Vacation rentals in Osogovo

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.

Location · Value · Kitchen

Alpine Villa in Rila Moutain

Отпуснете се в това неповторимо и спокойно място за почивка от ежедневието само на час път от София. Вила Ганчев е малка, уютна дървена къщичка, разположена в имот от 4.5 дка, изцяло на ваше на разположение - в него са засадени много дървета, създаващи неповторимо усещане за близост до природата. Вилата разполага с единно вътрешно простраство от 30 кв.м, в което са разположени дневна, кът за хранене и готвене, както и малък санитарен възел на ниво 1 и уютна спалня с невероятна гледка на ниво 2.

Value · Location · Getting around

House with Fireplace & Jacuzzi

Dream stay, 15min to city centre our charming 5-bedroom home comfortably accommodates up to 10 guests, with 3 double beds and 4 single bends with plenty of space to relax. Enjoy the warmth of the fireplace or unwind in the private jacuzzi. The peaceful garden offers a perfect spot for outdoor relaxation and barbecues. Located in a quiet neighbourhood, this inviting home combines comfort, style, and tranquility—ideal for groups or families seeking a memorable, relaxing getaway. Enjoy your stay !

Location · Family · Check-in

Ma-Bebe Summer PlayHouse - jacuzzi, sauna and BBQ

Have fun with the whole family at this stylish place. A short drive to Business Park, Mladost, Ma-Bebe PlayHouse is just 5 min walk to Pancharevo lake and the woods. 200 sqm designer space with football table & plenty of toys (Lego, PawPatrol, HotWheels) 2 Kitchens and 3 bedrooms Garden, BBQ and playground Outdoor jacuzzi & Sauna Parking slot NEARBY: Groceries Thermal swim facilities Pedal boats Tennis Restaurants Perfect for one or two families! Events and outside guests are not allowed!

Location · Family · View

Modern luxurious apartment 5 min from ski lift

A modern and luxurious 2-bedroom apartment only a 5-minute walk from the ski lift. Recently renovated to a very high standard, it offers groups of up to 5 people the ideal winter holiday escape. The space offers a large lounge with a fireplace for a great warm finish to your skiing day. There are 2 spacious bedrooms with double beds and a comfortable double sofa-bed in the lounge, a high spec bathroom with a rain shower and a balcony to enjoy the morning sun and a view of the Pirin mountain.

Value · Location · Amenities

Villa Kaja, for exclusive use and private sauna

Tucked away on a lovely family-friendly street, our chalet is just a five-minute walk from the gondola and only a stone's throw from the village restaurants and bars. We built this place with one thing in mind: creating somewhere you can truly relax. Somewhere you can walk to the lifts in the morning, wander back from dinner in the evening, and still feel like you're miles away from it all. Our goal was to offer a calm and cozy escape from the everyday, with the entire chalet yours to enjoy.

Value · Location · Cleanliness

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.

Location · Checkout · Hospitality

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!

Family · Value · Nearby

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

Family · Location · Quiet

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.

Location · Family · Air conditioning

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!

Value · Family · Pets

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.

Value · Location · Amenities