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Guesthouse vacation rentals in Thessaly

Find and book unique guesthouse rentals on Airbnb

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
4.98 out of 5 average rating, 41 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.

Superhost
A serene pool area is framed by vibrant pink roses and lush greenery. The inviting pool reflects the surrounding nature, while a rustic structure with a slate roof stands nearby. Umbrellas are positioned strategically around the pool, providing shaded spots for relaxation.
Guesthouse in Tsagkarada
4.62 out of 5 average rating, 13 reviews

Tsagkarada Guesthouse (B) with Pool and Gardens

Detached split level Guest Unit in a private holiday residence. Four seasons enjoyment. Hosts a family of 3 or 3 friends. Mini fridge, microwave oven, coffee maker, toaster etc, but no kitchen facilities. No pool/beach towels available. Διεπίπεδο διαμέρισμα σε ανεξάρτητο ξενώνα εξοχικής κατοικίας 4 εποχών. Διπλό κρεβάτι στο λοφτ και καναπέ-κρεβάτι στο σαλόνι για οικογένεια ή παρέα 3 φίλων. Ψυγειάκι, καφετιέρα, φούρνο μικροκυμάτων κλπ, αλλά χωρίς κουζίνα. Δεν παρέχονται πετσέτες πισίνας.

Superhost
Guesthouse in Makryrrachi
4.64 out of 5 average rating, 42 reviews

Apple Orchard (Green)

A peaceful countryside home among fauna and flora In the eastern part of Pelion at Makrirachi village. A quiet and beautiful suite located in a lush green area, surrounded by apple trees orchard and only 5 minutes drive away from famous and beautiful Agia Saranta beach and Chorefto beach. Expand your mind, open your heart and get in the rhythm of the magic Mountain Pelion. Our road to house is asphalt country road. Like in this era. If you’re unsecured we will be happy to pick you up.

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
4.85 out of 5 average rating, 26 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

Top 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
4.96 out of 5 average rating, 46 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!

Guest favorite
A view of the sea is framed by tree branches, with clear blue waters visible beyond a terracotta-roofed structure. The shoreline is dotted with smooth rocks, creating a peaceful coastal scene under a clear sky.
Guesthouse in Loutra
4.88 out of 5 average rating, 104 reviews

1. Room close to the sea and Spa Center

The apartment has the most breathtaking view in the village. The sea is about 80m away from the apartment and you have access to 4 different beaches. You can enjoy the crystal clear greek waters in 3 different beaches, one of whom is sandy and childfriendly. The 4th one is about 5 min walk from the apartment where you can enjoy your coffee in a beach- bar at day or enjoy your coctails at night. Also, there is a thermal spa center at 250m walking distance with reasonable prices.

Guest favorite
A bright sleeping area features a spacious bed dressed in a light purple coverlet. Floral-patterned pillows complement the decor. Natural light enters through a large window, which is framed by floral curtains, enhancing the cozy ambiance of the room.
Guesthouse in Skiathos
4.86 out of 5 average rating, 22 reviews

retirement ververi 6

The space is free-standing on the ground floor of a building it has a free-standing entrance and a small balcony. It is in the center of Skiathos and your stay will be relaxing, since the boats are very close by, which will take you to the fantastic beaches of the island. Nearby is also the city bus stop and the main street of Papadiamanti, where the market is. On the side street just below the place, there are the cafes and restaurants.

Top guest favorite
Guesthouse in Kalabaka
4.91 out of 5 average rating, 469 reviews

Sweet Little House in Meteora

An independent and traditional little house located in the center of Kalambaka, very close to Meteora — even within walking distance. It features a shared terrace where you can relax, one bedroom with a double bed (ideal for couples), a living room with a sofa and dining table, a fully equipped kitchen, and a bathroom with a shower and all the necessary amenities. A warm and tidy space where you can truly feel at home!

Guesthouse in Koutsoupia
5.0 out of 5 average rating, 3 reviews

Seaside Maisonette in Koutsoupia - FiBi House

Wake up with the sound of waves in beautiful 4-bedroom, 2- bathroom maisonette, located just 50meters from the beach ⛱️. With stunning sea views and spacious interiors, it's a perfect getaway for families and groups looking for relaxation by the coast. What you'll love - four comfortable bedroom's - two bathrooms - balconies and outdoor seating with panoramic sea views - open plan living and dining area

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
4.67 out of 5 average rating, 12 reviews

studio with 2 single beds with sea or town view

Enjoy the simple things in this peaceful and central place to stay. On a quiet hill with incredible views of the city of Skiathos, as well as its port. Just a 3-minute walk from the port and the shops (cafes, bars, restaurants) of Skiathos Town. The distance from the bus stop is just a 2-minute walk to explore the beauties of our island without the use of a vehicle. Relax and enjoy your vacation with us.

Superhost
The historic stone facade features a welcoming entrance flanked by multiple windows with wooden shutters. A shaded balcony is visible above, with a small table and chairs arranged for outdoor seating. The blue sky and scattered clouds provide a serene backdrop.
Guesthouse in Vourgareli
4.8 out of 5 average rating, 40 reviews

Epirus historic home guest suite

This is a newly built guest suite 70/m on the ground level of a historic stone home . Located just below the main square surrounded by pines and spruce trees . The natural beauty of this village is magnificent, with mountain peaks and greenery as far as the eye can see. Walking distance from the infamous fairy bridge, main square, restaurants and supermarket.

Superhost
Guesthouse in Mouresi
4.84 out of 5 average rating, 126 reviews

Nefeli

A cottage in a green landscape with traditional furniture, tranquility and a homely atmosphere. We do not accept live in this studio. With a discussion before booking at an extra charge of 10€ per day. When you arrive in Muresi, click on GPS Gardenia Studio to find us more easily.

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