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Oakland Vacation Rentals

23 Oakland Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Oakland, Maryland, United States.
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Listings 1 - 23 of 23


8 bedroom Vacation Rental Home in Oakland - Lake View
Home: 8 Bedroom, 7.5 Bathroom, Sleeps 26
Location: Oakland, Maryland, United States
Description: Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub & Dock Slip! Come and stay at Deep Creek's premier deluxe lakefront property where dreams...
Rates
$1398 - $2067 night
$5897 - $9394 week


Non Smoking


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2 bedroom Vacation Rental Home in Oakland
Home: 2 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Lovely Cape Cod is minutes from Swallow Falls State Park and offers great amenities including hot tub, internet, wood stove... Exterior: For the ...
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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane is a home designed to bring friends and family together for fun and laughter. Tucked among gracious, blossomed trees with a meticulousl...
Rates
$347 - $481 night
$1593 - $2131 week


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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Surrounded by acres & acres of State Forest offering trails for hiking or biking to the Yough River Wildlife...A true treat! Exterior: Wild Yough ...
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3 bedroom Vacation Rental Cabin in Oakland
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Find yourself tucked in a cabin hidden in lovely Rhododendron shrubbery. Evening fun with Bumper Pool and Fooseball... Exterior: Relax at the pic...
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Unique, Western decor and vintage cookstove, along with a country setting with working adjacent horse field... Exterior: Conveniently located near...
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Looking for absolute privacy in your vacation home? Bear Crossing is it with nights so dark you won't miss a star... Exterior: Every outdoorsman...
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5 bedroom Vacation Rental Home in Oakland - Lake View
Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Take in the Best Mountain & Lake views available. Find yourself central to Resort activities yet hidden on hilltop... Exterior: Relax on the larg...
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1 bedroom Vacation Rental Home in Oakland
Home: 1 Bedroom, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality Central Bath facilities & pavilion... Exterior...
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1 bedroom Vacation Rental Home in Oakland
Home: 1 Bedroom, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality Central Bath facilities & pavilion... Exterior...
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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States
Description: Covered Outdoor fireplace and large hot tub on back deck. Exquisite detail throughout. Tons of Privacy & minutes to Resort... Exterior: Relax in...
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2 bedroom Vacation Rental Cottage in Oakland
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Looking for an affordable, simple vacation cottage a short walk to Herrington Manor State Park and sandy beach? You... Exterior: Becoming popular...
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1 bedroom Vacation Rental Home in Oakland
Home: 1 Bedroom, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality Central Bath facilities & pavilion... Exterior...
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4 bedroom Vacation Rental Home in Oakland - Lake View
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 9
Location: Oakland, Maryland, United States
Description: Community Lake access a short drive or healthy walk from chalet. small swimming area, pavilion with picnic table, boat slip... Exterior: Take a...
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5 bedroom Vacation Rental Home in Oakland - Lake View
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 14
Location: Oakland, Maryland, United States
Description: Incredible Lakefront Chalet offers commanding Lake Views. Separate Gameroom offers Pool & Fooseball... Exterior: Relax in the Great Room or Rec ...
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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States
Description: Offering 2 master suites & separate living areas, this newly finished home is centrally located, yet private setting... Exterior: New bedding in e...
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1 bedroom Vacation Rental Home in Oakland
Home: 1 Bedroom, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality Central Bath facilities & pavilion... Exterior...
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: With a trail right behind the house meandering to the State Forest and a stream trickling nearby, Relaxation Station... Exterior: If a private, h...
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Lovely Log Cabin offering quality at every turn. Each bedroom offers a full bath. Game room with pool, ping pong, foose ball... Exterior: Relax o...
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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Great sledding out your back door, 15 minutes to Resort. Outstanding 360* pastoral views Oversized yard well off County road for safe recreation ...
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Tall Pines Nestled amongst Towering Pines with a hot tub, large deck, and private dock slip with lake access... Exterior: Retreat from the Deep Cr...
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2 bedroom Vacation Rental Home in Oakland - Lake Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping. Only Five minute drive to Wisp... Exterior: Relax on the eno...
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5 bedroom Vacation Rental Home in Oakland - Lake View
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Welcome to one of Deep Creek?s finest homes. Reverie is an exquisite 5 bedroom mountain home that will far exceed your expectations. Combining lavi...
Rates
$537 - $913 night
$2278 - $4991 week


Non Smoking


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Listings 1 - 23 of 23

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