Oakland Homes with Cottage Style

Oakland Homes with Cottage Style

Welcome to Oakland, Maryland – a charming gem nestled in the heart of Garrett County. This picturesque town offers a delightful blend of small-town charm and natural beauty, making it an ideal destination for those seeking a serene lifestyle. Surrounded by the stunning landscapes of Deep Creek Lake and the lush mountains of the Appalachian range, Oakland is a haven for outdoor enthusiasts and those yearning for a peaceful retreat.

One of the most enchanting aspects of Oakland is its collection of cottage-style homes. These quaint residences exude warmth and character, often featuring inviting porches, gabled roofs, and charming gardens that beckon you to unwind and enjoy the beauty of your surroundings. Imagine sipping your morning coffee on a cozy porch while listening to the rustle of leaves and the gentle chirping of birds – this is the lifestyle that awaits you in Oakland.

Cottage-style homes in Oakland are perfect for those looking for a tranquil escape or a year-round residence. Many of these homes are thoughtfully designed to blend seamlessly with the natural landscape, offering a sense of harmony and connection with the great outdoors. Whether you’re drawn to the rustic charm of a log cabin or the quaint elegance of a classic cottage, Oakland has something to suit every taste.

With its rich history, friendly community, and access to a myriad of recreational activities, Oakland, MD, is not just a place to live – it’s a lifestyle waiting to be embraced. Discover your dream cottage in this enchanting town and start your journey toward a life filled with peace, beauty, and adventure.

Newest Oakland Homes with Cottage Style

3 Beds ⋅ 2 Baths

Cozy cottage with split lakefront and Type A dock located in the serene quiet Penn Point Cove. This quaint home has plenty of room for family, guests and entertaining. The covered & heated outdoor deck facing the lake is a great place for morning coffee and evening dinner. The large, bright kitchen & dining area is another great entertaining space with quartz countertops, stainless steel appliances and plenty of room for large family gatherings. The home has 2 bedrooms on the main floor, a roomy living area with fireplace, full bathroom and a bonus sunroom with a wood burning fireplace. Upstairs has a great bunk room bedroom that can easily sleep 4 people, plus another living room and bathroom with a claw foot tub and shower. Beautifully landscaped outdoor area has a firepit space, a detached garage with plenty of storage area and an easy walk to your dock area. Great places to watch some of the best sunsets! This home will convey turnkey furnished with a few seller exceptions. Schedule your tour today, this home has so much to offer.

187 Lower Penn Point Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

5 Beds ⋅ 2 Baths

Lake cottage (5 Bedrooms) on large level lot with path to your own private class A dock & 25' of Lakefront, directly across the street. This comfy (one level living) cottage sits on 1.8 level acres with 2 storage garages and mature landscaping. 5BRs, open living, dinning & kitchen area, with lots of sunlight. 1 full & 1-1/2 bath, with 5 Bedrooms! Laundry room located off back of the home. Cute and cozy, well maintained and move in ready, with sleeping for 12 heads on beds (several bunks)! 2 garages with plenty of storge for your lake & yard toys. The lot has mature landscaping & circular paved driveway, for easy in and out during all seasons. Private path to your lakefront dock is an easy walk across the street. Nice level lake front, no steps to go onto your dock! Buydown Included on Lakefront. Great opportunity to get onto the lake at an affordable price, call agent to set up an appointment or with any questions.

222 Skippers Point Rd, Oakland

Listing courtesy of The KW Collective. Contact:

3 Beds ⋅ 1 Baths

Very motivated sellers!!!Escape to Your Profitable Mountain Sanctuary: The Yough Mountain Cabin Unveiling the Ultimate Turnkey Retreat & High-Performing Investment Nestled in the breathtaking heart of the exclusive Yough Mountain Resort, this stunning 3-bedroom cabin offers the perfect harmony of rustic soul and modern investment savvy. Whether you are looking for a private family getaway or a powerful addition to your portfolio, this property delivers on every level. A Proven Income Generator This isn't just a home; it’s a verified revenue engine. Currently managed by a Premier Superhost on top short-term rental platforms, this cabin is a guest favorite with an annual revenue projection exceeding $26,000. Experience the pride of ownership while the property pays for itself. Rustic Elegance & Modern Comfort Step inside to a world of warm wood floors and soaring vaulted wood-planked ceilings. The living area is anchored by a magnificent wood-burning fireplace with a custom stone surround, perfect for cozy mountain evenings. The heart of the home features a beautiful kitchen with rich wood cabinetry that blends seamlessly with a chic mix of wood and drywall finishes. Adventure Ready Wired for Sound: Create the perfect atmosphere with an integrated sound system that carries your favorite playlists both inside the cabin and out onto the expansive wrap-around covered porch. On-Site Amenities: You are less than a quarter-mile from the heartbeat of the resort—the community clubhouse, pavilion, and tot lot are just a short stroll away. Trail Access: Yough Mountain Resort is a playground for enthusiasts, offering miles of exhilarating 4-wheeler and hiking trails right at your doorstep. Minutes from World-Class Attractions Beyond the serenity of the resort, you are perfectly positioned to enjoy the best of Western Maryland’s four-season recreation: Wisp Resort: Just a short drive away for premier skiing, snowboarding, championship golf, and the thrilling mountain coaster. Deep Creek Lake: Access endless summer fun with boating, paddleboarding, and lakeside dining. Swallow Falls State Park: Home to Maryland's highest cascading waterfall and miles of pristine hiking trails. Youghiogheny River: Famous for its world-class whitewater rafting and tranquil fishing spots. Your Versatile Haven From its meticulous maintenance to its unbeatable location, this cabin is ideal as a full-time residence or the ultimate vacation "get-a-way." Don't just dream of the mountain life—buy the dream and the revenue that comes with it. Contact us today for a private showing!

931 Black Oak Dr, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

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