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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, 210 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.

Superhost
Home in Sporades
5.0 out of 5 average rating, 3 reviews

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.

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!

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, 29 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
A spacious balcony features two metal chairs with cushions, positioned to overlook a panoramic view of the sea and surrounding landscape. The stone railing complements the serene setting, while scattered pots enhance the natural ambiance.
Home in Makrinitsa
5.0 out of 5 average rating, 57 reviews

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.

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.

Guest favourite
Home in Kastraki
4.85 out of 5 average rating, 156 reviews

Elena's Meteora Balcony

The House is located in the most panoramic spot of the village. It is bright and spacious, has two balconies, with a breathtaking view of Meteora and nature. Very quiet and newly renovated. The magnificent view will take you on a journey! The town of Kalambaka is just 2km away, accessible either by transport or on foot.

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.

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.

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.

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.

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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