Vacation rentals in Thessaly

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Top-rated vacation rentals in Thessaly

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Top guest favorite

A stone pathway leads to the water's edge, where two stylish loungers are positioned, offering views of the calm sea. An olive tree provides shade nearby, with lush greenery framing the tranquil shoreline.

Cottage in Kato Gatzea

Seaside private beach Krypsana Olivegreen lodge

Gifted by nature, shaped by man! Krypsana Olivegreen lodge stands in the middle of a perennial olive grove, not with the aim to impose itself to its setting,but to majestically mingle with the geomorphological patterns of its surroundings, sea stone and flora, cherishing each and every aspect of the natural beauty that uncircles it.The main concept is to celebrate the sea and the sun.The morphology of the volumes,the openings and the materials are in perfect harmony with the property's offerings

5.0 out of 5 average rating, 21 reviews

Guest favorite

A spacious terrace is seen, furnished with a dining table and chairs. Two ergonomic sunbeds offer a place to relax, while a vibrant blue sea stretches out in the background under a clear sky. The scene provides an unobstructed view of the coastline.

Home in Papa Nero Beach

Everblue 1 - Seaside at the famous PapaNero Beach

Everblue is a beach front estate in Papa Nero! Consisting of 2 stylish BR,1 kitchen &1 spacious terrace w/ an amazing stunning &breathtaking sea view! All of them are placed on the upper floor of the villa w/private entrance!It definitely deserves a place in your travel list!70 sqm located inside the famous Papa Nero beach w/ just a 2min walk from all the restaurants,beach bars & other popular Papa Nero's attractions! Guests may also enjoy the beach's unforgettable beautiful & romantic sunsets !

5.0 out of 5 average rating, 27 reviews

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

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!

5.0 out of 5 average rating, 66 reviews

Top guest favorite

Home in Kamari

Villa Elysium #2

Villa Elysium #2 is a newly built house. It is located in a quiet area, surrounded by nature,near Kamari beach and overlooking the Aegean Sea. It has a private yard overlooking the small port of Agrielia.The distance from the house to Kamari beach is 500m,to the small port 300m and to Ai-Giannis beach is 1,2km. The nearest village Keramidi,where you can find small markets and restaurants,is 5km away ,10 minutes by car. At Kamari and Ai-Giannis you can find shops with food and coffee.

4.98 out of 5 average rating, 63 reviews

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

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.

5.0 out of 5 average rating, 15 reviews

Guest favorite

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 Panteleimonas

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.

4.94 out of 5 average rating, 34 reviews

Top guest favorite

Home in Skópalos

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!

4.97 out of 5 average rating, 33 reviews

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

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!

5.0 out of 5 average rating, 135 reviews

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

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.

5.0 out of 5 average rating, 61 reviews

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

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.

5.0 out of 5 average rating, 24 reviews

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

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.

4.99 out of 5 average rating, 151 reviews

Top guest favorite

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

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.

4.98 out of 5 average rating, 331 reviews