Thessaly holiday rentals

Search hundreds of travel sites at once for holiday home deals in Thessaly

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Thessaly holiday rentals

These are the best prices for 24-31 Mar.
Villa Karina - Kolios - Bedroom
Villa Karina
Kolios, TS, Greece
9.2Wonderful(636)
Apartment
€120+
Check availability
Alexia Studios - Skiathos - Bedroom
Alexia Studios
Skiathos, TS, Greece
8.6Very Good(38)
Apartment
€62+
Check availability
Asprolithos Studios - Skiathos - Living room
Asprolithos Studios
Skiathos, TS, Greece
9.1Wonderful(144)
Apartment
€92+
Check availability
Villa Jeanna - Troulos - Bedroom
Villa Jeanna
Troulos, TS, Greece
9.0Wonderful(301)
Apartment
€70+
Check availability
Margio Skiathos Apartments - Skiathos - Bedroom
Margio Skiathos Apartments
Skiathos, TS, Greece
8.8Very Good(269)
Apartment
€83+
Check availability
Villa Mitzelos - Skiathos - Pool
Villa Mitzelos
Skiathos, TS, Greece
9.6Wonderful(34)
Villa
€148+
Check availability
Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.2Very Good(290)
Apartment
€59+
Check availability
Villas Zoe - Skiathos - Living room
Villas Zoe
Skiathos, TS, Greece
9.5Wonderful(117)
Villa
€68+
Check availability
Skiathos Gea Villas - Katsaros - Pool
Skiathos Gea Villas
Katsaros, TS, Greece
9.4Wonderful(159)
Villa
€184+
Check availability
Guesthouse Machi - Vólos
Guesthouse Machi
Vólos, TS, Greece
9.2Wonderful(239)
Apartment
€81+
Check availability
Niso Skiathos - Skiathos
Niso Skiathos
Skiathos, TS, Greece
9.4Wonderful(209)
Apartment
€136+
Check availability
elizabeth studios - Skiathos
elizabeth studios
Skiathos, TS, Greece
8.8Very Good(388)
Apartment
€71+
Check availability
Casa Blue Marine, Philian Collection - Skiathos
Casa Blue Marine, Philian Collection
Skiathos, TS, Greece
8.7Very Good(418)
Apartment
€66+
Check availability
Mariza's Guest House - Skiathos
Mariza's Guest House
Skiathos, TS, Greece
9.9Wonderful(67)
Apartment
€59+
Check availability
Celine Volos by halu! Cozy apartments in the center - Vólos
Celine Volos by halu! Cozy apartments in the center
Vólos, TS, Greece
8.7Very Good(99)
Apartment
€59+
Check availability
Georgia's House Project - Skiathos
Georgia's House Project
Skiathos, TS, Greece
9.2Wonderful(11)
Apartment
€120+
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.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
February
€130
€112
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 110% 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 June.
  • The cheapest night for renting a holiday home in Thessaly is Monday. In contrast, the most expensive is Sunday.
  • 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, pet friendly, wifi, and beachfront are the most popular holiday rental property amenities in Thessaly
  • Holiday rentals in Thessaly are around 8% more expensive 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 Skopelos, with around 400 properties and an average price of €68. The most popular holiday rentals in Thessaly among KAYAK users are Smile Stella Studios, Smaragdi Rooms and Studios, and Sea View Studios.

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 Skopelos (44% of total searches to Thessaly). The next most popular destinations are Skiathos (33%) and Tríkala (11%). Searches for holiday rentals in Vólos (11%) 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 €63. 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 €518.

  • 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 €2,219.

  • 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.

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