
Holiday rentals in Thessaly
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Top-rated holiday rentals in Thessaly
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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.

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.

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!

Anna's Poolside Villa
Anna's Villa is located in the dreamlike location of a traditional settlement of Makrinitsa. Walking through the traditional cobbled streets and within the dense, evergreen vegetation of the magical mountain, you will find yourself in our beautiful setting that is ideal for both families and couples, and for those of any age. Provides all-in-one amenities, giving you unique moments of relaxation and well-being.For the house you have to walk 100 meters in the traditional cobbled streets.

Zelis In Pelion Greece
Το κατάλυμα Zelis In Pelion Greece βρίσκεται σε μια γαλήνια τοποθεσία στο Πήλιο, σε σημείο από όπου οι επισκέπτες έχουν πανοραμική θέα στον Παγασητικό κόλπο, απολαμβάνοντας μοναδικά ηλιοβασιλέματα. Από τη βεράντα του καταλύματος και την όμορφη καταπράσινη αυλή του θα απολαμβάνετε το πρωϊνό ή το γεύμα σας ατενίζοντας τη θάλασσα και ταυτόχρονα το μαγευτικό Πήλιο, με τον ήχο των αηδονιών και του νερού που τρέχει στο ρέμα μας. Μαγευτικό είναι επίσης το βράδυ κάτω από τον ουρανό με τα αστέρια.

"The Dreamers of Parisaina" / WAVE
Wave Guesthouse, one of the "Dreamhouses of Parisaina" is a beautiful, small, stone house, built in 1905, in front of the beach, ideal for those who want an alternative way of vacation away from the bustling everyday life ! It has unlimited sea views and is one minute away from the beach! It combines mountain and sea and is elevated at the northern end of the beach "Parishaina", a short distance from the village of Chorefto, of the Municipality of Zagora-Mouresi in NE Pelion!

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.

Beach House on the sand! Direct beach access.
Relax and enjoy the sea all day long in this 2 bedroom fully equipped Beachfront House ideal for groups and families with kids! This is a true beach house as it is located directly on the sand and you're just steps from the beach! You can literally live in your bathing suit throughout your whole vacation here. The exposed stone in the exterior and wood furnishings in the interior reflects the original Pelion's architecture and offers a unique homestay experience.

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!

Wooden dream on the beach! - iHouse
A unique wooden house on the beach! All you need in 34m2! It's the iHouse and it's fully equipped with all needed amenities. The iHouse is placed on our field in Nea Skioni, right in front of the sea. If you are looking for a place to getaway, relax and enjoy the beauties of nature, then the iHouse is ideal for you! There is a self check in system allocated at the location. You will be provided with all the needed information prior to your arrival.

Pelion beach Papa Nero Happiness House
The house is located by the sea. The view is breathtaking! Indoors are clean and fully equipped with everything the guest needs. Activities you can do apart from endless baths and total relaxation on the balcony and the yard of the house are hiking from a private path to the picturesque Damouchari, fishing, walking walks to Agios Ioannis! The house is a small diamond on the beach Papa Nero Pelion ! The house of happiness!!!

A small Dreamcatcher
My place is close to great views, beach, restaurants and dining, and art and culture. You'll love my place because of the view, the location, the people, the environment, and the outdoors. My place is suitable for couples, single person activities, business travelers.As for pets only small you are not allowed to leave them alone at home and charge 10€ per day.
Popular amenities for Thessaly holiday rentals
Other great holiday rentals in Thessaly

Kymothoe, a cottage with a yard, next to the sea.

Blue olive experience: Out of the box living

Skopelos Aerino house

Pelio Mylopotamos Beach House (Upper floor)

Seafront Essence - Beachfront Villa - Halkidiki

Liviana House | Perfectly Located in Skopelos Town

MaMaroula Apartment 30m from the beach

View Dimitra's
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