
Holiday houses in Thessaly
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Top-rated holiday rentals in Thessaly
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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 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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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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Pelio Mylopotamos Beach House (Upper floor)
Traditional beach house on Mylopotamos beach. See the golden sun rising from the blue. Discover the healing beauty of the green sidestream or the olive grove above. Catch a fish from Lithos Rock or snorkel around. Paddle your canoe to the near beauties. Enjoy a coffee or a snack to the beachbar right next. Let the melody of sea to peace your mind.
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Seaside studio, "Elaion gi", Kalamos, South Pelion
Welcome to our seaside studio, a peaceful retreat literally in front of the sea. It is located in a quiet spot, surrounded by nature, ideal for those seeking peace, relaxation and direct contact with the natural landscape. Listen to the sound of the waves, feel the sea breeze and relax in a space designed to offer peace and rest, away from the crowds.
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Boutique country house with astonishing view
* New mattresses 2025! * Renovated old stone two-level house in a plot with astonishing view to aegean sea located in the highest part of the traditional village Zagora. Great choice for families, group of friends or couples seeking peacefulness and comfort for their vacation; either summer or winter.
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Carpos Luxury Collection - Spa Suite with Jacuzzi
Enjoy Tranquility and Luxury in the Heart of Larissa Welcome to our new suite, a haven of peace and comfort in the lively center of Larissa. This suite offers an unforgettable relaxation experience, making it the ideal choice for travelers seeking a quiet getaway within the city's bustling crowds.
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Archontiko Theofanous 1915
This unique space has its own style. My husband and I, after 9 years of experience, having the Traditional Guesthouse, decided in 2025, on our own, to renovate and give life again to an old stone house that was right next to us.
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A fairy tale wooden house
The wooden house we offer is located in a northern suburb, 4 km far from the city of Trikala. It is an ideal place for both families and couples and, because it is a unique place, it will remain unforgettable.
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Popular amenities for Thessaly holiday rentals
Other great holiday rentals in Thessaly

Aurora Villa
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Zelis In Pelion Greece
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Seaside private beach Krypsana Olivegreen lodge
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Villa Elysium #2
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Dream Chalet Trikala
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Antāma - Earth & Nature Retreat, Skopelos
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Blue olive experience: Out of the box living
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