Some info has been automatically translated. Show original language

Holiday houses in Osogovo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Osogovo

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

1 of 1 pages1 / 1
Top Guest favourite
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
4.94 out of 5 average rating, 49 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 !

LocationFamilyCheck-in

Superhost
Villa in Blagoevgrad
4.87 out of 5 average rating, 47 reviews

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.

ValueFamilyQuiet

Superhost
Home in Pancharevo
5.0 out of 5 average rating, 3 reviews

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!

LocationFamilyHospitality

Top Guest favourite
The spacious lounge area features a light-filled design with large windows and modern decor. A comfortable sofa is complemented by a mix of cushions, while a round coffee table sits nearby. A smart HD TV and fully equipped kitchen with stylish appliances are also visible.
Condo in Bansko
4.98 out of 5 average rating, 110 reviews

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.

FamilyLocationLayout

Top Guest favourite
The chalet's exterior showcases a modern design with a blend of stone and wood finishes. A balcony extends from the upper level, complemented by wrought iron railings. Lush greenery and a cobblestone pathway lead to the entrance, set against a clear blue sky.
Chalet in Bansko
4.94 out of 5 average rating, 114 reviews

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.

FamilyValueAccess

Guest favourite
A rustic cabin made from warm-toned wood is surrounded by lush green trees. The structure features a covered porch with a wooden railing, providing shaded outdoor space. Large windows allow natural light to enter, complementing the forested landscape that envelops the cabin.
Cabin in Belitsa
5.0 out of 5 average rating, 6 reviews

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.

LocationCheck-inQuiet

Top Guest favourite
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, 53 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!

ValueLocationNearby

Top Guest favourite
A stylish living area features a large wooden table and natural stone wall accents. A flat-screen TV displays the Netflix logo. Warm LED lights outline the space, enhancing the cozy atmosphere. The kitchen area is partially visible in the background.
Condo in Bansko
4.99 out of 5 average rating, 100 reviews

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

FamilyLocationOutdoor spaces

Guest favourite
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
4.92 out of 5 average rating, 36 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.

FamilyLocationDecor

Guest favourite
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, 79 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.

LocationValuePets

Top Guest favourite
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!

ValueLocationPets

Top Guest favourite
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, 249 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.

FamilyValueTV

Popular amenities for Osogovo holiday rentals