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Oakland Vacation Rentals

28 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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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 4 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States
Description: Highest quality at every turn. Quality chalet in a forest setting 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
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3 bedroom Vacation Rental Cabin in Oakland
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 11
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain State... Learn More
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4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Rates
$347 - $522 night
$1493 - $2122 week


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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Your Deep Creek adventure awaits! Reverie is an exquisite 5 bedroom home that will far exceed your expectations. Floor to ceiling windows in the Gr... Learn More
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$538 - $563 night
$2286 - $4921 week


Non Smoking


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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Oakland, Maryland, United States
Description: Large, Lakefont Luxury - every amenity. Relax in the Great Room or Rec Room taking in the panoramic lakeviews Cozy up in front of the gas firepla... Learn More
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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 ... Learn More
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain Stat... Learn More
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Studio Vacation Rental Home in Oakland
Home: Studio, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping... Learn More
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 5 Minutes to Resort, Dock/Lake short walk. Private dock slip with nice park-like setting Nestled in towering pines, feeling of privacy Minutes fr... Learn More
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8 bedroom Vacation Rental Home in Oakland
Home: 8 Bedroom, 8 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... Learn More
Rates
$1436 - $2401 night
$5864 - $9266 week


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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Rich log cabin in forest setting. Oversized Deck overlooking beautiful native stone landscaped area surrounded by trees. Nestled in the scenic wo... Learn More
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Studio Vacation Rental Home in Oakland
Home: Studio, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping... Learn More
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Studio Vacation Rental Home in Oakland
Home: Studio, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Measures have been taken to make this cabin handicap accessible so our friends who may be limited to a wheelchair can still enjoy this outdoor expe... Learn More
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Manor State Parks. Relax on the screened porch in... Learn More
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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: Relax on the enormous deck while taking in views of the lake. meander over the large yard to the water's edge and drop a line in to catch that lar... Learn More
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5 bedroom Vacation Rental Home in Oakland
Home: 5 Bedroom, 4 Bathroom, Sleeps 13
Location: Oakland, Maryland, United States
Description: Brand new home, furnished Summer 2014. 2 Master Suites, main level Bedroom, 2 lower level bedrooms Flat screen TV's in every room Game tables do... Learn More
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Studio Vacation Rental Home in Oakland
Home: Studio, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping... Learn More
Rates
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2 bedroom Vacation Rental Cottage in Oakland
Cottage: 2 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Tucked in evergreens. Enormous wood-burning fireplace. Nestled on a lovely wooded lot, this 3 bedroom, 2 bath home features a spacious family roo... Learn More
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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: Views, Views, Views! Amazing Mountain & Lake views. Imagine being on top of the world, watching the birds flying beneath you... Relax on the lar... Learn More
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3 bedroom Vacation Rental Home in Oakland
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Better than a 'park-like' setting!. Great central location for natural resorts 3 minutes from Swallow Falls State Park with Maryland's highest w... Learn More
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2 bedroom Vacation Rental Cabin in Oakland
Cabin: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: PLANNING A SKI/TUBING TRIP? Cabin in the Woods provides a secluded private setting and is only 14 miles from the WISP. Check out of monthly specia... Learn More
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2 bedroom Vacation Rental Home in Oakland
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Forest out back, Centrally located. Centrally located 2 BR, 2BA towhome Work on the WIFI before exploring the nearby Resort Area Quite, dead end ... Learn More
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Studio Vacation Rental Home in Oakland
Home: Studio, 0 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping... Learn More
Rates
Contact Owner
Directly For Rates


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Oakland
Home: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views Feeling of privacy Minutes from Central Deep ... Learn More
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Listings 1 - 25 of 28
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