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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£21 - £263£263 - £506£506 - £749£749 - £991£991+ per night

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Most recommended holiday rentals in Thessaly

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Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.8Wonderful(67)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
£52+
Check availability
3 Goddesses' studios - Koukounaries
3 Goddesses' studios
Koukounaries, TS, Greece
9.0Wonderful(104)
Apartment
Parking
Free Wi-Fi
Air conditioning
£60+
Check availability
Strophilia Apartments - Koukounaries
Strophilia Apartments
Koukounaries, TS, Greece
9.4Wonderful(210)
Apartment
Parking
Free Wi-Fi
Air conditioning
£65+
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Zosimas House - Kalabaka
Zosimas House
Kalabaka, TS, Greece
9.7Wonderful(377)
House
Parking
Free Wi-Fi
Air conditioning
£72+
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Niso Skiathos - Skiathos
Niso Skiathos
Skiathos, TS, Greece
9.4Wonderful(209)
Apartment
Parking
Free Wi-Fi
Air conditioning
£84+
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Set of Flats Vol 1 2 3 - Tríkala
Set of Flats Vol 1 2 3
Tríkala, TS, Greece
9.1Wonderful(167)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£91+
Check availability
Trikala Paradise - Tríkala
Trikala Paradise
Tríkala, TS, Greece
8.9Very Good(132)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£95+
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Petite Luxury Urban House - Tríkala
Petite Luxury Urban House
Tríkala, TS, Greece
9.5Wonderful(73)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£107+
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Linda's Apartment - Tríkala
Linda's Apartment
Tríkala, TS, Greece
9.5Wonderful(12)
Apartment
Parking
Free Wi-Fi
Air conditioning
£125+
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Stardust - Kalabaka
Stardust
Kalabaka, TS, Greece
9.8Wonderful(29)
Apartment
Parking
Free Wi-Fi
Air conditioning
£125+
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Villa Mitzelos - Skiathos - Pool
Villa Mitzelos
Skiathos, TS, Greece
9.6Wonderful(34)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
£139+
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Trikala Apartments - Tríkala
Trikala Apartments
Tríkala, TS, Greece
9.2Wonderful(33)
Apartment
Parking
Free Wi-Fi
Air conditioning
£186+
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Anchor Villa - Skiathos
Anchor Villa
Skiathos, TS, Greece
9.7Wonderful(46)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£190+
Check availability
Cozy Apartment Trikala Center - Tríkala
Cozy Apartment Trikala Center
Tríkala, TS, Greece
10Wonderful(1)
Apartment
Parking
Air conditioning
£221+
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top1 view - Tríkala
top1 view
Tríkala, TS, Greece
10Wonderful(5)
Apartment
Free Wi-Fi
Air conditioning
£229+
Check availability
Full House Trikala Escape - Tríkala
Full House Trikala Escape
Tríkala, TS, Greece
9.8Wonderful(8)
Villa
Parking
Free Wi-Fi
Air conditioning
£234+
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 7 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
£62
Cheapest month to stay with an average 37% drop in price.
Most expensive month to stay with an average 61% 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 September.
  • 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, 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 354 properties and an average price of £217. The most popular holiday rentals in Thessaly among KAYAK users are Mariza's Guest House, Anchor Villa, and Villa Mitzelos.

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 £62. 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 £1,171.

  • 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 £5,020.

  • 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, homestays, chalets, cottages, towers, 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

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