Family-friendly vacation rentals in Kumanovo

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.

4.95 out of 5 average rating, 242 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.

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 58 reviews

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

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 !

FamilyIndoor spacesBathroom

4.99 out of 5 average rating, 112 reviews

Luxury 19th Floor Condo with Pool, Gym & City View

Enjoy your stay in one of Skopje’s most modern and tallest residential complexes. This stylish apartment is located on the 19th floor, offering breathtaking panoramic views of the city. Just 4 km from the city center, it provides the perfect balance of comfort and convenience. During your stay, you’ll enjoy a range of premium amenities, including: Free access to the on-site SPA center (indoor swimming pool & fitness area) Free dedicated parking spot Located 22 km from Skopje Airport.

FamilyKitchenParking

Three modern residential towers are depicted against an evening sky, showcasing their heights and contemporary architecture. A small pond with a fountain is visible in the foreground, surrounded by greenery and pathways, enhancing the urban landscape.

4.87 out of 5 average rating, 215 reviews

MERDZ Spa&Fitness Sky Apartment

Enjoy your stay at the highest tower in Skopje in the brand-new apartment located on the 19th floor which will give you adorable view from three sides of the town. Building is located just 4km from the heart of the city. As our guests you will have benefits to Relax in Free SPA & Fitness. - Free Parking - Nespresso Machine - French terrace - TV 55" and TV 40'' Smart - Market, ATM machine, Pharmacy - 24/7 reception and security - 22 km to Skopje international airport

FamilyIndoor spacesSleep quality

Cabin in Pelince, Pelintse

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.

4.8 out of 5 average rating, 138 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.

Indoor spacesFamilyValue

A cozy corner of the living room features a large, soft bean bag chair and a small, textured ottoman in warm yellow. A white circular table holds two glasses, and a decorative shelf with a potted plant adds a touch of greenery to the peaceful space.

4.97 out of 5 average rating, 239 reviews

Cloud Bags Corner | Free Parking | Netflix & BigTV

🧼 Extra attention to cleanliness 🔑 Self check-in 🚗 Free parking included 24/7 📶 Fast Wi-Fi available ✈️ 15 min drive to the Airport ✨ 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 🚫 6 km away from Center - 🚌 is a must ID Required - All guests must present valid ID before check-in

FamilyKitchenSleep quality

4.94 out of 5 average rating, 64 reviews

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

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!

FamilyKitchenWalkability

4.97 out of 5 average rating, 110 reviews

Sunny Side Up - Central Flat with Indoor Garage

Your central home with a view awaits. ⛰️✨ This hidden gem is just a short walk from Macedonia Square, placing you near iconic landmarks while offering a quiet, modern retreat. Bask in southern sunshine and take in breathtaking views of Mount Vodno from your private balcony. Enjoy the heart of Skopje at your doorstep and the luxury of absolute silence at night, complete with blackout curtains and a premium mattress for the best sleep of your trip!

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 11 reviews

Guesthouse in Skopje

Poolhouse Bavcha

Your private space for unforgettable moments. Located 15 min. from center of Skopje, Villa Bavcha offers privacy, comfort and relaxation. Features include bedroom, fully equipped kitchen, open-plan living area, 10x6m pool with ambient lighting, landscaped garden, large terrace, sauna and secure parking. Perfect for romantic stays, family time or peaceful weekends away from the city. Only registered guests allowed. Events require prior approval.

Indoor spacesFamilyCondition

A dining area is presented with a polished table set for two, featuring plates, glasses, and fresh fruit. A cozy living space with a large sofa and television is visible in the background, while natural light fills the room through floor-to-ceiling windows.

4.91 out of 5 average rating, 169 reviews

Heart of Debar maalo on Bohemian street apartment

Welcome to my stylish and comfortable 78m² apartment, located in the heart of Debar Maalo, one of Skopje’s most vibrant and sought-after neighborhoods. Situated on the famous Bohemian Street, you'll be surrounded by the city’s best restaurants with music in live, lively bars and a mix of locals and tourists from all over the world. The bustling atmosphere of this area makes it a prime spot for exploring Skopje!

FamilyIndoor spacesHeating

A rooftop balcony is presented, featuring a shaded table with four chairs and a lounging area. Potted plants add greenery, while views of trees in the surrounding area are visible in the background. The patio floor is finished in light-colored tile.

5.0 out of 5 average rating, 122 reviews

Cosy Studio, in Bohemian sector.

Located in the heart of the bohemian neighbourhood, this apartment is in the centre of Skopje's nightlife. All of the best restaurants are within 50-100m. The rooftop balcony offers a peaceful retreat from the centre which is great to sit and relax with a morning coffee. Great for anyone looking to be in the middle of everything.

KitchenIndoor spacesValue

A modern living area is featured, showcasing a comfortable sofa and a wooden coffee table. Large glass doors open to a balcony, providing views of the river and surrounding greenery. Natural light is allowed in through sheer and patterned curtains.

4.97 out of 5 average rating, 279 reviews

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.

Indoor spacesKitchenAccess

Popular amenities for Kumanovo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A well-furnished living area is featured, equipped with a flat-screen television and a stylish coffee table. Comfortable seating is provided by two black leather chairs and a spacious sofa. Natural light filters through large windows, enhancing the warm tone of the wooden flooring.

4.81 out of 5 average rating, 108 reviews

Sunset View Downtown Apartment

Indoor spacesKitchenView

4.8 out of 5 average rating, 120 reviews

A dining area features a glass table surrounded by eight white chairs, set against mirrored walls that reflect the space. The room is well-lit, showcasing a contemporary artwork piece on display. A sideboard is visible in the background, enhancing the stylish ambiance.

