Thessaly holiday rentals

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Booking Insights
Recommended by KAYAK

Best Thessaly holiday rentals

Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.2Very Good(290)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€52+
Check availability
Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(144)
Apartment
Parking
Free Wi-Fi
Air conditioning
€51+
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Villa Karina - Kolios - Bedroom
Villa Karina
Kolios, TS, Greece
9.2Wonderful(636)
Apartment
Free Wi-Fi
Air conditioning
€58+
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Alexia Studios - Skiathos - Bedroom
Alexia Studios
Skiathos, TS, Greece
8.6Very Good(38)
Apartment
Parking
Free Wi-Fi
Air conditioning
€22+
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Skyframe Apartments - Skiathos - Balcony
Skyframe Apartments
Skiathos, TS, Greece
9.1Wonderful(3)
Apartment
Parking
Free Wi-Fi
Air conditioning
€100+
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The Water - Skiathos - Balcony
The Water
Skiathos, TS, Greece
8.6Very Good(423)
Apartment
Free Wi-Fi
Air conditioning
€110+
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Margio Skiathos Apartments - Skiathos - Bedroom
Margio Skiathos Apartments
Skiathos, TS, Greece
8.8Very Good(269)
Apartment
Free Wi-Fi
Air conditioning
€82+
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Villa Jeanna - Troulos - Bedroom
Villa Jeanna
Troulos, TS, Greece
9.0Wonderful(301)
Apartment
Parking
Free Wi-Fi
Air conditioning
€57+
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Niso Skiathos - Skiathos
Niso Skiathos
Skiathos, TS, Greece
9.4Wonderful(209)
Apartment
Parking
Free Wi-Fi
Air conditioning
€93+
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Casa Blue Marine, Philian Collection - Skiathos
Casa Blue Marine, Philian Collection
Skiathos, TS, Greece
8.7Very Good(418)
Apartment
Free Wi-Fi
Air conditioning
€69+
Check availability
Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.9Wonderful(67)
Apartment
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
€59+
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Vabel Skiathos - Skiathos
Vabel Skiathos
Skiathos, TS, Greece
9.9Wonderful(286)
Apartment
Parking
Free Wi-Fi
Air conditioning
€92+
Check availability
elizabeth studios - Skiathos
elizabeth studios
Skiathos, TS, Greece
8.8Very Good(388)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
€74+
Check availability
Pansion Matoula - Skiathos
Pansion Matoula
Skiathos, TS, Greece
9.6Wonderful(315)
Apartment
Parking
Free Wi-Fi
Air conditioning
€72+
Check availability
Meteora vibes - Kalabaka
Meteora vibes
Kalabaka, TS, Greece
9.6Wonderful(243)
Villa
Parking
Free Wi-Fi
Air conditioning
€92+
Check availability
Casa Blue Sea View, Philian Collection - Skiathos
Casa Blue Sea View, Philian Collection
Skiathos, TS, Greece
8.1Very Good(237)
Apartment
Free Wi-Fi
Air conditioning
€46+
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)

January
December
€107
€79
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 60% 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 September and August.
  • The cheapest night for renting a holiday home in Thessaly is Saturday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Thessaly for 3 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 17% cheaper than hotels on average. Search here to compare prices for all accommodation types in Thessaly.

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 (40% of total searches to Thessaly). The next most popular destinations are Skopelos (40%) and Tríkala (10%). Searches for holiday rentals in Vólos (10%) are also popular.

  • 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 €80 per night. Search here for similar prices

  • 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, lodges, houses, villas, chalets, cottages, towers, homestays, campgrounds, boats, guest houses, hotels 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 7% 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

Car hire in Thessaly