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Vacation rentals in Osogovo

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Top-rated vacation rentals in Osogovo

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Top guest favorite
An open-plan living space features a modern kitchen with a stylish countertop and a dining area with black folding chairs. Colorful wall art and a retro orange lamp adorn the room, while natural light filters through a window, accentuating the unique architectural details.
Apartment in Skopje
4.95 out of 5 average rating, 210 reviews

MusicBox Apt. - Skopje in the 70s /pedestrian zone

We created a one-of-a-kind experience that sends you back in time to the vibrant and artistic world of 1970s Skopje. The space is a unique fusion of contemporary and mid-century modern design, featuring rare space-age items, Yugoslavian furniture and a vintage hi-fi audio system. Our fully renovated and thoughtfully designed “Yugo MusicBox apartment” is a true gem in the heart of the city. The location is unbeatable - just a 3-minute walk from the Main Square and an 8-minute walk to Old Bazaar.

Guest favorite
An open-space studio features a cozy seating area with a light-colored sofa and a textured rug. A spacious bed is positioned against a feature wall, complemented by soft bedding. Natural light floods the area through a skylight, enhancing the warm wood tones and clean design.
Apartment in Sofia
4.93 out of 5 average rating, 114 reviews

Sofia Therme

Sofia is a city with warm thermal springs back from the Roman empire times. This apartment is located on top of the old Roman town ruins - right in the middle of the current modern top center. My apartment is at short walking distance to the main shopping street and all the central landmarks as well as to nice spa centers and modern shopping centers. It is a place that recall these old times by interior design, but also a place full of modern hi-tech appliances that will give you comfort.

Guest favorite
A rustic cabin made from warm-toned wood is surrounded by lush green trees. The structure features a covered porch with a wooden railing, providing shaded outdoor space. Large windows allow natural light to enter, complementing the forested landscape that envelops the cabin.
Cabin in Belitsa
5 out of 5 average rating, 5 reviews

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.

Guest favorite
Cottage in Благоевград
4.88 out of 5 average rating, 122 reviews

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!

Top guest favorite
The villa's exterior is illuminated at night, showcasing a combination of brick and stone accents. Large glass doors provide a view into the interior, while a balcony features intricate wrought iron railings. Surrounding greenery adds a natural touch to the inviting atmosphere.
Villa in Ferizaj
5 out of 5 average rating, 46 reviews

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.

Guest favorite
The cabin features a striking A-frame design with sleek black siding, framed by lush greenery. A wooden deck extends from large glass doors, leading to a small gravel area with a swing. Clear blue skies provide a bright backdrop for this serene retreat.
Cabin in Kuchkovo
4.88 out of 5 average rating, 26 reviews

Cabin in the hills of Skopje | The Walnut 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.

Guest favorite
A stone and wooden cabin is framed by lush greenery, showcasing a traditional design with a sloped roof and arched windows. The exterior features a combination of wood and stone, creating a rustic charm that integrates with the natural landscape.
Cabin in Pelince, Pelintse
4.81 out of 5 average rating, 134 reviews

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.

Guest favorite
The wooden cabin features a steeply pitched roof and large windows framed by greenery. A small outdoor seating area is visible, accompanied by a hammock. Natural elements surround the cabin, creating a peaceful connection with nature.
Cabin in Resilovo
4.94 out of 5 average rating, 65 reviews

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.

Guest favorite
A bright loft space features exposed wooden beams and angled skylights. A cozy seating area includes a yellow armchair and matching ottoman, complemented by a sleek coffee table. A spacious mattress lies on the floor, while a dining area is visible in the background.
Apartment in Sofia
4.96 out of 5 average rating, 226 reviews

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.

Guest favorite
A modern villa with a distinctive architectural design is surrounded by a lush lawn. Large glass windows provide a view of the outdoor deck, where loungers are positioned. A patio area is set up for relaxation, complemented by a fire pit and potted plants.
Villa in Selyanin
4.96 out of 5 average rating, 25 reviews

Luxury Villa with Pool & Mountain Views Near Sofia

Welcome to Villa Selya — your peaceful luxury retreat just 30 mins from Sofia. Enjoy a private pool with mountain views, 2 cozy bedrooms, a fully equipped kitchen, fast Wi-Fi, BBQ, and a sunny garden. Whether you're sipping your morning coffee on the terrace or relaxing under the stars, this is the perfect escape for families or small groups. Located in a quiet village near eco trails and scenic spots. Book now — summer dates fill up fast!

Superhost
An outdoor terrace features a spacious wooden deck with three black chairs positioned under a covered roof. Large glass windows provide a view of the surrounding greenery and nearby mountains, enhancing the connection to nature.
Villa in Dolna Matka
4.79 out of 5 average rating, 29 reviews

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.

Top guest favorite
A spacious bedroom features warm wooden walls, creating a cozy atmosphere. The bed is topped with soft linens, accompanied by two neatly folded towels. Nightstands with lamps are positioned on either side, and a landscape painting enhances the natural feel of the space.
Apartment in Sapareva Banya
4.99 out of 5 average rating, 152 reviews

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.

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