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Family-friendly holiday rentals in Thessaly

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Thessaly

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Guest favourite
A vibrant display of pink flowers is positioned in the foreground, leading towards a welcoming entrance. The door, framed by wood, is partially visible, hinting at the home's charming façade. A soft focus is applied to the porch area, creating a serene ambiance.
Home in Valti
4.94 out of 5 average rating, 48 reviews

Peony house

Peony's house is located by the Valti coast, in Sykia. It's land plot is 500m² and it's 93m away from the sea. The house has living room, kitchen, one WC and two rooms, one with double bed and the other with two separate single beds with the ability to add one children's playpen bed. In the living room the sofa becomes bed too. The kitchen is fully equipped (with one big refrigerator, electric stove, toaster, coffee machine and electric kettle). It also has a big front porch and a big green yard with barbecue and one traditional wood oven. Except from the sandy Valti's beach, only a few minutes away with your car you can enjoy all the beautiful Sykia's beaches such as Tourkolimnionas, Klimataria, Tigania, Kriaritsi, Agridia, Tranos Agios Nicholaos, Kavourotripes etc.

Top Guest favourite
A stone pathway leads to the water's edge, where two stylish loungers are positioned, offering views of the calm sea. An olive tree provides shade nearby, with lush greenery framing the tranquil shoreline.
Cottage in Kato Gatzea
5 out of 5 average rating, 13 reviews

Seaside private beach Krypsana Olivegreen lodge

Gifted by nature, shaped by man! Krypsana Olivegreen lodge stands in the middle of a perennial olive grove, not with the aim to impose itself to its setting,but to majestically mingle with the geomorphological patterns of its surroundings, sea stone and flora, cherishing each and every aspect of the natural beauty that uncircles it.The main concept is to celebrate the sea and the sun.The morphology of the volumes,the openings and the materials are in perfect harmony with the property's offerings

Top Guest favourite
The outdoor space features stone-paved pathways surrounded by lush olive trees. Two separate buildings are visible, connected by a serene garden area. A table with a vase of fresh flowers is positioned in the foreground, providing a welcoming atmosphere. Comfortable lounge chairs are positioned for relaxation.
Cottage in Sporades
5 out of 5 average rating, 14 reviews

Apomero Cottage - Almyra Living

Tucked away in a private 4,000 m² olive grove with views of Skopelos town and the Aegean Sea, Apomero Cottage offers peaceful seclusion just a 15-minute walk from town. Once used during olive harvest season, the cottage blends traditional Greek island architecture with modern comfort. It consists of two buildings: one with a bedroom and bathroom, and another with a living room, second bathroom, and a sheltered, fully equipped kitchen and dining area. An organic vegetable garden is also a plus.

Top Guest favourite
A modern interior is presented, featuring wooden panels with framed photographs displayed in a gallery style. A sleek concrete bench rests on the light-colored wooden floor, creating a welcoming space. The layout allows for easy movement, adding to the overall spacious feel.
Apartment in Litochoro
4.97 out of 5 average rating, 107 reviews

Heritage & Tales: Sihna

Το "Sihna" είναι εμπνευσμένο από το έθιμο της γιορτής των Σίχνων που τελείται στο Λιτόχωρο ανήμερα των Θεοφανείων. Έχει τις ρίζες του στο Βυζάντιο και συνεχίζεται μέχρι σήμερα. Τα Σίχνα είναι ψηλά κοντάρια με ασημένιο ή χρυσό σταυρό στην κορυφή, που φέρουν πολύχρωμες σημαίες. Πρόκειται για αφιερώματα συντεχνιών και ναυτικών οικογενειών, τα οποία συμμετέχουν με καθορισμένη ιεροτελεστία στον καθαγιασμό των υδάτων στο Λιτόχωρο. Γνωρίστε την τοπική παράδοση μέσα από τη διαμονή σας στο ''Sihna''.

Top Guest favourite
An outdoor terrace features a large olive tree surrounded by a stone-paved area. Colorful planters and lounge chairs provide seating options, with a view of the pool and distant mountains visible in the background.
Home in Skopelos
5 out of 5 average rating, 17 reviews

Villa Nirvana

Escape to your own private paradise at our stunning villa, nestled just 1.5 km away from Skopelos town. Surrounded by fragrant pine and olive trees, this luxurious retreat offers the perfect blend of tranquility and convenience. With elegantly furnished spaces, and a fully equipped kitchen, our villa has everything you need for a comfortable and memorable stay. Lounge by the pool, soak up the sun on the terrace, or explore the charming town and the beautiful beaches of Skopelos with ease.

Top Guest favourite
A modern open-concept living area features a kitchen with sleek cabinetry and a dining table for two. A comfortable gray sofa is accompanied by a side table, while decorative elements include a round mirror and framed artwork on the wall.
Condo in Larissa
5 out of 5 average rating, 25 reviews

Dreamy roof

This unique place has its own style. Spacious and elegant, it can turn your stay into a real dream. Enjoy the unique view and the skyline of the city from the balcony. Fully equipped and suitable for families, it can meet your needs for a short or long stay. Close to the University Hospital, the University of Thessaly, the Museums and the AELFC ARENA. In the area there are many free available parking spaces on the street.

