
Holiday houses 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.

Apomero Cottage - Almyra Living
Tucked away in a private 4,000 m² olive grove with views of Skopelos town and the Aegean Sea, Apomero Cottage offers peaceful seclusion just a 15-minute walk from town. Once used during olive harvest season, the cottage blends traditional Greek island architecture with modern comfort. It consists of two buildings: one with a bedroom and bathroom, and another with a living room, second bathroom, and a sheltered, fully equipped kitchen and dining area. An organic vegetable garden is also a plus.

Old Olive Villa
Στους πρόποδες του Πηλίου, εκεί όπου το βουνό των Κενταύρων συναντά το γαλάζιο του Παγασητικού αυτό το πέτρινο σπίτι προσφέρει μια εμπειρία διαμονής που ισορροπεί ανάμεσα στην αυθεντικότητα και την πολυτέλεια. Περιτριγυρισμένο από έναν αιωνόβιο ελαιώνα, το σπίτι αποπνέει ζεστασιά, άνεση και υψηλή αισθητική. Εδώ, η ηρεμία του τοπίου συναντά την ποιότητα μιας πραγματικής απόδρασης – εκεί όπου κάθε λεπτομέρεια έχει σχεδιαστεί για να προσφέρει ξεκούραση, αρμονία και μια βαθιά αίσθηση ευεξίας.

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!

Anna's Poolside Villa
Anna's Villa is located in the dreamlike location of a traditional settlement of Makrinitsa. Walking through the traditional cobbled streets and within the dense, evergreen vegetation of the magical mountain, you will find yourself in our beautiful setting that is ideal for both families and couples, and for those of any age. Provides all-in-one amenities, giving you unique moments of relaxation and well-being.For the house you have to walk 100 meters in the traditional cobbled streets.

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!

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.

Meteora boutique Villa E
Το Meteora boutique Villas βρίσκεται στο κέντρο της πόλης της Καλαμπάκας, σε έναν ήσυχο δρόμο. Προσφέρει έναν περιποιημένο κήπο ,δυο κομψά διακοσμημένες βίλες, και ένα εξωτερικό τζακούζι. Κάθε βίλα έχει ξύλινη οροφή και μοναδικό ντιζάιν. Όλα τα υπνοδωμάτια περιλαμβάνουν κρεβάτια της εταιρείας Coco-mat, τηλεόραση επίπεδης οθόνης, ιδιωτικό μπάνιο με ντους και δωρεάν προϊόντα περιποίησης. Παρέχεται δωρεάν Wi-Fi.

Like a Fairytale
Located just 15 min from the city of Trikala, 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!

Avli Luxurious House
Renovated ground floor apartment with unrestricted views of the Meteora. It is located at the Kastraki Village just 150m from the central square. The area is full of life with many small cafe, tavernas, restaurants etc. everything you need is within walking distance. It is only 500 meters from Meteora Rocks formation and 200meters to the point of interest.

Stone cottage by the coast of Olympus
A large studio that benefits from high ceilings, fireplace, a full- fitted kitchen, and WC with shower. It has a double bed and 2 build-in sofas that turn into beds. The cottage is at the back of a larger house but has its own private garden. Ενιαίος χώρος με μεγάλη κουζίνα, μπάνιο, διπλό κρεβάτι και καναπέδες που γίνονται κρεβάτια.

Petit Stonehouse
A country stone house gives you the opportunity of privacy and relaxation. Surrounded by olive trees and a breathtaking view of Aegean sea. Petit Stonehouse is five minutes drive from Mulopotanos Beach and five mins from Tsagarada village. Also available BBQ-Air cooler - fireplace-Tv-Hot water

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

Κυμοθόη, εξοχικό σπίτι με αυλή, δίπλα στο κύμα.

daria's home | exclusive design

"Τα Ονειρόσπιτα της Παρίσαινας" / ΚΥΜΑ

Modern villas with shared pool

Seafront Essence - Beachfront Villa - Halkidiki

Erifyli. near Mylopotamos of Tsagarada

Seaside studio, "Elaion gi", Kalamos, South Pelion

Aurora Villa
Destinations to explore
- Bungalow rentals Thessaly
- Cottage rentals Thessaly
- Rentals with a washing machine and dryer Thessaly
- Tiny house rentals Thessaly
- Apartment rentals Thessaly
- Rentals with breakfast Thessaly
- Rentals with a fireplace Thessaly
- Resort rentals Thessaly
- House rentals Thessaly
- Rentals with a kayak Thessaly
- Holiday home rentals Thessaly
- Guesthouse rentals Thessaly
- Townhouse rentals Thessaly
- Waterfront rentals Thessaly
- Villa rentals Thessaly
- Rentals with an EV charger Thessaly
- Loft rentals Thessaly
- Rentals with pools Thessaly
- Condo rentals Thessaly
- Rentals with outdoor seating Thessaly
- Farmstay rentals Thessaly
- Pet-friendly rentals Thessaly
- Serviced apartment rentals Thessaly
- Cycladic house rentals Thessaly
- Rentals with a hot tub Thessaly
- Boutique hotels Thessaly
- Rentals with a fire pit Thessaly
- Smoking-friendly rentals Thessaly
- Family-friendly rentals Thessaly
- Rentals with a patio Thessaly
- Ski-in/ski-out rentals Thessaly
- Rentals with lake access Thessaly
- Hotel rooms Thessaly
- Earth house rentals Thessaly
- Bed and breakfasts Thessaly
- Private suite rentals Thessaly
- Rentals with beach access Thessaly
- Fitness-friendly rentals Thessaly
- Aparthotel rentals Thessaly
- Beachfront rentals Thessaly




