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Holiday houses in Thessaly

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Top-rated holiday rentals in Thessaly

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A contemporary living area is presented, featuring a spacious sectional sofa in neutral tones, accented by colorful throw pillows. Two black wire coffee tables are positioned in front, adding a modern touch. A world map decorates the wall, complemented by soft lighting from a stylish pendant fixture.
Apartment in Kalabaka
5.0 out of 5 average rating, 212 reviews

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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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
5.0 out of 5 average rating, 64 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!

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Top 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 Skópalos
4.97 out of 5 average rating, 30 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!

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Top Guest favourite
Home in Raxa
4.96 out of 5 average rating, 55 reviews

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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Guest favourite
A private balcony offers a view of a scenic landscape featuring large rock formations and distant mountains. A round, glass-top table is accompanied by two chairs, providing a comfortable space to enjoy the outdoor scenery.
Apartment in Kalabaka
5.0 out of 5 average rating, 22 reviews

Dioroh Suites Meteora 302

Dioroh Suites Meteora 302 is located in Kalambaka and is 8.6 km from Meteora. It offers a terrace, free WiFi, 24-hour reception and concierge service. The air-conditioned accommodation is 3.9 km from Agios Nikolaos Anapafsas. Dioroh Suites Meteora 302 includes 1 bedroom, 1 bathroom with hairdryer, living room, as well as kitchen with fridge. The bathroom offers a shower and a whirlpool.

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Top Guest favourite
The exterior of the chalet showcases a charming two-story structure with a tiled roof and iron balconies. Surrounding stone-paved terraces are featured, alongside a shaded outdoor seating area under a gazebo, with stunning views of the landscape and sea.
Chalet in Portaria
4.99 out of 5 average rating, 102 reviews

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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Superhost
The hallway features a wooden railing beside stone walls, creating a rustic charm. Natural light filters in through large windows, accentuating the warm wooden flooring. A small green plant and decorative candles add subtle touches to the inviting space.
Villa in Zagora
4.94 out of 5 average rating, 110 reviews

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.

LocationFamilyCondition

Guest favourite
A stylish entertainment area features a mounted flat-screen TV displaying a desert landscape, accompanied by a modern wooden console unit. A jacuzzi is positioned nearby, creating a blend of relaxation and leisure within the contemporary design.
Apartment in Larissa
4.94 out of 5 average rating, 36 reviews

Olympus 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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Guest favourite
A bright living area features large windows offering panoramic views of the sea. A comfortable gray sofa is positioned next to a wooden coffee table, complemented by a simple area rug. A TV is mounted on a brick accent wall, enhancing the cozy ambiance.
Condo in Volos
4.97 out of 5 average rating, 291 reviews

Central apartment, in the harbor, with sea view #2

This is a new apartment, oriented to the comfort of its guests, ideal for couples and professionals. It is located in the city center, overlooking the sea and Pelion. It is just 1 minute from the beach, 3 minutes from the port pier and 2 minutes from Ermou.

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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
5.0 out of 5 average rating, 22 reviews

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.

LocationFamilyHospitality

Guest favourite
A charming wooden house is surrounded by lush greenery, featuring an inviting path leading to the entrance. A vintage blue vehicle is parked nearby, complementing the rustic character of the home. The structure showcases a pitched roof and a balcony, set in a tranquil outdoor space.
Cabin in Trikala
4.99 out of 5 average rating, 147 reviews

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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Top Guest favourite
A stone table is placed on a terrace, accompanied by two black chairs. A cup is situated on the table, facing a panoramic view of lush greenery and towering rock formations under a clear blue sky.
Home in Kastraki
4.98 out of 5 average rating, 328 reviews

Zosimas House

Adorable and cosy house a breath away from the monasteries. Accessible to all forms of transportation, train/bus/walking at your way to the monasteries. Ideal for quite quality vacation in the hurt of Meteora.

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