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Holiday houses in Thessaly

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Top-rated holiday rentals in Thessaly

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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
An aerial view of a spacious property showcases a blend of natural beauty and architectural charm. Lush greenery surrounds the house, which features a distinctive stone roof. The inviting pool is framed by lounge chairs and umbrellas, surrounded by terraced gardens, creating a tranquil outdoor oasis.
Villa in Ano Volos
5 out of 5 average rating, 8 reviews

Pelion Luxury Villa Ivy

Welcome to this magnificent residence nestled in the prestigious foothills of Mount Pelion, Ano Volos. A statement of luxury and sophistication. Spanning an internal area of approximately 300 sm, with parking and guesthouse covering over 100 sm, this property is the epitome of elegant living. The Villa has been meticulously re-built offering an eclectic mix of an English country house and Greek mountain Villa all in one! SAUNA-SPA POOL - HAMMAM. PRIVATE CHEF AND MASSEUSE AVAILABLE ON REQUEST

Top Guest favourite
A two-story stone house is framed by lush greenery and a well-maintained yard. An inviting pool reflects the sky, while a cozy lounge area with a blanket and hat are arranged artfully on the deck, encouraging relaxation in the outdoor space.
Home in Ano Gatzea
5 out of 5 average rating, 12 reviews

Old Olive Villa

Στους πρόποδες του Πηλίου, εκεί όπου το βουνό των Κενταύρων συναντά το γαλάζιο του Παγασητικού αυτό το πέτρινο σπίτι προσφέρει μια εμπειρία διαμονής που ισορροπεί ανάμεσα στην αυθεντικότητα και την πολυτέλεια. Περιτριγυρισμένο από έναν αιωνόβιο ελαιώνα, το σπίτι αποπνέει ζεστασιά, άνεση και υψηλή αισθητική. Εδώ, η ηρεμία του τοπίου συναντά την ποιότητα μιας πραγματικής απόδρασης – εκεί όπου κάθε λεπτομέρεια έχει σχεδιαστεί για να προσφέρει ξεκούραση, αρμονία και μια βαθιά αίσθηση ευεξίας.

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!

Guest favourite
An aerial view of Villa Skopelita showcases its three-story structure, featuring whitewashed walls and terracotta roofs. The warm glow of outdoor lights illuminates the patio, while winding steps lead down to the rocky coastline, enhancing the connection between the property and the surrounding landscape.
Home in Skopelos
4.94 out of 5 average rating, 17 reviews

Villa Skopelita

The fully renovated three-story Villa Skopelita offers a double bedroom, a twin bedroom with two single beds, and an extra single sleeping option via a pouf bed in the living room, ideal for a child. It includes two bathrooms and a bright living area. Highlights include its unique style and a spacious patio with breathtaking, uninterrupted sea views. Due to its location and overall buety, Villa Skopelita, is one of the island’s most photographed homes!

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
4.89 out of 5 average rating, 205 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
Cottage in Elia Nikitis
4.97 out of 5 average rating, 75 reviews

Blue olive experience: Out of the box living

A unique experience in the heart of Sithonia, between the peaks of Olympus and Athos. On a 15-acre property with a 200-year-old family olive grove and exclusive access to a canyon of wild beauty, we built a unique residence in all of Greece entirely of river and sea stones, surrounded by the blue of the sea and the green of the forest. It is 5 minutes from the most famous beaches of Sithonia, Lagomandra, Elia, Spathies, Kalogria, Kovgiou.

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, 309 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, 107 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 spacious outdoor terrace is visible, featuring a shaded seating area with a comfortable sofa and a sun lounger. Potted plants add greenery, and a scenic view of the sea and surrounding landscape is showcased in the background under a clear blue sky.
Place to stay in Volos
4.88 out of 5 average rating, 67 reviews

Fairytale Guest House

Επισκεφτείτε το Fairytale Guest House για μια μαγευτική εμπειρία στην εξοχή. Το σπιτι μας βρισκεται μολις 1,5χλμ απο το κεντρο της Ζαγορας σε μια εκταση 4 στρεμματων με οπωροφορα δεντρα απαλλαγμενο απο θορυβους. Η πανοραμικη θεα απο το μπαλκονι του σπιτιου θα σας ενθουσιασει. Ιδανικο για ολες τις εποχες του χρονου εφοσον συνδιαζει βουνο και θαλασσα!

Guest favourite
A balcony view captures a scenic landscape of towering rock formations surrounded by lush greenery. Colorful houses are visible in the foreground, contributing to the quaint village atmosphere. The railing frames the view, inviting moments of relaxation and contemplation.
Home in Kastraki
4.93 out of 5 average rating, 694 reviews

In the heart of Kastraki

A marvelous idividual small house in the central square of the beautiful village Kastraki. Close to public transports. Ideal for quality vacations. Registry No for short-Term Residential Rental 00000008760 (Αριθμος Μητρωου Ακινητου 00000008760)

Top Guest favourite
An aerial view showcases a country house surrounded by lush olive trees. A private pool is visible next to a spacious wooden deck with lounge chairs. The home features a stone exterior and a shaded outdoor area, blending seamlessly with the natural landscape.
Cottage in Magnesia
4.99 out of 5 average rating, 141 reviews

country cottage at pilio mountain

old coutry house situeted in tsagarada ,stone made dated 1911 , BBQ place (URL HIDDEN) TV ,hot water ,heating,fireplace,hairdryer, iron ,alarm system 7 min from milopotamos beach and 6 from village tsagarada,perfect for summer and winter

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