
Holiday houses in Thessaly
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Top-rated holiday rentals in Thessaly
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Private beach seaside villa in Pelio Krypsana Cove
Krypsana cove, gifted by nature, shaped by man! The seaside stone house,located in an age-old olive grove,with unrestricted views of the Pagasitic Gulf and the beauties of Pelion.Combines privacy,easy access and proximity to catering and entertainment facilities.This luxury villa offers the ideal setting for indulging vacation and romantic getaway for couples or group of friends seeking privacy and elegance.The small paradise has exclusive access to a pebbled beach of unique beauty and privacy
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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!
LocationAccessOutdoor spaces

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.
FamilyLocationHospitality

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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Dream Chalet Trikala
The accommodation "DREAM CHALET" is an ideal place for your stay in the city of Trikala. It is located in Raxa, Trikala, just 6 km from the city center and 17 km from Kalambaka and the imposing Meteora. It is a warm space with a very thoughtful decoration creating a welcoming atmosphere! It is fully equipped to meet all your needs for an unforgettable hospitality while the large yard and the magnificent view will relax you completely!
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Sola District Volos 102 Studio Apartment
Apartment 102 is a 30.71 m² bright and cozy apartment in Sola District Volos, located on the first floor of the building. This unit features a pleasant living area with a fully equipped kitchenette, including oven, hot stove, kitchenware, glasses, cups, and cooking utilities, as well as a washing machine for convenience. The living area includes a small sofa bed (not expandable) and a small dining plot.
ValueIndoor spacesDecor

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!
LocationFamilyCleanliness

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.
LocationFamilyIndoor spaces

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.
ValueLocationNearby

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.
LocationValueHot tub

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.
LocationFamilyIndoor spaces
Popular amenities for Thessaly holiday rentals
Other great holiday rentals in Thessaly

Iconic PRIVE beachfront villa Mola Kaliva
LocationFamilyBeach

Muragio House - Almyra Living
FamilyLocationWalkability

Blue olive experience: Out of the box living
LocationFamilyCondition

Cottage House in Traditional Greek Village
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Vie Verte
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Skopelos Blue Heaven Pool Villa in olive grove
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Casa Milos Suite II - Surreal view to the Aegean
LocationFamilyAccess

Villa Del Mare
LocationFamilyCleanliness
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