Oakland Vacation Rentals
24 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 -
24 of 24
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
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
$286 - $497 night
$1573 - $1997 week
$286 - $497 night
$1573 - $1997 week
Featured
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 'Old Deep Creek Lake' memories! cozy. Centrally located, yet tucked in the forest 1 level living with "old lake" feel Relax on the back deck whi... Learn More
Location: Oakland, Maryland, United States
Description: 'Old Deep Creek Lake' memories! cozy. Centrally located, yet tucked in the forest 1 level living with "old lake" feel Relax on the back deck whi... Learn More
Rates
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Featured
Home:
5 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Chalet in Forest setting, 10 minutes to Resort. Home is tucked among towing hardwoods & lush evergreens. Minutes to hiking & cross country trail... Learn More
Location: Oakland, Maryland, United States
Description: Chalet in Forest setting, 10 minutes to Resort. Home is tucked among towing hardwoods & lush evergreens. Minutes to hiking & cross country trail... Learn More
Rates
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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
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
Rates
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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
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
Rates
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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 State... Learn More
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
Rates
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Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Relax in Amish Country, 15 minutes to Resort. Outstanding 360* pastoral views Oversized yard well off County road for safe recreation Enjoy the ... Learn More
Location: Oakland, Maryland, United States
Description: Relax in Amish Country, 15 minutes to Resort. Outstanding 360* pastoral views Oversized yard well off County road for safe recreation Enjoy the ... Learn More
Rates
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Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Tucked in evergreens. Lake a short walk away. Nestled on a lovely wooded lot, this 3 bedroom, 2 bath home features a spacious family room with fl... Learn More
Location: Oakland, Maryland, United States
Description: Tucked in evergreens. Lake a short walk away. Nestled on a lovely wooded lot, this 3 bedroom, 2 bath home features a spacious family room with fl... Learn More
Rates
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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 w... Learn More
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 w... Learn More
Rates
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Contact Owner
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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 Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Rates
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Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Rates
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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
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
Rates
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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 of the mountains and lake Feeling of privacy... Learn More
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views of the mountains and lake Feeling of privacy... Learn More
Rates
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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
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
Rates
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Home:
5 Bedroom, 4 Bathroom, Sleeps 14
Location: Oakland, Maryland, United States
Description: Large, Lakefont Luxury - every amenity. COMPLETE REMODEL & UPDATE in Spring 2010 - will knock your socks off! Relax in the Great Room or Rec Room... Learn More
Location: Oakland, Maryland, United States
Description: Large, Lakefont Luxury - every amenity. COMPLETE REMODEL & UPDATE in Spring 2010 - will knock your socks off! Relax in the Great Room or Rec Room... Learn More
Rates
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Cabin:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: h1 { background-color:#00ff00; } Cozy cabin 1 mile from Lake Newly built cabin sits minutes South of Deep Creek Lake, convenient to Oakland. Enjoy ... Learn More
Location: Oakland, Maryland, United States
Description: h1 { background-color:#00ff00; } Cozy cabin 1 mile from Lake Newly built cabin sits minutes South of Deep Creek Lake, convenient to Oakland. Enjoy ... Learn More
Rates
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Cabin:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: 5 Minutes to Resort, Dock/Lake short walk. Relax at the picnic table, surrounded by evegreens and Rhododendron and feel like you have your own pa... Learn More
Location: Oakland, Maryland, United States
Description: 5 Minutes to Resort, Dock/Lake short walk. Relax at the picnic table, surrounded by evegreens and Rhododendron and feel like you have your own pa... Learn More
Rates
Contact Owner
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Contact Owner
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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
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
Rates
Contact Owner
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Contact Owner
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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
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
Rates
$538 - $875 night
$2286 - $4603 week
$538 - $875 night
$2286 - $4603 week
Home:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Central to Resort activities. Dock, Views. Open floorplan with well-placed furniture provides nice ambiance for the family. Windows everywhere y... Learn More
Location: Oakland, Maryland, United States
Description: Central to Resort activities. Dock, Views. Open floorplan with well-placed furniture provides nice ambiance for the family. Windows everywhere y... Learn More
Rates
Contact Owner
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Contact Owner
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Home:
8 Bedroom, 8 Bathroom, Sleeps 26
Location: Oakland, Maryland, United States
Description: Deep Creek dreams do come true and the celebration begins when you stay in this exquisite 8 bedroom lakefront home known as Celebration at Deep Cre... Learn More
Location: Oakland, Maryland, United States
Description: Deep Creek dreams do come true and the celebration begins when you stay in this exquisite 8 bedroom lakefront home known as Celebration at Deep Cre... Learn More
Rates
$1284 - $1896 night
$5820 - $8969 week
$1284 - $1896 night
$5820 - $8969 week
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
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
Rates
Contact Owner
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Contact Owner
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Home:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Internet, Hot Tub, Pastoral Views. Country setting only minutes to Deep Creek Lake State Park. Large deck and covered porch. Everything new ins... Learn More
Location: Oakland, Maryland, United States
Description: Internet, Hot Tub, Pastoral Views. Country setting only minutes to Deep Creek Lake State Park. Large deck and covered porch. Everything new ins... Learn More
Rates
Contact Owner
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Contact Owner
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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
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
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Listings 1 -
24 of 24
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