Holiday Hill Homes for Sale

Welcome to Holiday Hill, an enchanting subdivision nestled in the picturesque town of Oakland, Maryland. Tucked away in the serene landscapes of Garrett County, Holiday Hill offers a unique blend of natural beauty and modern living, making it an ideal destination for families, retirees, and outdoor enthusiasts alike.

This charming community is characterized by its lush green spaces, scenic views, and a friendly atmosphere that invites you to connect with neighbors and enjoy the great outdoors. With its close proximity to Deep Creek Lake and the majestic mountains of Western Maryland, residents of Holiday Hill have access to a plethora of recreational activities year-round, including hiking, boating, skiing, and fishing.

The homes for sale in Holiday Hill are as diverse as the community itself, featuring a variety of architectural styles and sizes to suit every lifestyle. From cozy cabins perfect for weekend getaways to spacious family homes designed for year-round living, there’s something here for everyone. Each property is thoughtfully designed to harmonize with the natural surroundings, offering modern amenities while maintaining a warm, inviting ambiance.

As you explore the real estate options in Holiday Hill, you’ll discover a welcoming community that values both tranquility and adventure. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Holiday Hill is the perfect place to start your next chapter. Don’t miss the opportunity to find your dream home in this idyllic subdivision—where every day feels like a holiday!

Newest Holiday Hill Homes for Sale

$799,900

4 Beds ⋅ 4 Baths

Experience modern mountain living in this brand-new 2026 construction. This beautifully designed 4-bedroom, 4-bath home offers two spacious levels, quality finishes, and plenty of room for family and guests. Open layout with modern kitchen, island bar, and stone fireplace. Stamped concrete patio with covered fireplace and outdoor kitchen. Over half an acre of private wooded mountain-top space complete with fire pit and level usable yard. Andersen Windows and LVP flooring throughout. Ideally situated just minutes from Wisp Resort, Deep Creek Lake, state parks, restaurants, shopping, and year-round recreational attractions, this home provides the perfect blend of comfort, convenience, and adventure. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this new construction is ready to make lasting memories.

15 Byran Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$725,000

3 Beds ⋅ 3 Baths

awesome 3 bedroom 2 1/2 bath log home catherdal ceilings exposed beams hardwood floors granite counters stainless appliances private setting close to Lake and Luray and Shenandoah national park Possible owner financing with 30 % down rate less than commercial rate or no money down. I can carry a second for the 20% down making it a no money down situation

550 Cross Mountain Rd, Luray

Listing courtesy of Virginia Country Homes & Cabins Realty. Contact:

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