Vacation rentals in Westernport

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Value · Location · Hospitality

Hart's Overlook | Hot Tub, Stunning Mtn Views+Pond

BNB Breeze Presents: Hart's Overlook! Experience the West Virginia Mountains from our newly built retreat! With a private hot tub, fire pit, and picturesque views of the West Virginia Mountains, you'll have your personal retreat in paradise! This newly built modern cabin includes: - Hot Tub overlooking the Stunning Views. - Fire Pit w/ wood provided for you. - Smart TV - Charcoal Grill (charcoal provided) - Hilltop Pavilion - Private Pond - Picturesque Views oh yeah we said that already :

Value · Location · Walkability

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!

High End, Romantic Escape with Private Pond nestled in the pines, located 1 mile from Deep Creek Lake State Park, Custom Sauna, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed, Espresso Machine, Margaretaville Margarita Machine, Firepit by the pond, Sound Appealing? Then this is the place for you! Re-connect with your signifiant other in a spa like, mountain setting. We provide all the essentials and much more! Just 15 minutes from Wisp Resort.

Value · Location · Hot tub

Yoder School Guest House with wifi and hot tub

Built originally in the late 1800's and renovated by us in 1991, Yoder School became our home. In later years we converted part of the building into this peaceful getaway. Opportunities for outdoor activities abound. Fantastic road cycling with Strava routes start right here! Just a short drive away great mountain biking, hiking, cross country and downhill skiing, and white water rafting are yours to enjoy. Several unique and popular restaurants, and tennis and basketball courts are nearby.

Location · Family · Breakfast

Luxury Yurt - Romantic Gateway with Sauna & Hottub

Escape to our authentic Mongolian yurt on 8 private acres in the West Virginia mountains. Enjoy the hot tub under the stars, unwind in the wood-fired sauna, gather by the fire pit, or explore your private trail. Inside, cozy beds and nomadic charm meet modern comforts, including a bathhouse with two full bathrooms, EV charging, and WiFi. A short drive from the DMV and PA—perfect for couples and families seeking a unique nature escape that feels worlds away without sacrificing comfort.

Location · Family · Nearby

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Value · Family · Hiking

Martha’s Cabin

Mountain Maryland's private cabin retreat is a completely renovated 1 bedroom, 1 bathroom getaway perfect for up to two guests. The peaceful wooded surroundings with walking paths to the property's creek will bring you relaxation and peace. Only minutes from Frostburg's small town attractions, Frostburg State University campus, downtown entertainment, shopping, local area hiking trails and state parks! Martha's Cabin is a perfectly tucked away yet with everything you need nearby.

Location · Value · Heating

Fernwood | Secluded | Deep Creek & Wisp | Hot Tub

🌿Welcome to Fernwood - your secluded cozy cabin escape in Garrett County! Nestled near Deep Creek Lake, Wisp Resort, Swallow Falls, and the Youghiogheny River, adventure awaits with year-round activities- skiing, hiking, and more. Enjoy mountain sunrises from the backyard, relax in the hot tub under the stars or gather around the fire pit for cozy evenings. Whether you’re seeking to recharge, an adventure or a slower pace, Fernwood offers the perfect year round getaway!

Value · Family · Condition

Rustic Luxe Cabin (4x4 Required)

Situated on 10 acres and surrounded by a 600-acre nature conservancy, Rustic Lux is a new construction that fuses the charming details of a rustic cabin with high-end modern luxury. Guests can enjoy complete privacy with quick access to all the wonders of Deep Creek Lake! Rustic Lux is only 4 miles from the lake and Wisp Ski Resort. The road back to the cabin is a little rough but is pretty flat and in no way dangerous. We recommend 4 wheel drive vehicles.

Location · Family · Kitchen

The Grist Mill

The Grist Mill is a peaceful, one-of-a-kind tiny cabin near Oakland, MD, built to resemble an old-fashioned grist mill with a working water wheel. Guests love the sunsets, cleanliness, and thoughtful extras. Highlights: Peaceful rural setting ~10 min to Oakland ~20 min to Deep Creek Lake & Wisp Near Swallow Falls, Blackwater Falls, Davis & Thomas 500+ Mbps Wi-Fi Snacks, drinks & bottled water Seasonal fire pit Private entrance & self check-in

Value · Location · Access

Stone Haven

Welcome to Stone Haven — a cheerful stone cottage just minutes from Deep Creek Lake. Guests love Stone Haven for its charm, cleanliness, thoughtful touches, cozy atmosphere, and convenient location near the lake, Wisp Resort, hiking trails, restaurants, and local shops. Whether you’re visiting for lake days, skiing, hiking, or a quiet weekend away, Stone Haven offers a relaxing and comfortable place to return to after exploring the area.

Location · Value · Hiking

The Shadoe on Greene

Just a stones-throw from everything Cumberland has to offer, The Shadoe on Greene is at the heart of it all. Literal steps from the Western Maryland Scenic Railroad, the Great Allegheny Passage trail & the Historic City Center, with a wide array of local shops and eateries. This unique property was built in the 1850's and has been lovingly restored to embrace it's history, as well as provide all of the modern amenities you'd expect.

Value · Family · Walkability