A canyon with towering rock formations and a winding road through a lush valley.

Vacation Homes in Thessaly

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Thessaly vacation homes

A deck with two sun loungers, one with a blue cover and the other with a white cover, overlooking a coastal landscape.

1. Little Yellow House With Beautiful Sea View

Little Yellow House With Beautiful Sea View
Alonnisos Old Town
9.2 out of 10, Wonderful, (23 reviews)
"Das kleine Haus ist wirklich klein. Für grosse Menschen oder Manschen mit unsicherem Schritt ist die Treppe ins Schlafzimmer eine Herausforderung. Die Lage des Hauses gleicht aber Vieles aus. Das Haus ist einfach Super für Strandferien auf Alonnisos."
Germany
Caroline W.
Little Yellow House With Beautiful Sea View
A building with a red-tiled roof and a large rock formation in the background.

2. A beautiful house, close to the city centre and only five minutes from Meteora.

A beautiful house, close to the city centre and only five minutes from Meteora.
Kalampaka
9.8 out of 10, Exceptional, (7 reviews)
"Clean, good location, friendly and responsive host, heat/AC works good"
United States
Jessica
The price is AED 227
AED 334 total
includes taxes & fees
20 Oct - 21 Oct
A beautiful house, close to the city centre and only five minutes from Meteora.
A staircase with stone steps leading to a blue door, illuminated by wall-mounted lights.

3. Villa Rahes,sea view,3 bedrooms,wifi,5min from the village,low prices

Villa Rahes,sea view,3 bedrooms,wifi,5min from the village,low prices
skopelos
8.8 out of 10, Excellent, (3 reviews)
"A comfortable and spacious home with a beautiful endless view."
Canada
Tim B.
Villa Rahes,sea view,3 bedrooms,wifi,5min from the village,low prices
A modern outdoor seating area with a view of the sea and distant land.

4. Fully equipped seafront house with spectacular seaview & small beach right below

Fully equipped seafront house with spectacular seaview & small beach right below
Skiathos
10.0 out of 10, Exceptional, (56 reviews)
"The owner was so helpful and the property was fabulous, amazing inside and out."
United Kingdom
Claudia W.
Fully equipped seafront house with spectacular seaview & small beach right below
A terrace with a table set for dining, overlooking a coastal view with a clear sky.

5. Magnificent Sunset

Magnificent Sunset
Γλώσσα
10.0 out of 10, Exceptional, (8 reviews)
"We had the most amazing stay in Loutraki thanks to the beautiful apartment , everything was perfect from the begenning until the end . The apartment is extremely well furnished , from Kitchen appliances to a first aid box !! The view is stunning, The Loutraki village is great , everything you need by walk and you can go quickly to the nicest beaches either by car or by bus. Thanks to Giorgios and his parents for their warm welcome. "
France
PERRINE C.
Magnificent Sunset
A coastal town at night with a marina, boats, and buildings along the waterfront.

6. Daskios House , Skopelos Chora, a fully equipped house ideal for 2-3 guests

Daskios House , Skopelos Chora, a fully equipped house ideal for 2-3 guests
Skopelos
10.0 out of 10, Exceptional, (6 reviews)
"Villa Daskios was a fantastic experience! Yiannis and Magdalini were fantastic hosts and treated us like one of the family.The villa was fully equipped with everything and many complimentary items. The location was one of the best in Skopelos town and steps to the port. We spend many evenings on the top deck enjoying the sea and village views. The town is a step back in time with incredible hospitality. We will see you again!!!"
Canada
Brian G.
Daskios House , Skopelos Chora, a fully equipped house ideal for 2-3 guests
A neatly arranged bedroom with a bed, bedside tables, a hanging light fixture, and a window with sheer curtains.

7. Rodianna Beautiful House

Rodianna Beautiful House
Σκόπελος
10.0 out of 10, Exceptional, (7 reviews)
"We loved Skopelos and the stay at the house made it extra special. Absolutely beautiful home with a great location."
United Kingdom
Tom S.
Rodianna Beautiful House
A coastal landscape with a sandy beach, clear turquoise waters, and rocky outcrops.

8. Fantastic natural stone house with 180° sea view, pool and beautiful garden

Fantastic natural stone house with 180° sea view, pool and beautiful garden
Kalamos
9.8 out of 10, Exceptional, (19 reviews)
"A very special place in the middle ofNowhere and nature. The pool is excellent. There is no Wifi that was a bit disappointing for my teenagers . Really recommend the place. "
United States
Fransje T.
Fantastic natural stone house with 180° sea view, pool and beautiful garden
A residential street with a white house, a beige gate, and lush greenery.

9. PS House Platanias

PS House Platanias
Skiathos
7.0 out of 10, Good, (2 reviews)
"The location is good, close to the beach and local restaurants - although on a busy and noisy road."
United Kingdom
Anonymous traveler
The price is AED 374
AED 433 total
includes taxes & fees
12 Oct - 13 Oct
PS House Platanias
An aerial view of a beach with a circular arrangement of umbrellas and beach chairs, clear turquoise water, and a few people visible.

10. Pelagos Villas

Pelagos Villas
Alonissos
10.0 out of 10, Exceptional, (1 review)
"Fantastiskt läge precis vid stranden. Fin och välskött villa med alla bekvämligheter som behövs för eget hushåll. Hade gärna återvänt."
Sweden
Åsa
Pelagos Villas
A wooden deck with a railing overlooking a body of water and greenery.

