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Holiday rentals in Osogovo

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Top-rated holiday rentals in Osogovo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A newly built villa is set against a backdrop of rolling hills. The structure features a mix of white walls and wooden accents. A spacious patio area is visible, surrounded by greenery and small decorative plants. The driveway leads towards the entrance of the house.
Villa
4.87 out of 5 average rating, 45 reviews

AMAZING view, privacy and comfort - Villa Krasi

5 km from Blagoevgrad. The villa has amazing view of the whole city and the mountains Rila and Pirin. Absolute privacy, there are no other houses nearby. The house has 3 bedrooms with double beds. Air conditioners in every bedroom and living room. Beautiful fireplace. Sauna. Jacuzzi. Strong Wi-fi. TV. More than 50 board games for adults and kids. Outdoor barbeque. Outdoor games - football, federball and MANY more. Trampoline and swings for kids and lots of activities. Outdoor gym and a Chapel.

Top guest favourite
A spacious living room features a blue tufted sofa and a wooden coffee table, complemented by a striking large painting on the wall. Natural light floods the area through glass doors leading to a balcony, offering scenic mountain views.
Apartment in Matka
4.98 out of 5 average rating, 45 reviews

Canyon View Lodge - Top-Floor Apartment with View

Wake up to a jaw-dropping panorama of Matka Canyon from your private top-floor apartment -- cliffs, river, and forest stretching out below your balcony. Canyon View Lodge sits nestled in Matka's oak forest, and the Comfort Apartment gives you the entire upper floor to yourself: two queen bedrooms, a full kitchen, a spacious living room, and a balcony made for long mornings with coffee. From the lodge, you're a short walk to Matka's main attractions: boat trips, kayaking, and hiking!

Guest favourite
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
4.91 out of 5 average rating, 33 reviews

Cozy A-Frame near Skopje | The Walnut cabin

Take a break from the city in a cozy A-frame cabin surrounded by nature, just 17 km outside Skopje. Walnut Cabin is a quiet hideaway in the greenery of Kuchkovo village. It’s a simple place made for slowing down and stepping away from city noise. Mornings are calm, with soft light and coffee on the terrace. In the evenings, you can sit by the fire pit or look up at the stars. It’s not about doing much, it’s about resting, breathing and feeling close to nature again.

Guest favourite
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 favourite
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
4.93 out of 5 average rating, 75 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.

Top guest favourite
A spacious living room features elegant French windows that open to a view of the square. A comfortable red sofa and vibrant green armchair are arranged around a glass coffee table, with a patterned rug anchoring the space. Natural light floods the room, creating a warm ambiance.
Apartment
4.98 out of 5 average rating, 99 reviews

Central sunny flat in old Sofia

Experience Sofia in style with stunning views in a historic apartment! • Central Sofia location: 5 min from Serdica station, 10 min from Vitosha Blvd • 2 Queen-size beds • Brand new, freshly renovated space • Fast WiFi for remote working • Smart TV • … and more! Wake up in the heart of Sofia to beautiful views. This spacious, sunlit apartment is your base to explore the city. You're minutes from iconic places like Vitosha Boulevard and ancient Serdica.

Top guest favourite
Flat
5 out of 5 average rating, 16 reviews

Luxury Sky Apartment - Panoramic View of Sofia

Experience the best of Sofia in this brand new luxury apartment, offering unparalleled panoramic views of the city skyline and Vitosha Mountain. Situated on a high floor, the bright and spacious living room flows into a private big terrace perfect for morning coffee or sunset drinks. Retreat to a tranquil, stylish bedroom featuring a premium queen-size mattress, high-quality satin cotton sheets, and blackout curtains to ensure a restful night's sleep.

Guest favourite
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
4.96 out of 5 average rating, 28 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!

Guest favourite
Guest house in Skopje
5 out of 5 average rating, 5 reviews

Poolhouse Bavcha

Your private space for unforgettable moments. Located 10 min. from Skopje, Villa Bavcha offers privacy, comfort and relaxation. Features include bedroom, fully equipped kitchen, open-plan living area, 10x6m pool with ambient lighting, landscaped garden, large terrace, sauna and secure parking. Perfect for romantic stays, family time or peaceful weekends away from the city. Only registered guests allowed. Events require prior approval.

Superhost
Villa
4.81 out of 5 average rating, 31 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.

Guest favourite
A modern A-frame structure is set against a backdrop of leafless trees, showcasing large glass windows framed by wooden beams. The green lawn is dotted with white daisies, adding a touch of nature to the serene environment.
Cabin
5 out of 5 average rating, 40 reviews

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!

Guest favourite
Cottage
4.88 out of 5 average rating, 123 reviews

Life House - Semkovo

Life House Semkovo sits at 1,650 m in the heart of Southern Rila, surrounded by pine forests, fresh mountain air and crystal-clear spring water. Hiking trails start right from the doorstep, leading to lakes, peaks and stunning views. Enjoy snowy winters, cool summers and peaceful nights under the stars. A perfect base to explore Rila, Pirin and the Rhodope Mountains.

Popular amenities for Osogovo holiday rentals

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