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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Thessaly Accommodation: Most Popular Cities to Stay

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Featured Villas in Thessaly

Luxury Villa Thea
Front of property

Luxury Villa Thea

Luxury Villa Thea
Villa Ioanna - Two Bedroom Villa, Sleeps 4
Outdoor dining

Villa Ioanna - Two Bedroom Villa, Sleeps 4

10.0 out of 10, Exceptional, (11)
"We had an amazing holiday. The villa was very spacious and modern, A big thank you to the agency, you will be highly recommended!!!"
Villa Ioanna - Two Bedroom Villa, Sleeps 4
Villa Antigoni - Two Bedroom Villa, Sleeps 4
Property grounds

Villa Antigoni - Two Bedroom Villa, Sleeps 4

9.4 out of 10, Exceptional, (24)
"The villa had everything we needed for a stress-free vacation."
Villa Antigoni - Two Bedroom Villa, Sleeps 4
A breathtaking pool villa in 3 units Close To The Gods
Pool

A breathtaking pool villa in 3 units Close To The Gods

10.0 out of 10, Exceptional, (2)
"Stunning island, the villa is in a glorious position, I will never tire of that view! A quite steep bumpy road to get there but it’s worth it! Anthoula did an amazing job an everything went so smoothly, thank you!"
A breathtaking pool villa in 3 units Close To The Gods
Villa with stunning view out to the sea accross the viladge of Glossa
Outdoor dining

Villa with stunning view out to the sea accross the viladge of Glossa

10.0 out of 10, Exceptional, (31)
"It was one of the best vacation stays I been at. The host incredible accomodating and helpful. Thank you so much!"
Villa with stunning view out to the sea accross the viladge of Glossa
Rodon Luxury Villas Eos
Villa | Soundproofing, Internet

Rodon Luxury Villas Eos

Rodon Luxury Villas Eos
3 Bedroom villa
Outdoor dining

3 Bedroom villa

10.0 out of 10, Exceptional, (1)
"Dimitris is an awesome host. He provided a lot of wonderful information about the island. He ensured that we had everything that we needed. He was very attentive and kind. His house is wonderful, gorgeous and had everything we needed. The pool is big and he kept it immaculate. Our family had a lot of fun swimming when we needed a break from the town. The location is perfect only 15 minutes away from town ame cool ani and there are plenty of beaches, restaurants and supermarkets within walking...
3 Bedroom villa
Villa Pelagoon
Outdoor pool, pool loungers

Villa Pelagoon

10.0 out of 10, Exceptional, (1)
"Amazing! The pool, the sea view in each house (there are four…), the direct access to the sea… And on top of that, the host is really kind. I strongly recommand"
Villa Pelagoon
Vasilikis Stone House
Exterior

Vasilikis Stone House

The price is £140
includes taxes & fees
2 Aug - 3 Aug
Vasilikis Stone House
Villa Pelago - Three Bedroom Villa, Sleeps 7
Pool

Villa Pelago - Three Bedroom Villa, Sleeps 7

10.0 out of 10, Exceptional, (11)
"A well-kept villa with great amenities and a homely feel."
Villa Pelago - Three Bedroom Villa, Sleeps 7
GoldieLocks 6-Bedroom Beachfront Villa Skiathos
Outdoor pool

GoldieLocks 6-Bedroom Beachfront Villa Skiathos

9.6 out of 10, Exceptional, (4)
"This was a beautiful villa with stunning views from almost every square foot of the property. The private beach area is idyllic - crystal clear waters. The bedrooms were spacious and each of the six in the top villa had ensuite. There is a well fitted but rather dated shared kitchen building that served its purpose with the vast majority of our time spent outside taking in the scenery. The weather was bad on a couple of occasions which revealed that the villa lacks any indoor living space other...
GoldieLocks 6-Bedroom Beachfront Villa Skiathos
Meteora's Secret Garden House 2
Exterior

Meteora's Secret Garden House 2

Meteora's Secret Garden House 2
Sunrise Pelion Villas Tsagkarada
Luxury Villa, 2 Bedrooms, Sea View (Valdita) | Living area | Flat-screen TV, fireplace

Sunrise Pelion Villas Tsagkarada

9.6 out of 10, Exceptional, (15)
"Nice aria "
Sunrise Pelion Villas Tsagkarada
Fani's House Under Meteora
Exterior

Fani's House Under Meteora

9.0 out of 10, Wonderful, (2)
"Nice place"
The price is £106
includes taxes & fees
7 Aug - 8 Aug
Fani's House Under Meteora
Villa Aloupi - Three Bedroom Villa, Sleeps 6
Outdoor dining

Villa Aloupi - Three Bedroom Villa, Sleeps 6

10.0 out of 10, Exceptional, (11)
"A wonderful stay, with kind and attentive hosts."
Villa Aloupi - Three Bedroom Villa, Sleeps 6
Meteora boutique villa E
Terrace/patio

Meteora boutique villa E

10.0 out of 10, Exceptional, (10)
"Very well located and comfortable location within walking distance to everything. Very friendly and communicative host went above and beyond to provide tips on what to see and do. Bonus points for hot tub which was a great way to relax after touring the monastaries."
The price is £143
includes taxes & fees
14 Aug - 15 Aug
Meteora boutique villa E
Villa Glysteri Large Private Pool Walk to Beach A C - 2125
Villa

Villa Glysteri Large Private Pool Walk to Beach A C - 2125

8.0 out of 10, Very good, (1)
"The villa was charming in many ways, it was very clean, the pool was in good condition, and Glisteri beach was very nice. We were not told that the water was not drinkable and no bottled water was provided to get us “started” until we could purchase some. Likewise, there were no basic supplies in the kitchen such as coffee or filters, or trash can liners. The distance to town and grocery stores isn’t that far, but if you’re not used to driving on narrow mountain roads that have hairpin turns and...
Villa Glysteri Large Private Pool Walk to Beach A C - 2125
Villa Ourania - Three Bedroom Villa, Sleeps 8
Pool

Villa Ourania - Three Bedroom Villa, Sleeps 8

10.0 out of 10, Exceptional, (29)
"We had an amazing time and will definitely come back."
Villa Ourania - Three Bedroom Villa, Sleeps 8
Starlight Villas, Skiathos, Greece
Exterior

Starlight Villas, Skiathos, Greece

10.0 out of 10, Exceptional, (16)
"This property was perfection. "
Starlight Villas, Skiathos, Greece
Villa Aloupi in Sporades
Villa

Villa Aloupi in Sporades

Villa Aloupi in Sporades
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

Theatro Hotel Odysseon

Theatro Hotel Odysseon

10/10 Excellent
"We absolutely loved the location — as you drive into Kalambaka, the hotel is conveniently located on the left with stunning views. The staff were incredibly welcoming, and the entire hotel was spotless. We only wish we had stayed a few more nights!"
Maria 1-night trip
Posted 6 days ago
Theatro Hotel Odysseon

Frequently asked questions

How much do villas in Thessaly cost?
Prepare to pay between £106 and £143 per night for villas in Thessaly. Whatever your budget, an awesome escape is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Thessaly?
Choose from 524 villas in Thessaly. Whether you're getting away with your family or friends, and wherever you're venturing, Expedia will help you find the perfect place.
Why book your villa in Thessaly with Expedia?
Reserving a villa in Thessaly is as easy as working out your travel dates and picking an option that suits your style. Want something affordable or upmarket, or a stay that also includes a kitchenette? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Thessaly?
With Expedia's filter tool, comparing cheap villas in Thessaly is a breeze. To find stays that give you the most bang for your buck, refine your search by amenities, budget and star rating.