The seasons have never been more beautiful than at Always in Season!  Sunbathe and water ski in the warm summer months, celebrate fall with a hike through bright leaves, patter gently through pristine snow for a spectacular Deep Creek winter, and watch as Mother Nature wakes from her winter nap to turn the lakefront into lush springtime oasis.  Located along a quiet corner of the lake, this home affords all who stay a tranquil perch to enjoy the mountain majesty of western Maryland. Stepping through the front door, you will be enchanted by the beauty of the great room and how the home’s inherent charm is enhanced by the dramatic wood ceilings, natural stone fireplace, and warm and embracing décor found throughout. Come explore all the ways in which a romantic fire or relaxing hot tub session can provide the perfect close to another day in paradise. There is no place better to celebrate the turning of the leaves and sparkling summer sun than at Always in Season! 

Always in Season is situated on a large lot, approximately 150 yards down to the lakefront. From the home, walk down a gravel path through the home’s wooded lot to reach the lake. 

This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. 

4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.

Access Type
Lake Front
Summer Renting Type
Saturday - Saturday
Linens Provided
Max. Parking: 6 Vehicles
Boat Trailer Parking = 1 Vehicle
Towels Provided
Property Amenities
A/C (Central)
CARC Indoor Pool and Fitness Passes (Must Bring Booking Confirmation As Membership)
Wood Fireplace: 1 (Wood Not Provided. Locally Available for Purchase)
Internet: Wifi
Master Suites: 4
Single Jetted Tub: 2
Area of Lake
West Area
Bed Sizes
Kings: 3
Queens: 3
Standard/Full Futons: 1
No Community Amenities
Private Dock: 1 Motorized Vessel Allowed
Blu-Ray Player (1)
DVD Player (1)
Chess/Checkers Table
Pool Table
Satellite or Cable
Televisions (7 Flat Screen Smart TVs)
Video Games (Arcade Games)
Kitchen Amenities
Dishwasher (1)
Drip Coffee Maker
Single Cup Coffee Maker (Keurig)
Standard Kitchen Appliances
Charcoal Grill
Fire Pit
Outdoor Hot Tub (1)
Suitability & FYIs
Family Groups Only
Minimum Rental Age (24)
No ATVs or Snowmobiles Allowed
No Landline Phone Available
No Smoking Allowed
Pets Not Permitted
View Types
Lake Views (Filtered)


  • Checkin Available
  • Checkout Available
  • Not Available

Location: 203 Skippers Point Road, Oakland, Maryland




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Floor Plan

Floor Plan