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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, 15 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, 62 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, 132 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, 12 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
Home in Kamari
4.98 out of 5 average rating, 49 reviews

Villa Elysium #2

Villa Elysium #2 is a newly built house. It is located in a quiet area, surrounded by nature,near Kamari beach and overlooking the Aegean Sea. It has a private yard overlooking the small port of Agrielia.The distance from the house to Kamari beach is 500m,to the small port 300m and to Ai-Giannis beach is 1,2km. The nearest village Keramidi,where you can find small markets and restaurants,is 5km away ,10 minutes by car. At Kamari and Ai-Giannis you can find shops with food and coffee.

Top Guest favourite
A charming villa is surrounded by lush greenery and features a red-tiled roof. A spacious porch offers seating and views of the garden, while stone pathways lead through the well-maintained landscape. The nearby trees provide shade and enhance the serene atmosphere.
Villa in Panteleimon
4.93 out of 5 average rating, 30 reviews

Villa Tzeni Palios Panteleimon

Relax with the whole family at this peaceful place to stay. Villa Tzeni manages to balance local architecture and the modern comforts required for a relaxing hospitality. The location is ideal for enjoying the peaks of Mount Olympus. The center of old Panteleimonas is 200m away while the sea is 10 minutes away by car. Rooms have wooden furniture and stone walls. It has 3 fireplaces, 2 bedrooms, a large bathroom and a toilet. Suitable choice for all seasons.

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
4.96 out of 5 average rating, 25 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
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, 289 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 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, 121 reviews

Like a Fairytale Filira Trikala near Meteora

Located just 15 min from the city of Trikala and 25 min from Meteora, 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 charming cottage is surrounded by lush greenery and blooming white flowers. The rooftop features traditional shingles, while wooden window shutters frame multiple windows. The natural landscape provides a serene backdrop, enhancing the peaceful ambiance of the environment.
Cottage in Mouresi
4.85 out of 5 average rating, 146 reviews

A small Dreamcatcher

My place is close to great views, beach, restaurants and dining and art and culture. Reasons you'll love my space: 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.

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, 17 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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