Vacation rentals in Kumanovo

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.

Loft on top of Bohemian Quarter

Artistic loft with panoramic views and private terrace. Located in Debar-Maalo, the heart of Skopje, walking distance to Boemska Street, Central Park and Main Square. Equipped with modular furniture, wall art and fully prepares for a relaxing stay: • 1st floor - living room & kitchen • 2nd floor - bedroom, gallery & terrace • Wifi & Smart TV • Two Toilets • Laundry & Dishwasher Ideal for: couples, solo travelers, business stays or weekend getaways. You can hear the city noise on weekends.

Lovely Gem next to main square and city park 60m2

Enjoy a stylish experience at this centrally-located place This is BRAND NEW 60m2 apartment 5 minutes on foot from city park (stadium) and from the main square. Best possible location, very close to the lovely streets of Debar Maalo with many bars and restaurants. The apartment is with 1 bedroom with queen sized bed, and a living room with comfortable sofa bed + pull out bed Also 2 balconies from both rooms, one overlooking Vodno mountain. You can use it to drink a coffee or have a lunch

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!

Sunset Boulevard

Enjoy a stylish experience at this centrally-located place! Nestled along the main Skopje boulevard, this chic apartment offers a perfect blend of luxury and convenience. With stunning city views, modern finishes, and an open-concept layout, it's the ideal urban retreat. Enjoy the vibrant energy of Skopje right outside your doorstep, with trendy restaurants, entertainment, and shopping just minutes away. Perfect for those who want to experience the best of the city living in style!

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.

Marko's Skopje Center Apartment B

New apartment located in the city center, walkable distance to everything ! Feels like home in Skopje! Designed with comfort and elegance in mind, it features a fully equipped kitchen, fast Wi-Fi, workspace, air conditioning, comfortable bedroom and a cozy living area. Just steps away from popular cafes, restaurants, market, shops, and cultural attractions. Ideal for couples, families, solo travelers, or business guests looking for a comfortable and convenient stay.

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.

Glass Penthouse w/ City Views in Debar Maalo

Stay above the city in a unique glass-walled penthouse with panoramic views of Skopje. Featuring a large private terrace, private elevator access, floor-to-ceiling windows, and abundant natural light, this one-of-a-kind stay is located in the heart of Debar Maalo. Walk to City Park, cafés, restaurants, nightlife, and Skopje’s main attractions while enjoying unmatched views of the city skyline and Kale Fortress.

Cloud Bags Corner | Free Parking | Netflix & BigTV

🧼 Extra attention to cleanliness 🔑 Self check-in 🚗 Free parking included 📶 Fast Wi-Fi available ✨ Extra spacious apartment 🛋️ Cozy and relaxing space ☀️ Perfect for slow mornings 🌙 Quiet and peaceful location 🔒 Entire apartment — no shared spaces 📸 Real photos, exactly as shown 🚖 Airport transfer available on request

Modern Oasis

New apartment located right across the river from the Hilton Hotel, behind the Mercedes building. It is modern furnished and equipped will AC, wi-fi, TV, and all other amenities you need for a great stay. There is also a free parking spot. The apartment is approximately 3 km from the city centre.

Penthouse with mountain views & city terrace

Experience Skopje’s full contrast: vibrant energy from the city-facing terrace and the quiet serenity of Mount Vodno from the bedroom. A private hallway acts as a switch between the hustle and the haven.