Thessaly vacation rentals

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Booking Insights
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Best Thessaly vacation rentals

Luxurious and family friendly villa with large private pool 5 mins from Skiathos - Skiathos - Living room
Luxurious and family friendly villa with large private pool 5 mins from Skiathos
Skiathos, TS, Greece
9.0Wonderful(6)
Villa
Free Wi-Fi
C$ 180+
Check availability
Villa Karmelina Flat - Vólos - Balcony
Villa Karmelina Flat
Vólos, TS, Greece
9.0Wonderful(14)
Villa
Free Wi-Fi
C$ 283+
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Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.2Very good(290)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 84+
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Fani's House Under Meteora - Kastraki - Bedroom
Fani's House Under Meteora
Kastraki, TS, Greece
8.9Very good(65)
Apartment
Parking
Free Wi-Fi
C$ 153+
Check availability
Starlight Villas, Skiathos, Greece - Skiathos - Pool
Starlight Villas, Skiathos, Greece
Skiathos, TS, Greece
9.7Wonderful(9)
Villa
Free Wi-Fi
C$ 344+
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Villa Galani Agios Stefanos - Vólos - Living room
Villa Galani Agios Stefanos
Vólos, TS, Greece
10Wonderful(3)
Apartment
Parking
Free Wi-Fi
C$ 341+
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Skiathos Gea Villas - Katsaros - Pool
Skiathos Gea Villas
Katsaros, TS, Greece
9.3Wonderful(159)
Villa
Parking
Free Wi-Fi
Pool
C$ 834+
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Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(144)
Apartment
Parking
Free Wi-Fi
C$ 83+
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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
C$ 100+
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Astria Apartment 3 - Kalabaka
Astria Apartment 3
Kalabaka, TS, Greece
9.8Wonderful(27)
Apartment
Parking
Free Wi-Fi
C$ 132+
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Akratos House - Kastraki
Akratos House
Kastraki, TS, Greece
9.0Wonderful(74)
Apartment
Parking
Free Wi-Fi
C$ 110+
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Apartment near the sea, Volos - Vólos
Apartment near the sea, Volos
Vólos, TS, Greece
9.6Wonderful(42)
Apartment
Parking
Free Wi-Fi
C$ 116+
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Stardust - Kalabaka
Stardust
Kalabaka, TS, Greece
9.9Wonderful(36)
Apartment
Parking
Free Wi-Fi
C$ 227+
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Mikio Guest House - Kalabaka
Mikio Guest House
Kalabaka, TS, Greece
9.6Wonderful(28)
Apartment
Parking
Free Wi-Fi
C$ 153+
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Socrates Ethnic And Traditional Studio - Kalabaka
Socrates Ethnic And Traditional Studio
Kalabaka, TS, Greece
9.1Wonderful(81)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 66+
Check availability
Astria Apartment 2 - Kalabaka
Astria Apartment 2
Kalabaka, TS, Greece
9.6Wonderful(40)
Apartment
Parking
Free Wi-Fi
C$ 142+
Check availability
Booking Insights

KAYAK’s insights for vacation 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
December
C$ 155
C$ 148
Cheapest month to stay with an average 25% drop in price.
Most expensive month to stay with an average 52% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Thessaly, you should consider visiting during the low season. The cheapest vacation homes in Thessaly can be found in May and January.
  • The cheapest night for renting a vacation home in Thessaly is Friday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Thessaly for 1 days.
  • Air-conditioned, pool, beachfront, parking, pet friendly, and wifi are the most popular vacation rental property amenities in Thessaly
  • Vacation rentals in Thessaly are around 20% cheaper than hotels on average. Search here to compare prices for all accommodation types in Thessaly.

FAQs when booking a vacation home in Thessaly

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

    Based on KAYAK vacation rental searches, the most popular destination is Skiathos (42% of total searches to Thessaly). The next most popular destinations are Skopelos (25%) and Vólos (17%). Searches for vacation rentals in Larissa (8%) and Kalabaka (8%) are also popular.

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

    In the last 72 hours, users have found Thessaly vacation rentals for tonight for as low as C$ 141. Search here for similar prices

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

    In the last 72 hours, users have found Thessaly vacation rentals for this weekend for as low as C$ 205 per night. Search here for similar prices

  • What types of vacation rentals are available in Thessaly?

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

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

    There are a number of dog and pet-friendly Thessaly vacation rentals, with around 9% 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 vacation home.

Everything you need to know for your stay in Thessaly

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