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Cottage vacation rentals in Thessaly

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Top-rated cottage 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
5 out of 5 average rating, 14 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

Guest favorite
A bright living area features a comfortable black sofa facing a wall-mounted television. A decorative fireplace is situated beneath exposed wooden beams. A dining table, set for two, and a staircase leading to the upper level are also visible, enhancing the open, airy ambiance.
Cottage in Keramidi
4.92 out of 5 average rating, 26 reviews

Cozy Mountain Loft

Beautifully renovated loft guest house, fully reconstructed in 2022. This stylish 40 sq.m. space hosts up to 4 guests and is perfect for couples, families, or friends seeking a peaceful getaway. Set in a private 1,000 sq.m. yard, it offers privacy, relaxation, and stunning sea and mountain views. The perfect setting for relaxing mornings and peaceful evenings. Located in a quiet area with self check-in, fast Starlink WiFi and beautiful sunsets—ideal for both relaxing stays and remote work.

Top guest favorite
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 in Sporades
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.

Guest favorite
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 in Kissos
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 favorite
A stunning view of the sun setting over the shimmering Aegean Sea is framed by green shutters. The tranquil waters reflect golden hues, while distant hills create a serene backdrop, enhancing the peaceful atmosphere of the elevated location.
Cottage in Skopelos
4.98 out of 5 average rating, 41 reviews

Clifftop - Breathtaking sunset & sea views

Clifftop is a treat for the soul. Nestled at an elevated location on the northern edge of charming Glossa. It offers comfort, peace, and solitude while being a short walk to all amenities. The cottage features two spacious rooms & a fully-equipped kitchen & bathroom. Spacious terraces feature incredible sea and sky views, equipped with sun loungers, and dining table. Master bedroom and living room make an ideal space for holidays or for romantic getaways.

Guest favorite
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 in Agia Kiriaki
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 favorite
A tranquil outdoor space features colorful pink hydrangeas in the foreground. A stone pathway leads to a shaded area with a wooden gazebo adorned with climbing plants. Simple outdoor furniture complements the serene garden environment, surrounded by lush greenery.
Cottage in Tsagkarada
4.94 out of 5 average rating, 33 reviews

Vie Verte

Vie Verte is a comfortable and aesthetically pleasing countryside house, perched in a quiet, lush green neighborhood in the Agioi Taxiarches area of Tsagarada, bordering a forest of towering chestnut and plane trees. It is ideal for explorers, nature lovers, hikers, as well as people seeking the peace and tranquility of nature while also being able to work remotely. Arnica Montana Traditional Hotel Tsagarada

Guest favorite
Cottage in Tsagkarada
4.93 out of 5 average rating, 81 reviews

Marleen House

Marleen house is an old, traditional stone house build in 1928 in Pelion, Tsagarada, one of the most beautiful destinations in Pelion. It is located in a quiet spot, viewing the Aegean sea. Our shaded garden is the best spot from which to watch the sun rising from the sea! It is in the center of the village, next to the famous “Skala” bar and close to the local market, restaurants, and cafés.

Top guest favorite
A cozy outdoor seating area features a unique curved sofa adorned with patterned cushions, alongside wooden chairs in orange and white. A round table sits in the center, all positioned on a rustic wooden deck with a vibrant area rug, offering views of the surrounding landscape and water.
Cottage in Sporades
4.99 out of 5 average rating, 67 reviews

"anemelia" cottage - a touch with nature

Right across from the town of Skopelos, at a height of 250m, in the area of Santa Marina, you can find the traditional (100 years old fully renovated) cottage “Anemelia” (Carefreeness). Our guests can enjoy not only raw water from the spring but also a very peaceful environment with almost all the comforts of the modern world (wi-fi, satellite TV), in a carefree vacation for youths and adults.

Guest favorite
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
4.84 out of 5 average rating, 138 reviews

A Little Dreamcatcher

My place is close to great views, beach, restaurants and dining and art and culture. Reasons you'll love my space: 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.

Guest favorite
A cozy bedroom features a spacious bed neatly made with white linens, set against exposed stone walls. Natural light flows through two wooden windows adorned with small potted plants. Soft floor cushions are positioned by the walls, enhancing the relaxed ambiance.
Cottage in Kanalia
4.92 out of 5 average rating, 59 reviews

Cottage House in Traditional Greek Village

Cottage House ''Lasda'' is an old mansion (1896) in the wonderful traditional village ‘’Kanalia’’. Its special elements are the unique house design and the strategic location close to impressive places of Greece! (Meteora, Plastiras Lake, Pertouli/ Elati). The space is suitable for couples, for a person and for families.

Superhost
The exterior of the villa features a charming pink facade with blue window shutters and door. A small table with chairs is placed on a stone patio, surrounded by lush greenery and blooming flowers, providing a serene entrance to the residence.
Cottage in Skopelos
4.68 out of 5 average rating, 108 reviews

Charming pink villa in olive grove

Armoloi villa, 1,5 km from town, easy walk, shared pool with Armoloi, 'Charming villa in an olive grove' Armoloi Cotto,very private, cool, amongst trees , beautiful garden. Sleeps max 3, supermarkets next door, 'Rosemary ' cafe and restaurant,at 2 minutes walk. Ideal for couples searching for a peaceful vacation.

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