabin

HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

Oakland, Maryland, United States

Bed 1

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(2)

$636

/ Nightly
Cabin

Authentic Cabin in the Woods!

Oakland, Maryland, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(42)

$594.91

/ Nightly
Cabin

Woodsy Dog Friendly Lodge w/ Game Room & Grill

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(23)

$571.71

/ Nightly
Cabin

Deep Creek Gem w/ Indoor Hot Tub

OAKLAND, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(6)

$563.92

/ Nightly
Cabin

Speakeasy, Bunk Room, Hot Tub, Private 2 acres

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(7)

$548.05

/ Nightly
Cabin

Charming Log Home w/ Fireplaces & Hot Tub

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(6)

$545.23

/ Nightly
Cabin

Forest Hideaway w/ Fireplaces & Hot Tub

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(14)

$540.69

/ Nightly
Cabin

Deep Creek Hideaway w/ Indoor Hot Tub

OAKLAND, Maryland, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(19)

$510.59

/ Nightly
Cabin

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

Oakland, Maryland, United States

Bed 4

Bed

Bath 3

Bath

Sleep 15

Sleeps
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Exceptional(18)

$497.84

/ Nightly
Cabin

Cozy Log Cabin w/ Hot Tub & Fireplace

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(15)

$483.61

/ Nightly
Cabin

Cozy Cabin in Pines w/ Soothing Hot Tub

Oakland, Maryland, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Oakland

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Exceptional(15)

$742.84

/ Nightly
Private vacation home

Dog Friendly Retreat Near Deep Creek w/ Hot Tub!

Oakland, Maryland, United States

Bed 5

Bed

Bath 4

Bath

Sleep 11

Sleeps
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Exceptional(15)

$716.28

/ Nightly
Private vacation home

New! Historic Lake Cottage w/ Hot Tub & Fire Pit

Oakland, Maryland, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(15)

$731.03

/ Nightly
Private vacation home

New! Woodsy Hideaway w/ Hot Tub & Fire Pit

Oakland, Maryland, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(15)

$731.28

/ Nightly
Private vacation home

Central Lake House, Private Dock! Walk to Area Hot Spots!

Oakland, Maryland, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(15)

$738.12

/ Nightly
Private vacation home

Lakefront 5BR retreat with hot tub, game room, and boat slip.

Oakland, Maryland, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(15)

$739.25

/ Nightly
Private vacation home

Black Bear Lodge | Lake Access, Shared Indoor Pool

Oakland, Maryland, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(15)

$740.33

/ Nightly
Private vacation home

Prime Location w Hot tub & Firepit

Oakland, Maryland, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(15)

$763.19

/ Nightly
Cabin

Secluded Mtn Cabin: 7BR, Pool, Hot Tub, Game Room

Oakland, Maryland, United States

Bed 7

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(15)

$762.78

/ Nightly
Private vacation home

Stylish Lakefront Escape w/ Hot Tub, Bar & Dock

Oakland, Maryland, United States

Bed 4

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(15)

$758.95

/ Nightly
Private vacation home

Luxury Expansive Lakefront, Newly Renovated!

Oakland, Maryland, United States

Bed 4

Bed

Bath 6

Bath

Sleep 10

Sleeps

Most Popular Cities in Maryland