Thessaly holiday rentals

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Latest Thessaly holiday rental deals

MOST POPULARSkiathos
Holiday homes from £119

Best Thessaly holiday rentals

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£24 - £88£88 - £152£152 - £216£216 - £280£280+ per night

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Most recommended holiday rentals in Thessaly

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Meteora's sunset - Kalabaka
Meteora's sunset
Kalabaka, TS, Greece
9.7Wonderful(63)
Parking
Free Wi-Fi
Air conditioning
£63+
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Katerina Apartments - Agios Ioannis
Katerina Apartments
Agios Ioannis, TS, Greece
9.5Wonderful(394)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£66+
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Volos Center Luxury Home - Vólos - Building
Volos Center Luxury Home
Vólos, TS, Greece
9.9Wonderful(57)
Parking
Free Wi-Fi
Air conditioning
£68+
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The Stoners apartment - Kalabaka
The Stoners apartment
Kalabaka, TS, Greece
9.8Wonderful(11)
Parking
Free Wi-Fi
Air conditioning
£72+
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Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees - Skiathos
Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees
Skiathos, TS, Greece
6.0Okay(1)
Air conditioning
£74+
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Astria Apartment 3 - Kalabaka
Astria Apartment 3
Kalabaka, TS, Greece
9.8Wonderful(18)
Parking
Free Wi-Fi
Air conditioning
£76+
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Oikion Meteora Home 3 - Kalabaka
Oikion Meteora Home 3
Kalabaka, TS, Greece
9.3Wonderful(97)
Parking
Free Wi-Fi
Air conditioning
£79+
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Pantheon - Agios Ioannis
Pantheon
Agios Ioannis, TS, Greece
9.9Wonderful(239)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£88+
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Billy's house - Kalabaka
Billy's house
Kalabaka, TS, Greece
9.0Wonderful(22)
Parking
Free Wi-Fi
£88+
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Lovely One-Bedroom Flat In Skopelos - Skopelos - Balcony
Lovely One-Bedroom Flat In Skopelos
Skopelos, TS, Greece
9.4Wonderful(20)
Air conditioning
£89+
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Aelia Studio Alonissos - Alonnisos
Aelia Studio Alonissos
Alonnisos, TS, Greece
9.8Wonderful(13)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£96+
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Likavgies Comfort Maisonettes - Alonnisos - Building
Likavgies Comfort Maisonettes
Alonnisos, TS, Greece
9.2Wonderful(2)
Free Wi-Fi
Air conditioning
£104+
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Old Village - Alonnisos
Old Village
Alonnisos, TS, Greece
9.6Wonderful(44)
Parking
Free Wi-Fi
Air conditioning
£105+
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Skiathos, Trulos Beach Studios 500 Metres From The Beach. - Skiathos - Building
Skiathos, Trulos Beach Studios 500 Metres From The Beach.
Skiathos, TS, Greece
2.0Poor(1)
Air conditioning
£108+
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Genesis - Kastraki
Genesis
Kastraki, TS, Greece
9.4Wonderful(25)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£154+
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Luxury Skiathos Villa Nefeli with a Private Pool - Troulos - Pool
Luxury Skiathos Villa Nefeli with a Private Pool
Troulos, TS, Greece
9.2Wonderful(20)
Air conditioning
£336+
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Booking Insights

KAYAK’s insights for holiday rentals in Thessaly

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Thessaly with confidence.

How early should you book a vacation rental in Thessaly?

Book at least 11 days before your stay begins to get the best price for your Thessaly vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
June
£78
£69
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 36% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Thessaly holiday rental

  • If you’re looking for a cheap holiday rental in Thessaly, you should consider visiting during the low season. The cheapest holiday homes in Thessaly can be found in November and May.
  • The cheapest night for renting a holiday home in Thessaly is Friday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Thessaly for 4 days.
  • Pool, beachfront, air-conditioned, parking, pet friendly, and wifi are the most popular holiday rental property amenities in Thessaly
  • Holiday rentals in Thessaly are around 23% cheaper than hotels on average. Search here to compare prices for all accommodation types in Thessaly.
  • The city in Thessaly with the most affordable holiday homes is Skiathos, with around 542 properties and an average price of £108. The most popular holiday rentals in Thessaly among KAYAK users are elizabeth studios, Hellen Studios, and Villa Angela.

FAQs when booking a holiday home in Thessaly

  • What is the most popular holiday rental destination in Thessaly?

    Based on KAYAK holiday rental searches, the most popular destination is Skiathos (42% of total searches to Thessaly). The next most popular destinations are Skopelos (13%) and Troulos (10%). Searches for holida rentals in Alonnisos (10%), Koukounaries (5%) and Platanias (5%) are also popular.

  • How much is a holiday rental in Thessaly for tonight?

    In the last 72 hours, users have found Thessaly holiday rentals for tonight for as little as £34. Search here for similar prices

  • How much is a holiday rental in Thessaly for this weekend?

    In the last 72 hours, users have found Thessaly holiday rentals for this weekend for as little as £62 per night. Search here for similar prices

  • How much is a holiday rental for a week in Thessaly?

    The average price for a weekly Thessaly holiday rental found by KAYAK users in the last 2 weeks is £762.

  • How much is a holiday rental for a month in Thessaly?

    The average price for a monthly Thessaly holiday rental found by KAYAK users in the last 2 weeks is £3,267.

  • What types of holiday rentals are available in Thessaly?

    There are loads of different property types that you can make your holiday home in Thessaly. You’ll find houses, apartments, villas, chalets, cottages, towers, homestays, boats, campgrounds, houseboats and agritourism.

  • Are there any pet-friendly holiday rentals in Thessaly?

    There are a number of dog and pet-friendly Thessaly holiday rentals, with around 14% allowing you to bring your pet along with you.

Where to stay in Thessaly?

Our map will help you find the perfect place to stay in Thessaly by showing you the exact location of each holiday home.

Everything you need to know for your stay in Thessaly

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