Thessaly holiday rentals

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Latest Thessaly holiday rental deals

MOST POPULARSkiathos
Holiday homes from £286

Best Thessaly holiday rentals

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£28 - £454£454 - £878£878 - £1,303£1,303 - £1,728£1,728+ per night

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Most recommended holiday rentals in Thessaly

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Karagiozos Studios & Apartments - Skopelos
Karagiozos Studios & Apartments
Skopelos, TS, Greece
8.7Very Good(146)
Parking
Free Wi-Fi
Air conditioning
£34+
Check availability
Smile Stella Studios - Skopelos
Smile Stella Studios
Skopelos, TS, Greece
8.2Very Good(352)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£35+
Check availability
Skiathos Driades - Koukounaries
Skiathos Driades
Koukounaries, TS, Greece
8.9Very Good(204)
Parking
Free Wi-Fi
Air conditioning
£45+
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Χαρης Rooms - Makrinitsa
Χαρης Rooms
Makrinitsa, TS, Greece
10Wonderful(1)
Air conditioning
£47+
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Ld Studio Larissa - Larissa
Ld Studio Larissa
Larissa, TS, Greece
9.8Wonderful(89)
Free Wi-Fi
Pet-friendly
Air conditioning
£48+
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Ήσυχο και κεντρικό διαμέρισμα - Larissa
Ήσυχο και κεντρικό διαμέρισμα
Larissa, TS, Greece
8.2Very Good(18)
Air conditioning
£50+
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Το πιο ευχάριστο διαμέρισμα της πόλης - Larissa
Το πιο ευχάριστο διαμέρισμα της πόλης
Larissa, TS, Greece
9.2Wonderful(13)
Parking
Free Wi-Fi
Air conditioning
£54+
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Όμορφο στούντιο στο κέντρο της πόλης. - Larissa
Όμορφο στούντιο στο κέντρο της πόλης.
Larissa, TS, Greece
9.3Wonderful(22)
Free Wi-Fi
Pet-friendly
Air conditioning
£56+
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3 Goddesses' studios - Koukounaries
3 Goddesses' studios
Koukounaries, TS, Greece
9.0Wonderful(104)
Parking
Free Wi-Fi
Air conditioning
£60+
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3 Goddesses - Skiathos - Bedroom
3 Goddesses
Skiathos, TS, Greece
Air conditioning
£61+
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Maria Lux Room - Vólos
Maria Lux Room
Vólos, TS, Greece
7.4Good(24)
Free Wi-Fi
Air conditioning
£61+
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Modern apartment in the heart of the city - Larissa
Modern apartment in the heart of the city
Larissa, TS, Greece
8.5Very Good(52)
Free Wi-Fi
Air conditioning
£63+
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Με Θεα Το Γαλαζιο Της Θαλασσας - Néa Anchiálos
Με Θεα Το Γαλαζιο Της Θαλασσας
Néa Anchiálos, TS, Greece
7.6Good(1)
Parking
Free Wi-Fi
Air conditioning
£74+
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villa Rodo - Platanidia
villa Rodo
Platanidia, TS, Greece
9.6Wonderful(5)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£80+
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Stagiates Guest House Room 1 - Ano Volos - Bedroom
Stagiates Guest House Room 1
Ano Volos, TS, Greece
9.4Wonderful(39)
Free Wi-Fi
£87+
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Peace, privacy, sea views and sunsets: Lephteris House with pool at Koukounaries - Skiathos - Patio
Peace, privacy, sea views and sunsets: Lephteris House with pool at Koukounaries
Skiathos, TS, Greece
10Wonderful(6)
Free Wi-Fi
£121+
Check availability
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)

March
September
£87
£63
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 55% 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 April.
  • 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 5 days.
  • Pool, air-conditioned, beachfront, parking, pet friendly, and wifi are the most popular holiday rental property amenities in Thessaly
  • Holiday rentals in Thessaly are around 20% 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 356 properties and an average price of £218. The most popular holiday rentals in Thessaly among KAYAK users are Villa Anna, Niso Skiathos, and Villa Nefeli Skiathos.

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 (33% of total searches to Thessaly). The next most popular destinations are Skopelos (17%) and Alonnisos (11%). Searches for holida rentals in Troulos (10%), Koukounaries (6%) and Vólos (4%) 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 £33. 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 £1,176.

  • 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 £5,039.

  • 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 apartments, houses, villas, chalets, cottages, towers, homestays, boats, campgrounds, guest houses and houseboats.

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

    There are a number of dog and pet-friendly Thessaly holiday rentals, with around 11% 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

Complete your trip to Thessaly

Flights to Thessaly
Car hire in Thessaly