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Vacation rentals in Thessaly

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Top-rated vacation rentals in Thessaly

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

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Top guest favorite
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!

Guest favorite
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 in Agii Saranta Beach
5.0 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 favorite
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!

Top guest favorite
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
5.0 out of 5 average rating, 133 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 favorite
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, 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 favorite
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, 103 reviews

Chalet Orfeas/view,1000m2garden,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 favorite
The beach house is seen from a distance, nestled along a sandy shore. Lush green foliage surrounds the property, which features white walls and multiple windows. People can be seen enjoying the beach, while clear blue water laps gently at the shore.
Home in Milopotamos
4.93 out of 5 average rating, 82 reviews

Pelio Mylopotamos Beach House (Upper floor)

Traditional beach house on Mylopotamos beach. See the golden sun rising from the blue. Discover the healing beauty of the green sidestream or the olive grove above. Catch a fish from Lithos Rock or snorkel around. Paddle your canoe to the near beauties. Enjoy a coffee or a snack to the beachbar right next. Let the melody of sea to peace your mind.

Guest favorite
A spacious outdoor terrace offers a serene view of the sea, framed by rustic wooden beams. The stone floor leads to a smooth shoreline, while nearby trees provide a natural backdrop, enhancing the peaceful atmosphere of the setting.
Home in Kalamos
4.96 out of 5 average rating, 23 reviews

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

Welcome to our seaside studio, a peaceful retreat literally in front of the sea. It is located in a quiet spot, surrounded by nature, ideal for those seeking peace, relaxation and direct contact with the natural landscape. Listen to the sound of the waves, feel the sea breeze and relax in a space designed to offer peace and rest, away from the crowds.

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.

Guest favorite
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

Carpos 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 favorite
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 favorite
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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