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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, 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 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 well-maintained garden is showcased, featuring a variety of blooming flowers in vibrant colors. Olive trees provide a lush backdrop, with a glimpse of the blue sky visible above. A stone pathway leads through the garden, creating a serene outdoor space for relaxation.
Cottage in Kriopighi
4.97 out of 5 average rating, 65 reviews

White House

Modern cottage style house in a peaceful complex surrounded by nature, ideal for couples and families. Close to the exquisite sandy beaches, awarded for their crystal blue water. Fully equipped kitchen,1 bathroom,2 bedrooms connected through a door with one entrance and a living room. There is a beautiful terrace yard perfect for relaxing and amazing view, a high speed(50 Mbps) Wi-Fi and private parking area. Combined perfectly with the "Green House" or "Guest House" for 2 or 3 families.

Top guest favorite
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, 49 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 favorite
Cottage in Elia Nikitis
4.98 out of 5 average rating, 82 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 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 cozy corner of the living space features a white vase holding sunflowers on a small table. Natural light floods the room through sheer curtains, illuminating a wicker chair positioned by the window, which offers views of the lush garden outside.
Cottage in Pefkochori
5 out of 5 average rating, 10 reviews

Cheerful villa in Pefkohori, Halkidiki

Escape to our Cheerful Villa in Pefkohori, the ultimate summer sanctuary that will keep you coming back for more. Located in the heart of Pefkohori, this charming country house offers the perfect blend of tranquility and convenience. With two parking areas nearby and the sparkling sea just a leisurely 2-minute walk away, every aspect of your stay will be delightful!

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, 136 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.

Top guest favorite
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 favorite
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.

Guest favorite
A spacious terrace offers stunning views of the sea, framed by green foliage and vibrant flowers. A small dining table and four chairs are positioned on the stone-paved surface, inviting relaxation. The house features a terracotta roof and blue accents, complementing the natural landscape.
Cottage in Sporades
4.96 out of 5 average rating, 26 reviews

Kyklamino Home | Sea View, Quietly Defined

A design-led house for couples in Skopelos with full sea views, generous terraces, and a calm natural setting, just minutes from Stafylos Bay beach. Professionally managed by the Ideal Skopelos Team.

Guest favorite
A serene coastal scene is captured, showcasing a tranquil bay with clear blue waters. The landscape is dotted with lush greenery and olive trees, leading to a sandy beach. A quaint cottage with a red roof is visible in the distance, complementing the natural surroundings.
Cottage in Πτελεός
4.95 out of 5 average rating, 37 reviews

Karavotsaki Seafront House_ Unspoiled Hideaway

Privacy and Tranquility ! In a unique location at the entrance of the two seas, Aegean and Pagasitikos Gulf, overlooking also Pelion, Evia and Sporades islands!

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