382 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Barns
Boats
Bungalows
Castles
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

382 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Maryland Ski Vacation Rentals(382)

382 Results
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 12 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 40
2 - 7 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
(10)
$400
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(42)
  • 4 BR,
  • 4 BA,
  • Sleeps 16
2 night minimum stay
(27)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(13)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
$164 - $330
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(9)
  • 8 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 20
2 - 7 night minimum stay
(26)
$160 - $250
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 night minimum stay
(23)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(42)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(7)
  • 8 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 26
2 - 7 night minimum stay
(3)
$250 - $400
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(35)
$512 - $995
per night
2 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(3)
  • 5 BR,
  • 3 BA,
  • Sleeps 11
2 - 3 night minimum stay
$854 - $2,275
per night
2 - 7 night minimum stay
  • 8 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 22
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
$229 - $398
per night
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(9)
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 20
(6)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
  • 6 BR,
  • 5 BA,
  • Sleeps 18
3 - 4 night minimum stay
(19)
$300 - $800
per night
2 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
2 - 7 night minimum stay
(33)
$215 - $373
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
$25 - $350
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 14
2 - 4 night minimum stay
(44)
$196 - $596
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night minimum stay
2 Reviews
$150 - $325
per night
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 - 3 night minimum stay
(13)
 

Recent Maryland Reviews

just what we hoped for

5 of 5
We enjoyed 2 nights at the cabin,and had a very relaxing time.It was just what we wanted,cosy ,comfortable,the log fire was great and the hot tub. The beds were comfy too.The 3rd bedroom is really only for kids or teenagers,as the Full bed is at the bottom of the bunk bed. The house is well equipped to cook and eat in as we did.Its an easy 5 minute drive to ski too. I am sure we will return,it felt like a home,and would have stayed more days if the snow hadn't been melting away on the mountains.
  • Submitted: Mar 11, 2015
  • Stayed: Mar 2015

Perfect cottage for a girls weekend

5 of 5
Harbor Hideaway was the PERFECT cottage for our girls getaway. This was our first time to St. Michaels, and we're already planning next years trip (and stay in Harbor Hideaway, of course). The cottage had everything we needed, and we really appreciated all of the owner's little touches to make it feel like home. Everything was so clean and cozy! The location is perfect, too - we walked to all of the shops and restaurants in town. There was snow on the ground so we didn't get to appreciate the backyard, but it looked perfect and spacious. And, I can't say enough about how easy it was to work with Carol, the owner. I'd definitely recommend this place to anyone! Can't wait until next year!
  • Submitted: Mar 10, 2015
  • Stayed: Mar 2015

New Year's '14

5 of 5
What a wonderful home (even at this time of year.) We were able to bring in the new year with our closet friends over our lobster dinner and in the warmth of the two-way fireplace. The views of the water are spectacular and the home is everything you would imagine. Well-stocked, clean and comfortable. Thank you Evan.
  • Submitted: Jan 4, 2015
  • Stayed: Dec 2014