
Vacation rentals in Thessaly
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Top-rated vacation rentals in Thessaly
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Mary's Modern and Elegant apartment
This stylish and sunny apartment of 100m2 is situated in the Old town of Kalampaka. It is located in a beautiful scenery surrounded by trees with a breathtaking terrace view of the famous Rocks of Meteora!By staying here you have great access to Kalampaka's shopping area (restaurants, bakery shops,coffee shops, banks, post office etc.) as it is only 5 minutes away from the town's center. It is in a quiet neighbourhood convenient for reaching out the best spots of Kalampaka even exploring Meteora on foot! The key position, the professional cleaning and the elegant decoration makes it suitable for every guest.
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Antāma - Earth & Nature Retreat, Skopelos
Antāma is a private retreat in Agia Marina, Skopelos, where open horizons, olive trees and the calm of nature define experience. Designed with simplicity and elegance, it blends into its surroundings with uninterrupted sea and hillside views. Spend your days by the private pool, soaking in the sun and stillness or enjoy slow moments as the light shifts across the landscape. The space invites you to disconnect from the pace of everyday life and reconnect with what matters-rest, nature and quiet.
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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!
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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.
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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.
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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!
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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.
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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.
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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!
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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.
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Chalet Orfeas/view, 1000m2 garden, jacuzzi
Built in the early 20th century and recently renovated, the chalet combines historic charm with the romance of a bygone era, fully harmonized with modern comforts. It offers breathtaking views over the entire Pagasetic Gulf and the mountain of the "Centaurs". It features two floors and a 1,000 sq.m. garden with fruit trees, herbs, and a vegetable garden.
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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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Popular amenities for Thessaly vacation rentals
Other great vacation rentals in Thessaly

Iconic PRIVE beachfront villa Mola Kaliva
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Trikeri Island Maisonette by the sea
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Elaia Villa by Pelagoon Skiathos
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Persefoni’s Dream
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Cottage House in Traditional Greek Village
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Carpos Luxury Collection - Spa Suite with Jacuzzi
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Private beach seaside villa in Pelio Krypsana Cove
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Luxury City Suite with Jacuzzi & Cinema
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