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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 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, 14 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, 61 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
A wooden deck is featured with two lounge chairs positioned near a small pool, offering views of the mountains and water. A table with refreshments is also present, inviting relaxation in a serene outdoor setting.
Home in Volos
4.95 out of 5 average rating, 131 reviews

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.

Top Guest favourite
A wooden dining table with chairs is situated on a terrace, surrounded by lush greenery. The sunset casts a warm glow over the horizon, creating a serene view of the landscape. A small potted plant and tableware are neatly arranged on the table.
Home in Zervochia
5 out of 5 average rating, 10 reviews

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.

Top Guest favourite
The bathroom features warm yellow walls and a modern, minimalist design. A stylish sink is positioned on a neatly organized countertop, with soft towels placed nearby. A sleek shower and two contemporary toilet fixtures complement the space, alongside natural lighting streaming in from a nearby window.
Home in Kalabaka
4.96 out of 5 average rating, 668 reviews

Meteora Harmony House /Healing Luxury/Amazing View

METEORA HARMONY HOUSE is a 120 sq mt guesthouse dedicated to rejuvenating accommodation and eco-friendly hosting. The interior was specially designed by one of the leading research companies “Healing Architecture” to offer our guests feelings of calmness and inspiration through the feng shui atmosphere, the gentle colours, the serene sounds, the hidden / dimmered lighting, the minimalism, the comfort and delicate aesthetics.. but most of all our warm care that comes from the heart.

Guest favourite
A spacious wooden veranda offers a relaxing view of the sea and surrounding hills. Two lanterns sit on the deck, while a striped lounge chair invites guests to enjoy the tranquil ambiance. Lush greenery frames the scene, enhancing the connection to nature.
Home in Agii Saranta Beach
5 out of 5 average rating, 14 reviews

daria's home | exclusive design

Daria's home exclusive design perfectly blends with its surroundings and is built on a plot of land that feels secluded and sheltered by the nature. The 85m2 house boasts a large veranda with stunning sea views and a cozy and shady back yard. Large window openings gives the feeling of “touching” the eternal sea blue from most areas of the house. The house is professionally and beautifully built, furnished and equiped. Just 3 minutes walk from the amazing Agii Saranta beach.

Top Guest favourite
A dining table set for tea is positioned on a balcony, offering unobstructed views of the towering rock formations of Meteora. Local architecture is visible in the foreground, with a bright blue sky enhancing the scenic backdrop.
Holiday park in Kalabaka
4.95 out of 5 average rating, 165 reviews

Meteora View Penthouse

The appartment is very easy to get to, located in the centre of Kalampaka, next to the central square of Kalampaka. The train, bus and taxi station are at a five minute walk distance. The appartment itself is perfect for famillies as well as groups of friends. You can enjoy uninhibited view of Meteora and the central square of Kalampaka from its balconies. All the local stores, restaurants and bars are just 3 to 5 minutes away, as well as the tour operating offices.

Guest favourite
Home in Skopelos
4.95 out of 5 average rating, 21 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 wooden terrace area extends towards the sea, featuring a comfortable seating arrangement with colorful cushions. The expansive glass walls reflect the surrounding landscape, enhancing the connection between the interior space and the ocean view.
Tiny home in Nea Skioni
4.94 out of 5 average rating, 149 reviews

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.

Top Guest favourite
The image captures a traditional stone residence with a red exterior, located at the base of a towering rock formation. Lush greenery surrounds the property, including tall trees and flowering plants. A wooden fence adds a rustic touch to the inviting landscape.
Apartment in Kastraki
4.98 out of 5 average rating, 285 reviews

Meteora Rocky Apartment

Ανεξάρτητο διαμέρισμα 55 τ.μ. περίπου σε πέτρινη πολυτελή κατοικία στη ρίζα των βράχων των Μετεώρων. Διακοσμημένο σε παραδοσιακό στυλ και πλήρως εξοπλισμένο. Διαθέτει δύο δίκλινα υπνοδωμάτια, ένα μπάνιο και καθιστικό με κουζίνα. Διαθέτει βεράντα με θέα τους βράχους των Μετεώρων και ελεύθερο πάρκινγκ. Είναι εύκολα προσβάσιμο, σε απόσταση μόλις 2χλμ. από τα μοναστήρια των Μετεώρων, 2 χλμ. από την Καλαμπάκα και 300μ. από την πλατεία του Καστρακίου.

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, 121 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 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, 16 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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