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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
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!

Top Guest favourite
A spacious outdoor terrace is visible, featuring two loungers arranged under a large umbrella. The floor is made of stone tiles, providing a natural appearance. The expansive view of the blue sea stretches out into the distance, framed by lush greenery on the sides.
Villa in Ntamouchari
5 out of 5 average rating, 10 reviews

Anna's Horizon in Damouchari with private sea

Χαλαρώστε με όλη την οικογένεια ή τους φίλους σας σε αυτόν τον ήσυχο χώρο διαμονής. Η μεζονέτα παρέχει όλες τις ανέσεις για μια ευχάριστη διαμονή, καθώς επίσης και πρόσβαση μέσω διαμορφωμένου μονοπατιού σε ιδιωτική παραλία. Η μοναδική θέα στο απέραντο γαλάζιο του Αιγαίου πελάγους, σε συνδυασμό με την ιδιαίτερη τοποθεσία της μεζονέτας, όπου βρίσκεται λίγα μόνο μέτρα από τις φημισμένες παραλίες του Παπά Νερό, Αγίου Ιωάννη και Νταμούχαρης, υπόσχονται μια ποιοτική εμπειρία.

Guest favourite
An aerial view of Villa Skopelita reveals its whitewashed exterior next to rocky coastline. A spacious patio with outdoor dining furniture provides a scenic spot, while the vibrant blue sea contrasts with the natural greenery surrounding the property.
Home in Skopelos
4.94 out of 5 average rating, 18 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!

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, 315 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 spacious balcony features two metal chairs with cushions, positioned to overlook a panoramic view of the sea and surrounding landscape. The stone railing complements the serene setting, while scattered pots enhance the natural ambiance.
Home in Makrinitsa
5 out of 5 average rating, 39 reviews

Makrinitsa Alonia

In the traditional village of Makrinitsa, going uphill and walking 200m of paved road, you will find yourself in the fountain of Tsoni. Next to it is the fully renovated stone house that is ideal for spending moments of tranquility and relaxation while gazing at the panoramic view that is generously offered to you. A simple, austere space, as befits a village in Pelion.

Top 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
4.89 out of 5 average rating, 71 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!

Top Guest favourite
A scenic view is framed by open, white drapes from a window. The coastline of Skopelos is visible, showcasing the clear blue sea and lush green mountains in the background. The charming village with its white buildings can be seen in the foreground.
Home in Skopelos
5 out of 5 average rating, 20 reviews

Finka

Enjoy your stay on Skopelos island, living the village life in a traditional and peacefull house. Wake up every morning with the green of the mountains and the blue of the sea in front of you. The house is located up in the village in a very quite neighborhood, car free. There, you can walk and enjoy the charm of the old village.

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.

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, 698 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, 142 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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