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Vacation rentals in Osogovo

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Top-rated vacation rentals in Osogovo

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

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Guest favorite
A cozy living area is highlighted by a plush, light-colored sofa and two elegant teal armchairs. A modern fireplace, surrounded by a sleek black mantel, adds warmth, while a wood stack features prominently beside it. Artwork adorns the wall, enhancing the space's charm.
Home in Skopje
4.93 out of 5 average rating, 46 reviews

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 !

Top guest favorite
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.
Condo in Matka
4.98 out of 5 average rating, 51 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 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
4.91 out of 5 average rating, 35 reviews

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.

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, 135 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
4.94 out of 5 average rating, 77 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 favorite
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.
Condo
4.97 out of 5 average rating, 102 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 favorite
A spacious living area features two comfortable sofas and a wooden rocking chair, inviting relaxation. Large windows provide natural light and scenic views of the outdoors. Shelving units display decorative items, and natural wood flooring enhances the warm ambiance.
Home in Dolna Matka
4.93 out of 5 average rating, 59 reviews

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!

Superhost
Villa
4.81 out of 5 average rating, 32 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.

Superhost
A spacious villa is set against a clear blue sky, surrounded by meticulously landscaped gardens. A private swimming pool reflects the sunlight, with sun loungers positioned nearby. The villa features multiple levels, enhanced by a terrace and outdoor seating areas.
Villa in Skopje
4.88 out of 5 average rating, 24 reviews

Villa Sunny Side Apartments

Welcome to our stunning villa for your vacation stay! We are thrilled to have you here and hope that your stay will be an unforgettable one. As you settle in, we wanted to take a moment to share some information about the villa and the surrounding area to help you make the most of your stay. The villa is located in a beautiful and peaceful neighborhood that is perfect for relaxation and unwinding.

Guest favorite
A cozy living area features a wooden ceiling and large windows offering mountain views. Plush seating includes a sofa and armchairs. A wooden dining table is set beside an open kitchen with modern appliances. Warm lighting hangs above, creating an inviting ambiance.
Apartment
4.88 out of 5 average rating, 77 reviews

Penthouse 2-Bedrooms\ The Best View\ Free parking

Enjoy this modern-designed two-bedroom apartment in a beautiful complex with an amazing view. The alpine interior design will bring you a warm feeling after a day in the mountains. The complex itself is situated in a beautiful mountain area at the foot of the Pirin mountain, in the southern part of Bansko resort, east of the ski slopes. WiFi connection covers the entire property.

Guest favorite
Cottage
4.88 out of 5 average rating, 124 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.

Top guest favorite
The living area features a spacious sectional sofa and a round coffee table. A large wall-mounted screen displays the Netflix logo. Natural light filters through the partially sheer curtains, while decorative greenery enhances the modern ambiance.
Condo
5 out of 5 average rating, 108 reviews

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

This charming luxury suite located in one of the best maintained complexes in Bansko, is exactly what you need to fully enjoy your unforgettable stay at the biggest Ski Resort on the Balkans. Perfectly positioned, it takes a 10min walk to reach the Gondola lift and enjoy the whole vibrant area with lots of restaurants, cafe bars, clubs, supermarkets and shops.

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