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Holiday rentals in Thessaly

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Thessaly

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

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Superhost
Home
5 out of 5 average rating, 4 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 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!

Guest favourite
A spacious wooden veranda offers a relaxing view of the sea and surrounding hills. Two lanterns sit on the deck, while a striped lounge chair invites guests to enjoy the tranquil ambiance. Lush greenery frames the scene, enhancing the connection to nature.
Home
5 out of 5 average rating, 15 reviews

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.

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
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!

Guest favourite
A modern wooden house is set amidst greenery, with large glass windows offering stunning views of the sea. The surrounding trees and natural landscape create a serene atmosphere. A wooden deck extends outward, complementing the house's design and inviting outdoor relaxation.
Tiny home
4.94 out of 5 average rating, 151 reviews

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.

Top guest favourite
A serene outdoor space features a rustic stone wall and a wooden table adorned with a striped tablecloth. Two blue chairs are positioned around the table, while a large tree provides shade. In the background, a hammock hangs gently, inviting relaxation.
Home
5 out of 5 average rating, 134 reviews

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!

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
5 out of 5 average rating, 58 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
4.99 out of 5 average rating, 104 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.

Superhost
Villa
5 out of 5 average rating, 3 reviews

Villa LAAS 4 (New listing for 2026) Μεζονέτα

Η villa LAAS αποτελεί μέρος ενός συγκροτήματος παραθεριστικών κατοικιών. Με θέα στον Παγασητικό, περιστοιχισμένη από ελαιώνες, υπόσχεται στους επισκέπτες μια ξεχωριστή εμπειρία διακοπών γεμάτη ανανέωση. Ήσυχη τοποθεσία. Ακύμαντη θάλασσα. Όμορφες οικογενειακές διακοπές κοντά στη φύση. σε αυτόν τον ήρεμο, κομψό χώρο.

Guest favourite
A bright bedroom features a spacious bed, light wood beams on the ceiling, and large windows that open to a private balcony. A neutral color scheme is complemented by soft curtains. A tray with a book and a cup is placed on the bed.
Villa
5 out of 5 average rating, 22 reviews

Skiathos Villa Ira

Villa Ira consists of a large living room with spacious sofas with a special design adapted to modern Architecture, a balcony with a wonderful view of the beaches of Banana and Koukounaries. Even full kitchen for the preparation of breakfast and meals. Two bedrooms with a lovely balcony and high quality mattresses.

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
5 out of 5 average rating, 22 reviews

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.

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.
Apartment
4.97 out of 5 average rating, 292 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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