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Guesthouse vacation rentals in Thessaly

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Top-rated guesthouse rentals in Thessaly

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A sunlit terrace features a private pool, set against a backdrop of lush hills and a scenic view of the sea. A shaded pergola shelters a dining area, providing an inviting space for outdoor meals.
Guesthouse in Glossa
4.97 out of 5 average rating, 38 reviews

Ysyhia - Private cottage with pool.

Ysyhia is modern, bright and airy & has a private pool which is the perfect size for flopping about in. The cottage comprises one open-plan living space including kitchen, dining and lounge, plus separate bedroom and bathroom. It is set in olive and almond groves and looks out across the sea. 1½km from the village, no other buildings are visible from here. Our house is up the hill on the same plot. Each house has its own private access and a fence separates the 'farm' from Ysyhia and its garden.

Guest favorite
A traditional two-story building is surrounded by lush greenery. The exterior features a warm yellow hue with stone pillars framing the entrance. A stone patio extends in front, with outdoor seating arrangements nestled within the garden ambiance.
Guesthouse in Tsagkarada
4.84 out of 5 average rating, 25 reviews

Ellis Guesthouse

In one of the most traditional and beautiful areas of Pelion, Tsagarada, hidden in the vegetation and in walking distance from the most beautiful beaches of Pelion (Milopotamos, Fakistra, Damouchari) the guesthouse is open all year round. Traditionally decorated & spacious, it can accommodate up to 12 people. The road network & private parking makes access easy, while taverns, cafes and various other shops ensure that any need that way arise is covered. Coordinates: 39.381022, 23.178884

Guest favorite
A private balcony offers a scenic view of the harbor, featuring sailboats gently bobbing on calm waters as the sun sets behind the hills. Two white chairs surround a small table, complemented by drinks and greenery, creating a relaxed outdoor space.
Guesthouse in Agnontas
4.95 out of 5 average rating, 38 reviews

Theros II Aegean View Agnontas beach Skopelos

The deity Theros ( Θeros ) is the personification of summer. In simple and minimal lines, but equipped with all the comforts, Theros accommodations offers carefree summers with the dominant seascape! The magnificent view of the picturesque bay of Agnontas with its famous sunsets and clear blue waters are an integral part of our accommodations, which are perfectly integrated into the landscape! After all, Greece is probably the most suitable place to experience the summer!

Superhost
A panoramic view captures the charming rooftops of Skiathos town, with red-tiled roofs and whitewashed buildings. The shimmering sea and distant islands are visible on the horizon under a clear sky, adding to the tranquil scenery.
Guesthouse in Skiathos
4.6 out of 5 average rating, 10 reviews

studio 2 adults, 2 single beds

Απολαύστε τα απλά πράγματα σε αυτόν τον γαλήνιο και κεντρικό χώρο διαμονής. Σε ένα ήρεμο λόφο με απίστευτη θέα στην πόλη της Σκιάθου, καθώς και στο λιμάνι της. Μόλις 3 λεπτά με τα πόδια από το λιμάνι και τα μαγαζιά(καφετέριες, μπαράκια, εστιατόρια) της χώρας της Σκιάθου. Η απόσταση από την στάση του λεωφορείου μόλις 2 λεπτά με τα πόδια για να εξερευνήσετε τις ομορφιές του νησιού μας χωρίς την χρήση οχήματος. Χαλαρώστε και απολαύστε τις διακοπές σας μαζί μας.

The room features stone walls that create a rustic ambiance. A spacious bed is complemented by warm lighting from bedside lamps. Antique furniture, including a writing desk and a cozy armchair, enhances the charm. A traditional fireplace adds to the inviting setting.
Guesthouse in Trikala
5 out of 5 average rating, 3 reviews

Guest Stone House in Aidona 2

The room is located in the picturesque village of Aidona (a mountainous community of Pindos built at an altitude of 850 m, 28 km Northwest of Kalabaka - where the very famous Meteora Rocks are, 15 min away from the Pertouli Ski Center and 30 minutes from the famous Elati Village. The property was built on the top of the village, and it has outstanding views to the surrounding forest, the main village square, and the beautiful Church "St. Paraskevi".

