Vacation rentals in Westernport

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Top-rated vacation rentals in Westernport

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Superhost
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry
4.99 out of 5 average rating, 217 reviews

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.

Guest favorite
The exterior showcases a charming chalet surrounded by trees, featuring a spacious wrap-around deck with patio seating and a fire pit area. The large windows reflect the warm indoor lights, revealing an inviting atmosphere that complements the natural surroundings.
Chalet in Swanton
4.95 out of 5 average rating, 170 reviews

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

Welcome to Ella Bella Chalet! Escape to our modern, yet cozy cabin boasting panoramic breathtaking views and an array of upscale amenities. Relax in the hot tub under starlit skies or gather around the fire pit for cozy evenings. Located near Wisp Ski Resort, golf courses, and endless lake activities, including boating, fishing, tubing and kayaking. Explore nearby hiking trails and attractions like Swallow Falls State Park, Adventure Sports Center International, zip lining, biking, and more.

Guest favorite
A cozy fire pit area is surrounded by multiple Adirondack chairs, nestled among mature trees. The spacious log home is visible in the background, featuring a gabled roof and large windows. The natural landscape offers a tranquil setting, enhancing the outdoor experience.
Cabin in Grantsville
4.96 out of 5 average rating, 123 reviews

Log Home on 11 acres w/ Hot Tub

Lake Forest Lodge is a spacious luxury log home w/ rustic modern charm. 5Bdrms/3.5Ba, a tranquil & sophisticated retreat. The main lvl primary suite boasts a king bed, & a luxurious en-suite full bath. Wood-burning fireplace in the grand living area, cozy furnishings & open-concept which connects the living space & fully-equipped kitchen. The sun room offers panoramic views of the landscape. Finished basement w/foosball & bar area. The loft has a sleeper sofa, TV, desk, & games. Starlink wifi!

Top guest favorite
Cabin in Swanton
4.99 out of 5 average rating, 140 reviews

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.

Superhost
Treehouse in McHenry
4.95 out of 5 average rating, 150 reviews

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.

Top guest favorite
A charming cabin stands amidst lush greenery, showcased by tall trees that frame its entrance. The front porch is accessible via a small set of stairs, with a path lined by gravel leading to the door. Natural light filters gently through the surrounding foliage.
Cabin in Frostburg
4.95 out of 5 average rating, 116 reviews

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.

Guest favorite
The spacious mountain chalet is surrounded by lush greenery, featuring a prominent stone chimney. An expansive wooden deck extends from the upper level, complemented by a staircase leading to the grassy yard. Large windows reflect the natural light, enhancing the welcoming exterior.
Chalet in Swanton
4.97 out of 5 average rating, 59 reviews

Mountain Hideaway - Hot tub/Pond/Fire pit

Welcome to Mountain Hideaway! The home features 3 bedrooms + a sleeper sofa in the downstairs gameroom. Relax in the hot tub, fish in the pond, hike the trails, rest in the hammock, and enjoy s'mores down by the fire pit. Quiet, private, and beautiful surroundings. About 20 mins to Deep Creek State Park. Close to Savage River State Forest. About 30 mins to Wisp Resort. 8-10 guests. Perfect for a family getaway. We would love to have you stay at our cozy chalet!!

Top guest favorite
The cabin exterior showcases a blend of rustic wooden siding and modern architectural design. Warm lights illuminate large windows, highlighting the inviting entrance. Surrounding trees provide a natural backdrop, and a large stone is visible in the foreground, enhancing the private woodland setting.
Cabin in Accident
4.98 out of 5 average rating, 97 reviews

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.

Guest favorite
An outdoor fire pit area is surrounded by gravel and features three wooden Adirondack chairs arranged around a stone fire ring. Softly glowing string lights are draped between tall trees, creating a cozy ambience amidst the forest setting.
Home in Accident
4.92 out of 5 average rating, 146 reviews

Peaceful nature retreat nestled in a forested area

Welcome to our lovely vacation House! Built in 2024, fresh, cozy and modern. Perfect for memorable family trip, romantic getaway for a couple or a fun adventure for a small group of friends. Convenient location- great combination of privacy (forest-like area) and quick access to fun places: 5-10 minutes drive from Wisp Ski Resort, Deep Creek lake, boat rentals, scenic hikes, restaurants, bars, amusement parks and grocery stores.

Guest favorite
The entrance features a burgundy door framed by white trim. A small round table with two black wrought iron chairs is positioned beside the door. A potted plant is placed near the entrance, adding a touch of greenery to the inviting outdoor space.
Home in Frostburg
4.83 out of 5 average rating, 228 reviews

Allegany Retreat

This 1800s Duplex home has tons of charm & comfort! Close to Main street n shops and all that it offers. Original wood floors. Snacks & coffee for your enjoyment. Close to GAP trail n fantastic scenic views. Please NO LOUD noises after 10pm. ABSOLUTELY NO SMOKING inside our home in consideration of future guests We love animals but unfortunately they are not generally allowed. Exterior cameras for everyones security.

Top guest favorite
The exterior of a three-story house is showcased, featuring a light gray color and a sloped roof. Large windows allow for natural light, while a deck extends from the second level. The yard is grassy, providing open space with trees in the background.
Home in Swanton
4.96 out of 5 average rating, 314 reviews

Bev's House at Sunny Meadows

Looking for a place to stay that is quiet and relaxing, but also close to many outdoor activities? Bev's House at Sunny Meadows is just that! Located just minutes from several state parks that offer boating, fishing, kayaking, swimming, hiking and biking, there's always plenty to do. Bev's House offers a quiet place with spectacular mountain views to escape the rush and noise of everyday life.

Top guest favorite
A private deck offers a cozy gas fire pit surrounded by inviting seating. The hot tub is visible, with expansive views of the colorful autumn landscape stretching across the horizon. Soft clouds linger above the serene scenery.
Treehouse in Swanton
4.99 out of 5 average rating, 338 reviews

The Overlook; A Romantic Treehouse for Two

The Overlook welcomes you with stunning views of the Appalachian Mountains and offers luxurious first class amenities! ⛰️✨ Mountain Views 🌄 Private Deck 🌿 Hot tub ♨️ Outdoor TV 📺 Gas Fire Pit 🔥 Large two person egg chair 🪑 Soaking Bathtub 🛁 Luxury tile shower 🚿 Full Kitchen 🍳 King Bed 🛏️ Fast Wifi 💻 100 inch Movie Projector screen 🎬 Bluetooth Mantle Soundbar 🔊

Popular amenities for Westernport vacation rentals