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Holiday rentals in Thessaly

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Top-rated holiday rentals in Thessaly

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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.
Flat 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 aerial view reveals a tranquil bay framed by lush greenery, with clear turquoise waters gently lapping at a rocky shoreline. A small boat is anchored just off the coast, while a pair of lounge chairs is set on the sandy edge, inviting peaceful relaxation.
Cabin in Magnesia
5 out of 5 average rating, 59 reviews

Magical Seafront Treehouse with breathtaking views

Happinest Treehouse is… A charming cabin for two with beguiling views. Built between ancient olive trees, overlooking the sea. You’ll sleep to the sound of rustling leaves and owls hooting. Wake up to a vision of shimmering waters then wander through a magical Mediterranean garden and dive straight into the sea. Our unique and tranquil getaway is located in undiscovered Pelion, 5km from the village of Milina, on a small bay. We're Happinest Treehouse. Curious? Let the name be your guide!

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.

Guest favourite
A terraced stone wall showcases natural textures and colors, framed by greenery. A set of stone steps leads up to a wooden structure with a sloped roof, positioned against the backdrop of a building. Shadows from nearby trees create dynamic patterns on the stone surface.
Home in Portaria
4.88 out of 5 average rating, 216 reviews

The home of Centaurs

The house stands in the historic village of Portaria Pelion and it is about 500 m. from the central square. It's altitude is 630m., and has a spectacular view to Pagasitikos and the town of Volos. You can enjoy this view not only from the balcony but also inside the house. Furthermore the Ski Centre of Pelion is only 14km. far and the city of Volos 12km. Last but not least the beautiful beaches of Pelion are located in 31km. from Portaria.

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.
Apartment 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!

Guest favourite
A light-filled bedroom features two beds, one styled with a textured blanket and the other with soft linens. The space is enhanced by large windows allowing in natural light. A wooden door leads to a private balcony surrounded by greenery, adding to the tranquil atmosphere.
Home in Skopelos
4.89 out of 5 average rating, 19 reviews

Ktema Vernacular Dwellings

A beautiful traditional dwelling where art meets nature in perfect harmony. Discover the beauty of Skopelos in a traditional stone house that blends authentic architecture with modern comforts. Ktêma Vernacular Dwellings welcomes you to a peaceful estate filled with olive and plum trees, perched on a hillside with panoramic views of the Aegean Sea and the island of Alonissos.

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 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.

Popular amenities for Thessaly holiday rentals

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