Top guest favorite
The living room features a cozy seating area with two chairs and a sofa, providing a welcoming space. A wooden stove adds warmth, while large windows offer a view of the shared terrace and garden outside, enhancing the overall brightness of the room.
Guesthouse in Kalabaka
4.91 out of 5 average rating, 433 reviews

Sweet Little House in Meteora

Independent and autonomous traditional little house in the centre of Kalambaka and very close to Meteora (even on foot). Shared terrace where you can relax, one bedroom with a double bed ideal for couples, a living room with a sofa and a dining table, a kitchen and a bathroom with a shower and all the needed amenities.A warm and neat place to feel the living under these glorious rocks!

Guest favorite
A small outdoor seating area features a wooden table and chairs, set against a backdrop of lush greenery and olive trees. The horizon reveals a sweeping view of the sea, with soft clouds in the sky providing a sense of tranquility.
Guesthouse in Melissatika
5 out of 5 average rating, 5 reviews

Little house in the olive grove

one unit guesthouse (1 bedroom) with small kitchen and all that you need :) A quite place in an isolated olive grove with amazing view of the sea. 15 min drive from the center of Volos. The best combination of nature and city. Perfect as a base for trips all around Pelion, 15 min from Volos, 25 min from Portaria & Makrinitsa, 75 min from the east side, 40 min from Afissos and more.

Guest favorite
A stone cottage is framed by a wooden pergola adorned with lush greenery. A dining table, set with a checkered tablecloth, is surrounded by five chairs. Natural light filters through the nearby windows, enhancing the inviting outdoor space perfect for relaxation.
Guesthouse in Skiathos
4.86 out of 5 average rating, 65 reviews

Stone house in relaxing secret garden

Indulge yourself in the relaxing ambiance of our country house just 2km away from Skiathos town. Our beautiful garden full with olive trees offers amazing sea view, while our "kalivia" (stone houses) are ideal for couples, families and groups of friend. Besides the hiking paths, you can also find nice restaurants and clubs in walking distance.

Guest favorite
An inviting entrance to a stone cottage is framed by lush greenery, including small trees and flowering shrubs. A wooden door leads into the space, while two modern chairs are positioned on a stone patio, offering a welcoming spot to relax outdoors.
Guesthouse in Portaria
5 out of 5 average rating, 8 reviews

Effrosini Stonehouse center Portaria

Enjoy the simple things in this serene and central place to stay. The house is traditional in the center of the village, without the hustle and bustle. It has a large garden and a beautiful interior with stone and wood. The garden is partially covered with an almost ancient (80 year) laurel and it's a pleasure to sit in the garden.

Guest favorite
A shaded outdoor seating area features a wooden table surrounded by four chairs. Sunlight creates intricate patterns on the surface, enhancing the relaxing ambiance. Green window shutters frame the space, providing a touch of color to the neutral walls.
Guesthouse in Sporades
4.94 out of 5 average rating, 32 reviews

Lida Guest House

This lovely guest house (of 45 m2) keeps the Skopelitan traditional architecture features, placed in a lovely garden, right next to the heart of the village, part of a two guest houses combo (feel free to explore “Chrysanthi” listing for a more economical choice for two).

Guest favorite
A tranquil outdoor setting features a wooden table with a plate of fresh fruit and a cup of coffee. Lush greenery surrounds the space, providing a natural frame for the panoramic views of the landscape and distant mountains.
Guesthouse in Portaria
5 out of 5 average rating, 5 reviews

Horizon

Escape to a haven of serenity nestled in the heart of Pelio, Portaria, where breathtaking views meet warm hospitality. Our guesthouse offers an unforgettable getaway amidst the stunning landscapes of this charming Greek village.

Superhost
A charming cottage is surrounded by vibrant flowering plants and greenery. A round table with fruit is set on a stone patio, while two chairs face each other. The traditional shingled roof and wooden accents complement the natural landscape, creating a serene outdoor gathering space.
Guesthouse in Mouresi
4.83 out of 5 average rating, 116 reviews

Nefeli

Ένα σπιτάκι μέσα σε πράσινο τοπίο με παραδοσιακή επίπλωση ησυχία και σπιτική ατμόσφαιρα.Δεν δεχόμαστε ζωντανά σ' αυτό το στούντιο Με μία συζήτηση πριν Την κράτηση με έξτρα χρέωση 10 € την ημέρα

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