
Vacation rentals in Osogovo
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Top-rated vacation rentals in Osogovo
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The Secret Villa
"The Secret Villa" is a hidden sanctuary deep within the forest, where nature’s tranquility envelops you. Modern luxury intertwines with rustic charm, offering a retreat that feels timeless. The soft murmur of the river fills the air, while the landscape outside your window paints a breathtaking scene of serenity. As you relax by the crackling fireplace, the world outside fades, leaving only the peaceful whispers of the forest to soothe your soul. Here, time stands still in perfect harmony.

Life House - Semkovo
Life House is the highest guest house in Bulgaria-1650 meters above sea level in the southern Rila mountains (Balkans' highest!), this unique cabin offers an unforgettable escape year-round. The air and the water are impressively clean here. Explore the surrounding network of eco-paths, crystal-clear lakes, and majestic peaks. You also can jump in the beauty of the Rhodopes and Pirin mountains within a 20-40 minute drive. Life House is Winter Wonderland and the perfect Cool Summer Retreat!

Villa Ozoni - Jezerc
Escape to Villa Ozoni, a stylish and inviting retreat nestled in the picturesque village of Jezerc-Ferizaj, perched at an impressive elevation of 1100m above sea level. This stunning villa boasts four spacious bedrooms, two modern bathrooms, and a cozy living room that lets you unwind and relax. Step out onto the terrace and be captivated by the awe-inspiring view of the surrounding landscape, while the refreshing pool and inviting jacuzzi provide the perfect oasis for rejuvenation.

Pirin Cave Lux Suite/10min from lift/Amazing view
Welcome to our brand new luxury apartment in Bansko, nestled amidst the breathtaking Pirin mountain range. Immerse yourself in a unique cave-inspired retreat adorned with rustic stones and warm wood accents. The double bed promises ultimate comfort, while hidden LED lights create a magical ambiance. Experience a seamless blend of nature and opulence, with panoramic views of Bansko's ski resort. Your mountain escape awaits, where every detail whispers tranquility and elegance

Cabin in the hills of Skopje | The Sunrise Cabin
Book our cabin if you want to wake up surrounded by nature. We are proud to present to you the Walnut and the Sunrise cabin in Kuchkovo village, my family's origin place. Just 17 km from Skopje city center. The cabins blend rustic charm with modern comfort. Come stay with us and enjoy sunrises and city views from your cozy patio. surrounded by greenery. You can spend evenings by the fire pit or stargazing. During the day, explore the village, meet locals or go hiking.

Unique, stone-built countryhouse in a rural area
One a of a kind cabin located in a Macedonian village near Kumanovo, 4 km from the Serbian border-crossing Prohor Pcinski. It’s a stone/wooden cabin with a unique, artistic touch with 2 bedrooms, and a main room with a small, equipped kitchen. It’s a perfect place to relax in a beautiful scenery that offers tranquility and peace, enjoy a breathtaking view drinking coffee in the morning, take a nap at the river and at night fall asleep with the sounds of the forest.

Alpine Villa in Rila Moutain
Take it easy at this unique and tranquil getaway just an hour's drive from Sofia. Villa Ganchev is a small, cozy wooden house, located in a 4.5-acre property, entirely at your disposal - many trees are planted in it, creating a unique feeling of closeness to nature. The villa has a single interior space of 30 sq.m, which has a living room, a dining and cooking area, as well as a small bathroom on level 1 and a cozy bedroom with an incredible view on level 2.

Boutique Loft • Mountain View
Welcome to my boutique attic studio at the foot of Vitosha. Bright, minimalist and peaceful space with beautiful mountain and city views. Located in a quiet, safe area—perfect for evening walks and relaxing away from the center. The bed features a Magniflex mattress and pillows for excellent rest. The studio has a fully equipped kitchen, fast Wi-Fi and a cozy work/dining area. Clean, calm and with easy access to both the mountain and the city.

Mountain magic house - Matka
Do you need to retreat yourself, recover your energy and reconnect with the nature? If yes, this is your choice. Magic mountain villa is just 20 min driving from Skopje in the village of Dolna Matka near all attractions - the canyon, hiking trails and restorants. Families, cuples are all welcome! The villa is located in very quiet area, facing a mountain, with big yard. The villa will be all yours, you will have complete privacy.

City at Your Doorstep | 2 min Walk to Main Square
Intimate apartment in the heart of Skopje, just a 2-minute walk from Macedonia Square. This modern space blends contemporary comforts with elegance, offering a unique and cozy atmosphere. Located in the iconic “Gradski Zid” building, designed by the renowned architect Kenzo Tange, the apartment provides both history and convenience right at your doorstep. Perfect for travelers who want to experience Skopje’s city center with ease.

Sapareva Kashta - Deluxe
Sapareva Kashta is a modern maisonette that combines the comfort of a modern house with the cosines of a mountain villa with a wooden scent. The Villa itself is very spacious! It provides a well-equipped kitchen, living room with fireplace, lounge area, dining area for 8 people as well as a nice spacious shower/bathroom. The balcony provides a great view of the sunsets, and nice spot to have dinner/wine.

Cozy frame house in the wood.
Enjoy a peaceful escape in our charming wooden house surrounded by forest in Balyovtsi, Bulgaria. The house comfortably hosts 4 guests and offers 2 bedrooms, a fully equipped kitchen, and a bright living area with large windows facing the garden. Just a short drive from Sofia, this house is perfect for couples, families, or anyone seeking relaxation in nature. We look forward to hosting you!
Popular amenities for Osogovo vacation rentals
Other great vacation rentals in Osogovo

Bansko Lux Villa for Ski & Chill K29H02

Slow Living Wellness Retreat with Pool & Spa

KOVU chalet

Villa Byala Luna - Guest House

Ma-Bebe PlayHouse with Private Sauna

Vila Nikola

Grizzly Igloo III The Patriot One

Bastion Apartment




