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Maryland Skiing Vacation Rentals

49 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 49
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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
$449 - $528 night
$1685 - $1993 week


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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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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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3 bedroom Vacation Rental Cabin in Mchenry
Cabin: 3 Bedroom, 3 Bathroom, Sleeps 10
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
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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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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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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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4 bedroom Vacation Rental Home in Royal Oak
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: Unexpected touches, wide water views, spectacular sunsets. New Hot Tub! A taste of paradise on the Chesapeake?the beauty hits you before you enter... Learn More
Rates
$526 - $616 night
$1975 - $2328 week


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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: A deep water pier with picturesque views make this a truly special spot for a weekend getaway, or mini vacation. Couples love the cozy feeling thi... Learn More
Rates
$418 - $480 night
$1510 - $1780 week


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3 bedroom Vacation Rental Home in Easton
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: 2 Kayaks to Meander Rivers Screened Porch 4 Alfresco Dinners, Waterfront Pool The Swans Rest vacation home is the "easy button". No surprises, ev... Learn More
Rates
$515 - $575 night
$1885 - $2170 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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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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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2 bedroom Vacation Rental Cottage in Neavitt
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Neavitt, Maryland, United States
Description: Duck Cove - A Crabbers Cottage Gone Upscale nestled in Neavitt Village This little gem sits at the end of Duck Cove Lane in heart of Neavitt Villa... Learn More
Rates
$360 - $506 night
$1355 - $2032 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: 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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3 bedroom Vacation Rental Cottage in Easton
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: Close in cottage with pool/hot tub. Great for sightseeing or fall festivals This darling well kept waterfront cottage is situated just minutes fro... Learn More
Rates
$541 - $749 night
$2275 - $2886 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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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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
$818 - $1049 night
$3499 - $4132 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 6
Location: Oakland, Maryland, United States
Description: Take for a test drive before you buy! this cabin now 'For Sale', offering a great opportunityCozy cabin 1 mile from Lake Newly built cabin sits mi... 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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5 bedroom Vacation Rental Home in Cambridge
Home: 5 Bedroom, 5 Bathroom, Sleeps 18
Location: Cambridge, Maryland, United States
Description: Wide Open Spaces, Clear Nights, Crabbers Dock, Waterside Pool - Kids Love It Think back to a childhood vacation with your aunts, uncles, grandpare... Learn More
Rates
$649 - $939 night
$3587 - $4227 week


Pet Friendly   Non Smoking   Swimming Pool


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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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3 bedroom Vacation Rental Cottage in Easton
Cottage: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: Perfectly located between Oxford and Easton - Gladimere is nestled on 3 1/2 acres of private waterfront but minutes to the best that each historic... Learn More
Rates
$515 - $587 night
$1930 - $2230 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Cottage in Easton
Cottage: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels ... Learn More
Rates
$2010 - $2333 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in St. Michaels
Home: 6 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Michaels, Maryland, United States
Description: Designed for Multiple Families - One of Closest to St Mikes -Relaxing Charmer A retired couple's desire to travel is your family's gain! Tides Ou... Learn More
Rates
$621 - $872 night
$3345 - $3922 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Cottage in Bozman
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Quaint renovated 1910 hideaway - Guests Love Waterfront Screened Porch This quaint cottage packs a punch with amenities. Renovated with a nod to ... Learn More
Rates
$503 - $559 night
$1905 - $2205 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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