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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 in Kato Gatzea
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 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.

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 in Kala Nera
4.96 out of 5 average rating, 48 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.

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 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 favourite
Cottage in Chorefto
5 out of 5 average rating, 30 reviews

Beach House on the sand! Direct beach access.

Relax and enjoy the sea all day long in this 2 bedroom fully equipped Beachfront House ideal for groups and families with kids! This is a true beach house as it is located directly on the sand and you're just steps from the beach! You can literally live in your bathing suit throughout your whole vacation here. The exposed stone in the exterior and wood furnishings in the interior reflects the original Pelion's architecture and offers a unique homestay experience.

Top guest favourite
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.

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 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 favourite
Cottage in Elia Nikitis
4.98 out of 5 average rating, 81 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
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 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
4.84 out of 5 average rating, 136 reviews

A small 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.

Top guest favourite
An aerial view showcases a country house surrounded by lush olive trees. A private pool is visible next to a spacious wooden deck with lounge chairs. The home features a stone exterior and a shaded outdoor area, blending seamlessly with the natural landscape.
Cottage in Magnesia
4.99 out of 5 average rating, 143 reviews

country cottage at pilio mountain

old coutry house situeted in tsagarada ,stone made dated 1911 , BBQ place (URL HIDDEN) TV ,hot water ,heating,fireplace,hairdryer, iron ,alarm system 7 min from milopotamos beach and 6 from village tsagarada,perfect for summer and winter

Top guest favourite
A serene bedroom is shown, featuring two beds with crisp white linens. A small balcony is visible, adorned with potted plants, offering an unobstructed view of the sea. Natural light spills in through sheer curtains, creating a calm ambiance.
Cottage in Possidi
5 out of 5 average rating, 11 reviews

Stylish family house with amazing sunset sea view

A luxurious two storey house with magnificent sea view! It consists of two bedrooms with balcony, fully equipped kitchen, living room with balcony and bathroom. Just 100 meters from the sea! Ideal both for families and couples.

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