
Cottage holiday rentals in Thessaly
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Thessaly
Guests agree: these cottages are highly rated for location, cleanliness and more.

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

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.

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.

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

Siki House
Καλώς ήρθατε στο Siki House, μια εκπληκτική κατοικία χτισμένη στην πλαγιά πάνω από το Αιγαίο Πέλαγος που προσφέρει την τέλεια απόδραση για όσους αναζητούν ηρεμία και εκπληκτική θέα. Βγείτε έξω στη μεγάλη βεράντα και εκπλαγείτε από την εκπληκτική θέα ή κατεβείτε για μια βουτιά στα κρυστάλλινα νερά της διπλανής παραλίας.. Μόλις 4 χιλιόμετρα μακριά από τη Συκή και περίπου 12 χιλιόμετρα από την Αργαλαστή ο επισκέπτης έχει όλες τις επιλογές σε εστιατόρια, σούπερ μάρκετ, φαρμακείο, ΑΤΜ κ.λπ.

The Stone House!
Designed according to the standards of traditional Greek architecture, the StoneHouse is set in a fully private hill among olive and fruit trees as well as colorful flowers. An ideal place to drink a glass of wine as dusk and sunset colors fill the sky, with a breathtaking view of the iconic beach of Agios Dimitrios, the most beautiful beach of the island of Alonnisos. Swim in the "Natura" protected beach, take a hike in a picturesque scenery or just enjoy your privacy and relax..

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.

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.

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

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.

Margarita's dream house 2
Πρόκειται για ένα εξοχικό δίπλα στην παραλία που μπορεί να φιλοξενήσει έως 4 άτομα. Αποτελεί ιδανικό προορισμό για οικογένειες με παιδιά ή ζευγάρια και για όλους όσους θέλουν να απολαύσουν μοναδικές στιγμές χαλάρωσης, ηρεμίας και ιδιωτικότητας μέσα σε ένα μοναδικό τοπίο. Η παραλία του Αη-Γιάννη βρίσκεται σε απόσταση αναπνοής και η πρόσβαση σε αυτή γίνεται με τα πόδια (50 μέτρα).

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.
Popular amenities for cottage rentals in Thessaly
Cottage rentals with a hot tub

The house with a view

Chalkidiki Single family villa by the sea..

Thea Thalassa Pleasant stone cottage with a view

Villa Gem Skiathos

Seaview big country house near the best beaches.
Pet-friendly cottage rentals

Forest Retreat Near the Sea in Sani Beach

Villa Alonia House

Detached house in nature Plaka Litohoro

"Katafigio" Home in Tsagkarada Village

Quiet cottage with courtyard and view of the Aegean Sea.

Panais & Maria

Summer house Kapsochora

Home sweet Home
Private cottage rentals

Koumaria

Kalamos Point - Reformed Warehouse next to the sea

Mrs Alexandra's house.

Meteora's sunset

Seaside Summer House "Elia"

Seaside Escape in Pelion with Stunning Sea Views

Eleni's Seaside Apartment

Nisaia
Destinations to explore
- Rentals with an EV charger Thessaly
- Loft rentals Thessaly
- Rentals with lake access Thessaly
- Rentals with pools Thessaly
- Aparthotel rentals Thessaly
- Rentals with a firepit Thessaly
- Smoking-friendly rentals Thessaly
- Hotel rooms Thessaly
- Resort rentals Thessaly
- House rentals Thessaly
- Bed and breakfasts Thessaly
- Flat rentals Thessaly
- Rentals with a washing machine and dryer Thessaly
- Apartment rentals Thessaly
- Rentals with outdoor seating Thessaly
- Cycladic house rentals Thessaly
- Boutique hotels Thessaly
- Rentals with a hot tub Thessaly
- Family-friendly rentals Thessaly
- Tiny house rentals Thessaly
- Private suite rentals Thessaly
- Rentals with beach access Thessaly
- Fitness-friendly rentals Thessaly
- Holiday home rentals Thessaly
- Bungalow rentals Thessaly
- Villa rentals Thessaly
- Rentals with an accessible-height bed Thessaly
- Serviced apartment rentals Thessaly
- Rentals with a kayak Thessaly
- Pet-friendly rentals Thessaly
- Ski-in/ski-out rentals Thessaly
- Rentals with a fireplace Thessaly
- Rentals with a patio Thessaly
- Earth house rentals Thessaly
- Beachfront rentals Thessaly
- Townhouse rentals Thessaly
- Waterfront rentals Thessaly
- Rentals with breakfast Thessaly
- Farm stay rentals Thessaly
- Guest house rentals Thessaly
- Cottage rentals Greece





