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Cottage holiday rentals in Thessaly

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Top-rated cottage rentals in Thessaly

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Top guest favourite
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
5 out of 5 average rating, 13 reviews

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

Top guest favourite
The outdoor space features stone-paved pathways surrounded by lush olive trees. Two separate buildings are visible, connected by a serene garden area. A table with a vase of fresh flowers is positioned in the foreground, providing a welcoming atmosphere. Comfortable lounge chairs are positioned for relaxation.
Cottage
5 out of 5 average rating, 14 reviews

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.

Top guest favourite
A spacious bedroom features a wooden bed with neatly arranged white pillows and towels. Soft natural light enters through a green-framed window, illuminating the pale walls and wooden accents. Modern amenities, such as air conditioning controls and bedside lighting, are integrated into the design.
Cottage
4.96 out of 5 average rating, 45 reviews

Portokaliá Cottage House - Valaí Farm Kala Nera

Portokaliá Cottage House is located in our Valaí Organic Farm in Kala Nera, Pelion. Our home is situated 400 m from the beach in Kala Nera, where you will find cafes, restaurants and beach bars. Kala Nera is also a great starting point for outdoor activities such as hiking, horse riding, swimming in the crystal clear waters of the beaches of Pelion and skiing between January and March. This would be an ideal holiday home for you if you love being outdoors, in nature and enjoy exploring.

Top guest favourite
A clear blue sky stretches above, blending seamlessly into the distant horizon above the azure sea. Lush green vegetation surrounds the scene, while a wooden structure can be seen in the foreground, partially obscured by foliage.
Cottage
4.97 out of 5 average rating, 64 reviews

Pelion country cottage at Kissos Village

Kissos is a small beautiful and picturesque village, surrounded by dense vegetation, which is located 52km from Volos through Portaria , at an altitude of 660m. You can also arrive to Kissos by cutting a road, through the new road that passes by the ski resort of Chania. There are many grocerys and restaurants around the village square (kissos), by car is about 1500m, and by pathway is about 350m from home There are many beautifull beaches at the footheels, and the nearest is about 6.5km

Top guest favourite
A serene outdoor terrace is framed by vibrant pink flowers and lush greenery, featuring two wooden lounge chairs positioned for relaxation. Scenic views of the surrounding village and hills are visible in the background, complemented by a clear blue sky.
Cottage
5 out of 5 average rating, 11 reviews

Tisaion House – Soulful retreat with village charm

Welcome to Tisaion House, a soulful retreat located in Lafkos, one of the most picturesque villages in Pelion. Boasting fantastic views located right on the edge of nature, the house is just a short step from the square, where you embrace the Greek way of life. Whether you are on holiday or working remotely, you will find all the comfort you need. You will only hear birdsong, and there are some great beaches and hiking trails nearby. Find out more on the Tisaion House website.

Guest favourite
Cottage
4.96 out of 5 average rating, 26 reviews

MULBERRY TREE COTTAGE A PERFECT ESCAPE

3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character with elegant interior decors, entirely suited to the gloriously peaceful rural setting. They are set on the hillside overlooking the Potami valley, on land that has been in the owner's family for over 100 years.

Top guest favourite
A unique hanging chair is positioned on a terrace, providing sweeping views of the Aegean Sea and surrounding hills. The chair features a geometric, woven design and soft cushion, inviting relaxation amid the serene coastal landscape.
Cottage
5 out of 5 average rating, 10 reviews

Kavos SeaView -Trikeri

Σε ένα ήσυχο σημείο πάνω από το Αιγαίο, στην γραφική Αγία Κυριακή Τρικερίου, το Kavos SeaView προσφέρει μαγευτική θέα, ηρεμία και μια αυθεντική εμπειρία φιλοξενίας. Ένας ζεστός και προσεγμένος χώρος ιδανικός για ζευγάρια, οικογένειες ή μικρές παρέες που αναζητούν χαλάρωση και φυσική ομορφιά. Είναι το ιδανικό μέρος για να αποσυνδεθείτε από την καθημερινότητα και να γεμίσετε τις αισθήσεις σας με θάλασσα, γαλήνη και αυθεντική ελληνική φιλοξενία.

Top guest favourite
Cottage
4.97 out of 5 average rating, 75 reviews

Blue olive experience: Out of the box living

A unique experience in the heart of Sithonia, between the peaks of Olympus and Athos. On a 15-acre property with a 200-year-old family olive grove and exclusive access to a canyon of wild beauty, we built a unique residence in all of Greece entirely of river and sea stones, surrounded by the blue of the sea and the green of the forest. It is 5 minutes from the most famous beaches of Sithonia, Lagomandra, Elia, Spathies, Kalogria, Kovgiou.

Top guest favourite
An open-plan living area features a bamboo ceiling and light-colored walls. Two cozy seating areas with floral cushions are positioned around a circular coffee table. Windows allow natural light to enter, and a doorway leads to an outdoor terrace surrounded by greenery.
Cottage
4.98 out of 5 average rating, 65 reviews

Amazing Greek Hideaway

The Olive’s Spiti is situated in an idyllic rural setting on the beautiful Greek island of Skiathos. The house is on a small olive farm, surrounded by nothing but natural forest. Absolute quiet and tranquility. It enjoys beautiful views over the sea and has easy access to beaches, hikes and is a short drive to the nearest shops and tavernas. The property is “off the grid” and self-sufficient for water and electricity.

Top guest favourite
A modern one-story house is showcased, featuring large windows and a pergola structure in front. The surrounding area includes a well-maintained grassy yard with olive trees and a wooden deck extending outward, creating a tranquil outdoor space.
Cottage
5 out of 5 average rating, 39 reviews

House Elea: deluxe summer stay

House Elea is a unique summer house of 35sq.m with a large private garden of about 1500sq.m. full of olive trees. It combines a modern, elegant design with traditional architecture and offers all amenities needed for a comfortable stay during the summer. It is located at the southern part of Sithonia Chalkidiki, in the village of Kalamitsi, just 120m. from the sea.

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
4.84 out of 5 average rating, 129 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
A spacious bedroom features a four-poster bed adorned with soft linens and decorative pillows. Natural light filters in through a window, with sheer curtains gently framing the view. A vintage trunk serves as an accent piece at the foot of the bed, complemented by round area rugs on the floor.
Cottage
5 out of 5 average rating, 5 reviews

The Lodge, Ivy Boutique Retreat

The Lodge is part of the Ivy Boutique Retreat complex but when you book, we will not book the main retreat so you will have the entire place to yourself. You will have access to the sauna and pool, free secure underground parking and beautiful gardens. The Lodge is brand new and built in a luxurious and boutique hotel style.

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