
Vacation rentals in Osogovo
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Osogovo
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

A peaceful retreat close to Skopje city center
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.

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.

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.

ILIS House Matka
Welcome to our cozy retreat near Canyon Matka in Skopje! If you're a nature lover seeking relaxation, you've found the perfect place. Work or chill, this is where peace meets nature. Wake up to soothing sounds, sip coffee with stunning views from your window, or step onto the terrace for a breathtaking panorama of mountains. Escape to relaxation and inspiration at our welcoming getaway near Canyon Matka. Book your stay now and make lasting memories!

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 house Radost Guest house Radost
We are located in the Predela area 15 km from Bansko, it has 3 bedrooms on the second floor and 2 sofa beds on the first, a total capacity of 10 people and 2 baby cribs. The house has a sauna and a 5-person Jacuzzi. A large yard and outdoor barbecue are available. Fully equipped kitchen - coffee machine, microwave, refrigerator and toaster and dishwasher. The pool is seasonal and operates from July to mid-September.

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.
Popular amenities for Osogovo vacation rentals
Other great vacation rentals in Osogovo

Penthouse 2-Bedrooms\ The Best View\ Free parking

Upscale 2BR Central Park Prime View + Elevator

Pirin Cave Lux Suite/10min from lift/Amazing view

Grizzly Igloo I The Quiet One

360 Stunning View 2 floors Penthouse 3BD / 2BA

Bansko Lux Villa for Ski & Chill

Guest House "Victoria"

Elegant mountain house near Sapareva Banya





