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Maryland Skiing Vacation Rentals

68 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 68
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1 bedroom Vacation Rental Cottage in Swanton
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Swanton, Maryland, United States
Description: Prime fishing opportunity, on a budget. Short stroll to the Savage River, with nice pools for swimming and fishing Large, level yard offers plenty... 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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6 bedroom Vacation Rental Home in Swanton
Home: 6 Bedroom, 3 Bathroom, Sleeps 12
Location: Swanton, Maryland, United States
Description: Large Lakefront Living with Dock. Sleeps 12 with 2 separate gathering areas wood burning stove in basement to gather around on chilly evenings ove... Learn More
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4 bedroom Vacation Rental Cottage in Mcdaniel
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Mcdaniel, Maryland, United States
Description: Tucked Away - Guests Love Waterfront Screen Porch & Sunning on Dock We love this cottage for what it is not - it isn't busy, cluttered or noisy. M... Learn More
Rates
$481 - $554 night
$1766 - $2230 week


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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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4 bedroom Vacation Rental Home in Swanton
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... 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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2 bedroom Vacation Rental Home in Swanton
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
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3 bedroom Vacation Rental Cottage in Wittman
Cottage: 3 Bedroom, 3 Bathroom, Sleeps 5
Location: Wittman, Maryland, United States
Description: 1900 Circa Quirky Cottage - Nothing Cookie Cutter About This One-Country Fun In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting t... Learn More
Rates
$433 - $477 night
$1490 - $1850 week


Pet Friendly   Non Smoking   Swimming Pool


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7 bedroom Vacation Rental Home in Church Creek
Home: 7 Bedroom, 8 Bathroom, Sleeps 22
Location: Church Creek, Maryland, United States
Description: Originally Built By a Us Congressman; Now Renovated For Large Family Getaway Easy to love but hard to leave! Where to start? Originally built as... Learn More
Rates
$812 - $1020 night
$3273 - $4225 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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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6 bedroom Vacation Rental Home in St. Michaels
Home: 6 Bedroom, 6 Bathroom, Sleeps 12
Location: St. Michaels, Maryland, United States
Description: Estate Privacy Secs from St Mikes - Shoreline, Acreage, Pool, Decor, Hot Tub. Angel Cove Farm is the perfect name for this brand-new, exquisite co... Learn More
Rates
$1192 - $2222 night
$9280 - $12030 week


Non Smoking   Swimming Pool   High-Speed Internet


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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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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Guests Tell Us One of The Best Crabbing Docks Around, Simple Waterfront At the end of this meandering lane lies this rural cottage, quiet and sere... Learn More
Rates
$276 - $382 night
$1131 - $1375 week


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4 bedroom Vacation Rental Home in Trappe
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Trappe, Maryland, United States
Description: Spacious and private--sleeps up to 12! Less than weekly stays available! A wonderful getaway spot for a multi-family group, Cod's Point is a spaci... Learn More
Rates
$560 - $665 night
$2125 - $2705 week


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3 bedroom Vacation Rental Home in Mchenry
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
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2 bedroom Vacation Rental Home in Oakland
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Walk into Herrington Manor State Park. Enjoy a "black hole" vacation with no internet service or blaring tv Small chalet is literally a stone's th... Learn More
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1 bedroom Vacation Rental Home in Accident
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Accident, Maryland, United States
Description: Complete privacy, 10 minutes to resort area. Nestled in forest setting, with trails for the casual evening meandering Cozy setting features high qu... 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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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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2 bedroom Vacation Rental Cottage in Friendsville
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: Friendsville, Maryland, United States
Description: Vouchers for nearby Lady Luck Casino. 2 Casino Vouchers for Lady Luck Casino (15 minutes away)for weekend stays or 4 vouchers for Weeklong stays. ... 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 Mchenry
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: High Amenity Value - read on. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Walking distance to 'Stopping by Wo... Learn More
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5 bedroom Vacation Rental Home in Neavitt
Home: 5 Bedroom, 3 Bathroom, Sleeps 9
Location: Neavitt, Maryland, United States
Description: Gracious waterfront home! Prime Summer Weeks Still Available! Cheerfully decorated and water views from almost every room, this sprawling mostly o... Learn More
Rates
$828 - $858 night
$3930 - $3930 week


Non Smoking   Swimming Pool   High-Speed Internet


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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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