Home Vacation Rentals By Owner In Oakland, MD

Showing 520 Of 569 Vacation Rentals
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Exceptional(2)

$350.15

/ Nightly
Condo

Suites at Silver Tree: A311 One Bedroom & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(6)

$275.1

/ Nightly
Apart-hotel

Suites at Silver Tree: A218 One Bedroom Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(14)

$307.49

/ Nightly
Condo

Suites at Silver Tree: A314 Studio & Loft Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$342.05

/ Nightly
Apart-hotel

Suites at Silver Tree: A315 Studio & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$259.93

/ Nightly
Apart-hotel

Suites at Silver Tree: A216 Studio Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$341.91

/ Nightly
Condo

Suites at Silver Tree: A313 Studio & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$326.71

/ Nightly
Apart-hotel

Suites at Silver Tree: A312 One Bedroom & Loft Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(7)

$365.32

/ Nightly
Condo

Suites at Silver Tree: A306 Studio & Loft Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$358.62

/ Nightly
Apart-hotel

Suites at Silver Tree: A305 Studio & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$338.22

/ Nightly
Apart-hotel

Suites at Silver Tree: A308 Studio & Loft Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(2)

$366.2

/ Nightly
Apart-hotel

Suites at Silver Tree: A307 One Bedroom & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$347.92

/ Nightly
Apart-hotel

Suites at Silver Tree: B302 One Bedroom & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$350.3

/ Nightly
Apart-hotel

Suites at Silver Tree: B206 One Bedroom & Loft Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$321.52

/ Nightly
Apart-hotel

Suites at Silver Tree: B205 One Bedroom Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$265.7

/ Nightly
Condo

Suites at Silver Tree: A116 One Bedroom Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$293.54

/ Nightly
Apart-hotel

Suites at Silver Tree: A115 One Bedroom Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$266.86

/ Nightly
Apart-hotel

Suites at Silver Tree: A114 One Bedroom Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$261.23

/ Nightly
Apart-hotel

Suites at Silver Tree: A214 Studio Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

$261.23

/ Nightly
Apart-hotel

Suites at Silver Tree: A210 Studio Standard View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$293.54

/ Nightly
Apart-hotel

Suites at Silver Tree: A209 Studio Lake View

Oakland, Maryland, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Oakland

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Exceptional(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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