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Vacation rentals in Osogovo

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Top-rated vacation rentals in Osogovo

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Top guest favorite
An open-plan living space features a modern kitchen with a stylish countertop and a dining area with black folding chairs. Colorful wall art and a retro orange lamp adorn the room, while natural light filters through a window, accentuating the unique architectural details.
Apartment in Skopje
4.95 out of 5 average rating, 211 reviews

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.

Top guest favorite
A bright living area features an orange sofa positioned near a black coffee table, with a decorative plant on top. A mounted television and indoor electric fireplace are visible on the wall opposite. Light filters through sheer curtains, illuminating a dining table with elegant chairs.
Apartment in Sofia
5 out of 5 average rating, 155 reviews

Elements Stylish Central 1BDR | WiFi | Work Space

The apt is situated in the very ART centre of Sofia where KvARTal event is held. The main attraction of Sofia "Alexander Nevski" cathedral is 10 minutes away by foot as well as the main walking street "Vitosha" and the Opera House. There is a plethora of cafes, restaurants, bars and unique designed graffiti around the apt. "Serdika" station, which is the main underground station, is located within less than 7 minutes walk and provides direct link to Sofia's Airport, Train and Bus stations.

Guest favorite
An open-space studio features a cozy seating area with a light-colored sofa and a textured rug. A spacious bed is positioned against a feature wall, complemented by soft bedding. Natural light floods the area through a skylight, enhancing the warm wood tones and clean design.
Apartment in Sofia
4.93 out of 5 average rating, 115 reviews

Sofia Therme

Sofia is a city with warm thermal springs back from the Roman empire times. This apartment is located on top of the old Roman town ruins - right in the middle of the current modern top center. My apartment is at short walking distance to the main shopping street and all the central landmarks as well as to nice spa centers and modern shopping centers. It is a place that recall these old times by interior design, but also a place full of modern hi-tech appliances that will give you comfort.

Guest favorite
Cottage in Благоевград
4.88 out of 5 average rating, 122 reviews

Life House - Semkovo

Life House is the highest guest house in Bulgaria-1650 meters above sea level in the southern Rila mountains (Balkans' highest!), this unique cabin offers an unforgettable escape year-round. The air and the water are impressively clean here. Explore the surrounding network of eco-paths, crystal-clear lakes, and majestic peaks. You also can jump in the beauty of the Rhodopes and Pirin mountains within a 20-40 minute drive. Life House is Winter Wonderland and the perfect Cool Summer Retreat!

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
4.97 out of 5 average rating, 34 reviews

Canyon View Lodge - Apartment

Nestled in Matka's oak forest, Canyon View Lodge offers the best, well, canyon view. The Comfort Apartment is our most spacious, private, and well-equiped unit, a great option for those who want the comfort of home while enjoying Matka's treasures: from the cliffs and greenery, to the river and the hidden churches. The property is only directly accesible high-clearance vehicles, otherwise people need to do a small hike to get up—but the jaw-dropping view is worth it!

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
4.88 out of 5 average rating, 26 reviews

Cabin in the hills of Skopje | The Walnut Cabin

Book our cabin if you want to wake up surrounded by nature. We are proud to present to you the Walnut and the Sunrise cabin in Kuchkovo village, my family's origin place. Just 17 km from Skopje city center. The cabins blend rustic charm with modern comfort. Come stay with us and enjoy sunrises and city views from your cozy patio. surrounded by greenery. You can spend evenings by the fire pit or stargazing. During the day, explore the village, meet locals or go hiking.

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, 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 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 in Resilovo
4.94 out of 5 average rating, 65 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.

Guest favorite
The exterior showcases a stunning stone house with multiple levels, illuminated against a twilight sky. A private hot pool is nestled amidst a landscaped yard, featuring seating areas with chairs and a grill. Vibrant lighting highlights the building's architectural details and surrounding greenery.
Chalet in Banya
4.98 out of 5 average rating, 45 reviews

Luxury Villa with Hot Pool

A restful place away from all the hustle and bustle with a wonderful views of the Pirin mountain. Spoil yourself after a great day on the slopes with the pleasant warmth of the mineral hot pool and magical mountain views. Place, where you can spend your holiday, with peace and privacy or where your children can also relax and have fun in a private hot pool with mineral water in the backyard. It can be your perfect well-being holiday or a romantic hideaway.

Guest favorite
A charming stone villa is positioned against a backdrop of a cloudy sky. The inviting entrance features a wooden door and a cozy seating area with two chairs beside a potted plant. Lush greenery surrounds the structure, creating a peaceful atmosphere.
Villa in Velestovo
4.95 out of 5 average rating, 117 reviews

Villa ~Colours of the Wind~ A Story of Love!

UNPLUG, to RECHARGE Let the rooster’s crow gently wake you at dawn, sway to the soft chime of bells as the sheep wander back from their pasture, and, with a bit of luck, witness the playful squirrels darting gracefully through the towering pines in our garden! Feel the sound of wilderness, colours of the wind, be enchanted by the fragrance of countless mountain flowers, enjoy the vanilla sky sunsets, listen to the stars at nigh! Meet Your Spirit!

Guest favorite
A bright loft space features exposed wooden beams and angled skylights. A cozy seating area includes a yellow armchair and matching ottoman, complemented by a sleek coffee table. A spacious mattress lies on the floor, while a dining area is visible in the background.
Apartment in Sofia
4.96 out of 5 average rating, 228 reviews

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.

Guest favorite
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 in Selyanin
4.96 out of 5 average rating, 25 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!

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