Villa in Skopje

Mirror apartment / Perfect reflection

Indoor spacesFamilyAir conditioning

A modern living room showcases large windows offering panoramic views of the city. A comfortable sectional sofa is arranged around a sleek coffee table, enhancing the spacious layout. Soft natural light floods the area, complemented by neutral-toned decor and elegant accent pieces.

5.0 out of 5 average rating, 55 reviews

Sunrise Sky Lux Apartment,33rd floor, Pool&Fitness

KitchenIndoor spacesAmenities

4.88 out of 5 average rating, 16 reviews

Four Hearts Apartment

Indoor spacesCheck-inGetting around

A stylish living room features a comfortable sofa with decorative pillows and a modern coffee table. An artistic wall piece of a horse complements the space. A well-lit dining area with white chairs and a round table is seen in the background, adjacent to a bright kitchen area.

4.57 out of 5 average rating, 56 reviews

Stylish White Apartment 10

Indoor spacesKitchenNearby

A modern living area is featured, showcasing a spacious gray sectional sofa with textured upholstery. A small white coffee table sits in front, complemented by potted plants. Natural light filters through sheer curtains, with yellow drapes adding a touch of warmth to the room.

5.0 out of 5 average rating, 15 reviews

Spacious Skopje Apartment, 2BR, Parking, City Mall

KitchenIndoor spacesWalkability

4.95 out of 5 average rating, 21 reviews

Modern Loft Apartment | Cozy & Elegant Stay

Indoor spacesKitchenAccess

The living area features a convertible sofa in a neutral tone, accompanied by a round table on a patterned blue rug. A large mirror hangs on the wall, reflecting natural light flowing through the floor-to-ceiling windows, which showcase panoramic city views.

5.0 out of 5 average rating, 31 reviews

Skyline Serenity 30th Floor

FamilyIndoor spacesBathroom

Family- and pet-friendly home rentals

A modern living room features a plush pink sofa, a mid-century armchair, and a glass coffee table. Large sliding doors provide access to a balcony with outdoor seating, while a large artwork decorates the wall, enhancing the contemporary decor.

4.85 out of 5 average rating, 165 reviews

Design Apt | SmartLock & Free Parking + FAST Wifi

Indoor spacesFamilyLaundry

4.8 out of 5 average rating, 137 reviews

Dushanski Apartment

KitchenIndoor spacesAccess

4.91 out of 5 average rating, 151 reviews

Urban Oasis | Free Parking | Walk Everywhere

FamilyKitchenLong stay

A bright, modern studio features a spacious, neatly made bed and a 42" Smart TV mounted on the wall. Green plants add a touch of nature, while the kitchen area is visible in the background, equipped with bar stools and clean lines.

5.0 out of 5 average rating, 516 reviews

2 min Bus & Shuttle Station-Balcony-Queen

FamilyIndoor spacesLong stay

A small balcony is shown, featuring a compact foldable table and two chairs adorned with floral cushions. A potted plant is centered on the table. The view includes nearby buildings and mountains under a clear blue sky.

4.97 out of 5 average rating, 235 reviews

Bohemian street apartment

FamilyKitchenParks

A cobbled street in Skopje's Old Bazaar is illuminated by soft lights at dusk. Traditional shops line both sides, showcasing various crafts and goods. The atmosphere is peaceful, with shadows cast by the buildings, and a hint of blue sky visible above.

4.95 out of 5 average rating, 340 reviews

Cozy apartment in the heart of Skopje - Old bazaar

FamilyKitchenValue

4.94 out of 5 average rating, 479 reviews

New Modern & Cozy Center Apartment | Blue Station

Indoor spacesKitchenNearby

A bright living area features a large, comfortable sofa and a flat-screen TV. A dining table with four chairs is visible in the background, next to a well-equipped kitchen. Natural light illuminates the space, enhancing the wooden flooring.

4.89 out of 5 average rating, 349 reviews

KLAS Skopje Centar Apartment (self check in)

KitchenFamilyAccuracy

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 44 reviews

Cozy Stay+Pool+Parking near Centre

FamilyKitchenAccuracy

4.93 out of 5 average rating, 42 reviews

A private pool is set within a spacious outdoor area, reflecting the vibrant colors of a sunset. Lush greenery and decorative trees surround the pool, while a covered outdoor kitchen area is visible, enhancing the tranquil atmosphere of the retreat.

Home in Skopje

Pool House "Villa Lena"

KitchenFamilyBreakfast

An indoor swimming pool features clear blue water under a high, glass-paneled ceiling. Natural light brightens the area, creating reflections on the water's surface. Surrounding the pool, there are several wooden lounge chairs and potted plants, adding to the serene environment.

4.95 out of 5 average rating, 44 reviews

Amelie's Sky Apartment 2

FamilyIndoor spacesAccess

4.82 out of 5 average rating, 17 reviews

Dzevahir sky city-free Parking-29 floor

FamilyIndoor spacesParking

A spacious living area features a large window offering panoramic city views. A sleek, modern swivel chair is positioned beside a stylish entertainment unit with a flat-screen TV. Natural light filters in, illuminating the warm wooden floor and tasteful decor.

5.0 out of 5 average rating, 66 reviews

28F Highrise/Spa/Free Pkg/Gym

KitchenFamilyParking

4.92 out of 5 average rating, 25 reviews

NEBO - Spa, Pool, Fitness & Parking Included

KitchenIndoor spacesAmenities

4.88 out of 5 average rating, 24 reviews

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

Villa Sunny Side Apartments

Indoor spacesKitchenQuiet

An indoor pool is showcased under a large glass skylight, allowing natural light to illuminate the water. Surrounding the pool are wooden elements and greenery, creating a calming environment. The spacious area offers ample room for guests to relax and enjoy the serene atmosphere.