Maryland Skiing Vacation Rentals
42 Maryland Skiing 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 Maryland, United States.
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Listings 1 -
25 of 42
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Swanton, Maryland, United States
Description: Take a break from everyday life at Lake View Cottage. This charming home is just right for a romantic escape or small family getaway. Recently rem... Learn More
Location: Swanton, Maryland, United States
Description: Take a break from everyday life at Lake View Cottage. This charming home is just right for a romantic escape or small family getaway. Recently rem... Learn More
Rates
$157 - $247 night
$845 - $1094 week
$157 - $247 night
$845 - $1094 week
Featured
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Location: Swanton, Maryland, United States
Description: Short walk to Lake and Deep Creek State Park. Across the street from Deep Creek Lake State Park. Minutes from Wisp Ski Resort for winter activiti... Learn More
Rates
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Contact Owner
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Featured
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
Cabin:
2 Bedroom, 1 Bathroom, Sleeps 5
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Rates
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Featured
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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Cabin:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Rates
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Home:
3 Bedroom, 3 Bathroom, Sleeps 9
Location: Swanton, Maryland, United States
Description: Enjoy the sunrise over Backbone Mtn. Be greeted each morning by the beautiful sunrise to the east. Media room with surround sound for that theate... Learn More
Location: Swanton, Maryland, United States
Description: Enjoy the sunrise over Backbone Mtn. Be greeted each morning by the beautiful sunrise to the east. Media room with surround sound for that theate... Learn More
Rates
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Home:
4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Deep Creek Lake, Maryland, United States
Description: Located by Deep Creek Lake and on Wisp Mountain in McHenry, Maryland. A new chalet mountaintop home with breathtaking views in a ski in/ski out com... Learn More
Location: Deep Creek Lake, Maryland, United States
Description: Located by Deep Creek Lake and on Wisp Mountain in McHenry, Maryland. A new chalet mountaintop home with breathtaking views in a ski in/ski out com... Learn More
Rates
$325 - $450 night
$995 - $1995 week
$325 - $450 night
$995 - $1995 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Friendsville, Maryland, United States
Description: Walk to Yough River, Quality everywhere. Specials: (Non-Holiday and Off-Peak) Call for details! 2 to 4 Guests discount-Call for details Photos ... Learn More
Location: Friendsville, Maryland, United States
Description: Walk to Yough River, Quality everywhere. Specials: (Non-Holiday and Off-Peak) Call for details! 2 to 4 Guests discount-Call for details Photos ... Learn More
Rates
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Contact Owner
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Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... 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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Contact Owner
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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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Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kennedyville, Maryland, United States
Description: Peggy's Cove sits on a treed parcel overlooking Sassafras River. A gorgeous tree lined view from the interior, this cottage offers a bank of windo... Learn More
Location: Kennedyville, Maryland, United States
Description: Peggy's Cove sits on a treed parcel overlooking Sassafras River. A gorgeous tree lined view from the interior, this cottage offers a bank of windo... Learn More
Rates
$320 - $401 night
$2395 - $2395 week
$320 - $401 night
$2395 - $2395 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Mchenry, Maryland, United States
Description: A true family escape with nice privacy and Forests out your back door. Screened porch with table for evening dining or relaxing without the bugs ... Learn More
Location: Mchenry, Maryland, United States
Description: A true family escape with nice privacy and Forests out your back door. Screened porch with table for evening dining or relaxing without the bugs ... 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
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
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Contact Owner
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Cottage:
2 Bedroom, 1 Bathroom, Sleeps 7
Location: Friendsville, Maryland, United States
Description: 50 Acres of trails & streams. Cozy Cottage. The most central location for activities in the Deep Creek and Laurel Highlands area. Over 60 private ... Learn More
Location: Friendsville, Maryland, United States
Description: 50 Acres of trails & streams. Cozy Cottage. The most central location for activities in the Deep Creek and Laurel Highlands area. Over 60 private ... Learn More
Rates
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Contact Owner
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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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Cabin:
3 Bedroom, 3 Bathroom, Sleeps 12
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Rates
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Contact Owner
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Home:
2 Bedroom, 3 Bathroom, Sleeps 9
Location: Swanton, Maryland, United States
Description: Chic & modern decor. Backs to State Forest. Detailed finishes to the highest standard. Rural setting, adjacent to Savage River State Forest. Less... Learn More
Location: Swanton, Maryland, United States
Description: Chic & modern decor. Backs to State Forest. Detailed finishes to the highest standard. Rural setting, adjacent to Savage River State Forest. Less... Learn More
Rates
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Contact Owner
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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
Contact Owner
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Contact Owner
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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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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:
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
Contact Owner
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Contact Owner
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Listings 1 -
25 of 42
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