Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
Top Guest favourite
Lush greenery and olive trees surround a serene coastal area, partially revealing a stone house on a hillside. The tranquil water reflects the vibrant scenery, highlighting the natural beauty and peaceful ambiance of the location.
Cottage in Kato Gatzea
5 out of 5 average rating, 35 reviews

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

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 in Magnesia
5 out of 5 average rating, 63 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 wooden deck is featured with two lounge chairs positioned near a small pool, offering views of the mountains and water. A table with refreshments is also present, inviting relaxation in a serene outdoor setting.
Home in Volos
4.96 out of 5 average rating, 134 reviews

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.

Top Guest favourite
A wooden dining table with chairs is situated on a terrace, surrounded by lush greenery. The sunset casts a warm glow over the horizon, creating a serene view of the landscape. A small potted plant and tableware are neatly arranged on the table.
Home in Zervochia
5 out of 5 average rating, 16 reviews

Zelis In Pelion Greece

Το κατάλυμα Zelis In Pelion Greece βρίσκεται σε μια γαλήνια τοποθεσία στο Πήλιο, σε σημείο από όπου οι επισκέπτες έχουν πανοραμική θέα στον Παγασητικό κόλπο, απολαμβάνοντας μοναδικά ηλιοβασιλέματα. Από τη βεράντα του καταλύματος και την όμορφη καταπράσινη αυλή του θα απολαμβάνετε το πρωϊνό ή το γεύμα σας ατενίζοντας τη θάλασσα και ταυτόχρονα το μαγευτικό Πήλιο, με τον ήχο των αηδονιών και του νερού που τρέχει στο ρέμα μας. Μαγευτικό είναι επίσης το βράδυ κάτω από τον ουρανό με τα αστέρια.

Top Guest favourite
A charming villa is surrounded by lush greenery and features a red-tiled roof. A spacious porch offers seating and views of the garden, while stone pathways lead through the well-maintained landscape. The nearby trees provide shade and enhance the serene atmosphere.
Villa in Panteleimon
4.94 out of 5 average rating, 31 reviews

Villa Tzeni Palios Panteleimon

Relax with the whole family at this peaceful place to stay. Villa Tzeni manages to balance local architecture and the modern comforts required for a relaxing hospitality. The location is ideal for enjoying the peaks of Mount Olympus. The center of old Panteleimonas is 200m away while the sea is 10 minutes away by car. Rooms have wooden furniture and stone walls. It has 3 fireplaces, 2 bedrooms, a large bathroom and a toilet. Suitable choice for all seasons.

Guest favourite
A multi-level traditional stone house is illuminated softly at night, showcasing a welcoming entrance and terraced landscaping. Pathways are lined with subtle lighting that enhances the natural stone walls, while the surrounding greenery contributes to a serene atmosphere.
Home in Agios Andreas
5 out of 5 average rating, 9 reviews

Christy's House Sea View

New luxurious house, located at the ground floor it is part of a 3- floor complex of traditional houses built in 2016 with amazing view of Pagasetic gulf. Enjoy the sea view and dreamful sunsets in a such a peaceful and relaxing place. Consisted out of a well equipped kitchen along with 1 bedroom, 1 bathroom and a living room (80 sq. m total). Take pleasure in the stone yard, admiring the ideal view. Free wifi, 2 a/c and private parking. PRIVATE ENTRANCE

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 Skopelos
4.96 out of 5 average rating, 26 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 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 in Trikala
5 out of 5 average rating, 127 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 charming cottage is surrounded by lush greenery and blooming white flowers. The rooftop features traditional shingles, while wooden window shutters frame multiple windows. The natural landscape provides a serene backdrop, enhancing the peaceful ambiance of the environment.
Cottage in Mouresi
4.85 out of 5 average rating, 151 reviews

A small Dreamcatcher

My place is close to great views, beach, restaurants and dining, and art and culture. You'll love my place because of the view, the location, the people, the environment, and the outdoors. My place is suitable for couples, single person activities, business travelers.As for pets only small you are not allowed to leave them alone at home and charge 10€ per day.

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, 101 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
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, 34 reviews

Olympus Luxury Collection - Spa Suite with Jacuzzi

Απολαύστε την Ηρεμία και την Πολυτέλεια στην Καρδιά της Λάρισας Καλωσορίσατε στη νέα σουίτα μας, ένα καταφύγιο γαλήνης και άνεσης στο ζωντανό κέντρο της πόλης της Λάρισας. Αυτή η σουίτα προσφέρει μια ανεπανάληπτη εμπειρία χαλάρωσης, καθιστώντας την ιδανική επιλογή για ταξιδιώτες που αναζητούν μια ήρεμη απόδραση μέσα στην πολυκοσμία της πόλης.

Top 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 out of 5 average rating, 19 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.

Popular amenities for Thessaly holiday rentals

Destinations to explore

  1. Airbnb
  2. Greece
  3. Thessaly