11. Avgoustina's Home A breathtaking view house ! ! !

Avgoustina's Home A breathtaking view house ! ! !
Glossa
Avgoustina's Home A breathtaking view house ! ! !
A rustic interior with a stone fireplace, wooden furniture, and a cozy seating area.

12. Rock and Stone - Stone mansion under the rock- 2BD

Rock and Stone - Stone mansion under the rock- 2BD
Καλαμπάκα
10.0 out of 10, Exceptional, (22 reviews)
"Our stay at rock and stone was incredible! The property is gorgeous and the location can not be beat. Would gladly stay here again if I’m ever back in the area. "
United States
Andrew S.
Rock and Stone - Stone mansion under the rock- 2BD
An outdoor dining area with a table set for two, overlooking a coastal view.

13. Beatifull seaview / 100m from beach

Beatifull seaview / 100m from beach
Amaliapolis
10.0 out of 10, Exceptional, (1 review)
"la casa es una maravilla, perfectamente equipada, en un pueblo muy tranquilo. "
Spain
natalia l.
Beatifull seaview / 100m from beach
A hotel room with two beds, a desk, a chair, and a window with curtains.

14. Vasiliki's Apartment (Kalampaka center)

Vasiliki's Apartment (Kalampaka center)
ΚΑΛΑΜΠΑΚΑ ΜΕΤΕΩΡΩΝ
8.0 out of 10, Very good, (2 reviews)
"We enjoyed very much our stay at this apt which has all amenities and is perfectly located at steps from the main square of Kalambaka The guest was great helping us with everything we needed Highly recommended !!"
United States
Ruben
Vasiliki's Apartment (Kalampaka center)
A patio with a table set for dining, surrounded by trees and a building with a balcony.

15. Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living

Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living
Skiathos island
10.0 out of 10, Exceptional, (6 reviews)
"After a bit of confusion locating the villa, we were met by our host with a very big welcome. We were shown around the villa and given contact details in case of any problems. Overall the villa met our expectations and we hada very nice and relaxing stay. Our host checked in regularly with us, and even made us some unexpected treats. I would recommend staying here if you don't mind a bit of noise from the airport, this was fine for us, as plane spotting was a big part of our trip, an updated on...
United Kingdom
Ken R.
Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living
A balcony with a view of rocky mountains, a tiled floor, and a metal railing.

16. Historic Luxury House in the Heart of Meteora

Historic Luxury House in the Heart of Meteora
Kalabaka
9.2 out of 10, Wonderful, (5 reviews)
"Adorable little house! Highly recommend!"
Canada
Joanne F.
The price is AED 412
AED 548 total
includes taxes & fees
20 Oct - 21 Oct
Historic Luxury House in the Heart of Meteora
A wooden deck with outdoor furniture, including a sofa, chairs, and a table.

17. Harmony Platanidia Pelion

Harmony Platanidia Pelion
Platanidia
10.0 out of 10, Exceptional, (1 review)
"We had a lovely stay in Platanidia. The location was perfect, right in front of the water and close to our friends. The apartment was spacious. Communication with host was easy and great. We would stay here again and definitely recommend it!"
United States
Jane S.
Harmony Platanidia Pelion
A wooden deck with a round table and chairs overlooking a calm sea.

18. Seafront Karma Luxury - An Escape From Reality

Seafront Karma Luxury - An Escape From Reality
Κάτω Γατζέα
10.0 out of 10, Exceptional, (1 review)
"What a find! Perfect peaceful location right on the water with simple but excellent restaurants in a very short walk. Apartment itself was great - 2 ensuite bedrooms with a 3rd if needed. Well equipped kitchen and lovely sitting area right by the sea. Host was friendly and responsive"
United Kingdom
Ian H.
Seafront Karma Luxury - An Escape From Reality
An open door leading to a balcony with a table set for two, a bottle of wine, and a vase with flowers.

19. Still Horizon House-Located at the top of Loutraki port-Sunset & Sea view

Still Horizon House-Located at the top of Loutraki port-Sunset & Sea view
Loutraki
8.0 out of 10, Very good, (1 review)
"Vacanza bellissima. Fare colazione o aperitivi sulla terrazza, regala una vista mozzafiato a tutte le ore del giorno e della notte. Soprattutto l’ora del tramonto è straordinaria. La casa è confortevole, ma manca di alcune rifiniture: le maniglie delle porte non sono fissate a dovere; mancano alcuni utensili in cucina (ad esempio, forbici). Comunque, nel complesso, il soggiorno è stato più che confortevole."
Italy
Paolo R.
Still Horizon House-Located at the top of Loutraki port-Sunset & Sea view
A kitchen with wooden cabinets, a dining table with chairs, and a bar area with stools.

20. Anastazia Paradise

Anastazia Paradise
Skiathos
Anastazia Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Thessaly Hotel Reviews

Tsikeli Boutique Hotel Meteora - Adults Friendly

Tsikeli Boutique Hotel Meteora - Adults Friendly

10/10 Excellent
"Excellent location, perfect dinning experience, easy to park"
Sergey 2-night trip
Posted 8 hours ago
Tsikeli Boutique Hotel Meteora - Adults Friendly