Top Guest favourite
An outdoor area is showcased with elegant wooden pergolas and soft curtains. A hot tub is positioned on a stone patio, surrounded by garden elements. Scenic Meteora rocks provide a dramatic backdrop, illuminated by subtle outdoor lighting that highlights the tranquil space.
Villa in Kalabaka
4.98 out of 5 average rating, 325 reviews

Meteora boutique Villa E

Το Meteora boutique Villas βρίσκεται στο κέντρο της πόλης της Καλαμπάκας, σε έναν ήσυχο δρόμο. Προσφέρει έναν περιποιημένο κήπο ,δυο κομψά διακοσμημένες βίλες, και ένα εξωτερικό τζακούζι. Κάθε βίλα έχει ξύλινη οροφή και μοναδικό ντιζάιν. Όλα τα υπνοδωμάτια περιλαμβάνουν κρεβάτια της εταιρείας Coco-mat, τηλεόραση επίπεδης οθόνης, ιδιωτικό μπάνιο με ντους και δωρεάν προϊόντα περιποίησης. Παρέχεται δωρεάν Wi-Fi.

Top Guest favourite
A serene outdoor space features a rustic stone wall and a wooden table adorned with a striped tablecloth. Two blue chairs are positioned around the table, while a large tree provides shade. In the background, a hammock hangs gently, inviting relaxation.
Home in Trikala
5 out of 5 average rating, 111 reviews

Like a Fairytale

Located just 15 min from the city of Trikala, this property, straight out of a fairytale, nested among lush greenery, is awaiting you for an escape from reality! Perfect for a family or a group of friends, it has been decorated with respect to tradition and nature! Do not miss on a unique opportunity for a getaway! Free Wifi and parking on the street are available to our guests!

Superhost
A cozy studio space is shown, featuring a stone wall and high ceilings. A fireplace is located in the corner, complemented by a chandelier. Two built-in sofas, a dining table with four chairs, and a spacious bed are visible, creating an inviting atmosphere.
Chalet in Leptokarya
4.86 out of 5 average rating, 107 reviews

Stone cottage by the coast of Olympus

A large studio that benefits from high ceilings, fireplace, a full- fitted kitchen, and WC with shower. It has a double bed and 2 build-in sofas that turn into beds. The cottage is at the back of a larger house but has its own private garden. Ενιαίος χώρος με μεγάλη κουζίνα, μπάνιο, διπλό κρεβάτι και καναπέδες που γίνονται κρεβάτια.

Top Guest favourite
A serene outdoor seating area includes a gently swaying hammock suspended from a wooden pergola. Lush greenery surrounds the space, and a vibrant sunset casts warm hues across the sky, creating a peaceful ambiance overlooking the landscape.
Apartment in Tsagkarada
4.97 out of 5 average rating, 119 reviews

Petit Stonehouse

A country stone house gives you the opportunity of privacy and relaxation. Surrounded by olive trees and a breathtaking view of Aegean sea. Petit Stonehouse is five minutes drive from Mulopotanos Beach and five mins from Tsagarada village. Also available BBQ-Air cooler - fireplace-Tv-Hot water

Top Guest favourite
A balcony offers a view of calm blue waters and distant mountain ranges. A flower pot stands on the wooden deck, while the water reflects the clear sky. Boats are visible in the harbor, enhancing the serene coastal atmosphere.
Home in Paleo Trikeri
5 out of 5 average rating, 64 reviews

Trikeri Island Maisonette by the sea

Άνετο αυτόνομο σπίτι 75 τ.μ , 2 ορόφων με 2 μπάνια και 2 A/C. Κουζίνα πλήρως εξοπλισμένη. Πλυντήριο ρούχων και πιάτων. 1 μέτρο από τη θάλασσα. Σκάλα θαλάσσης διαθέσιμη. 2 floor house(75 sq.m.) by the sea with 2WCs and 2 A/Cs. Fully equiped kitchen. Washing machines available.

Top Guest favourite
A charming bedroom is characterized by a stone wall and wooden beams overhead. A plush bed with a dark tufted headboard is adorned with neatly arranged blankets. Soft lighting highlights a nature-themed mural behind the bed, while a cozy seating area is positioned to the side.
Home in Trikala
5 out of 5 average rating, 14 reviews

Archontiko Theofanous 1915

Αυτός ο μοναδικός χώρος έχει το δικό του στιλ. Εγώ κι ο σύζυγός μου, μετά από 9 χρόνια εμπειρίας, έχοντας το Traditional Guesthouse, αποφασίσαμε το 2025, από μονοι μας, να ανακαινισουμε και να δώσουμε ξανά ζωη σ' ένα παλιό πετρινο σπίτι που ήταν ακριβώς δίπλα μας.

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