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

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

€23 - €92€92 - €161€161 - €230€230 - €299€299+ per night

Property type

ApartmentHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Thessaly

Show all
Marlitsis Apartments & Studios - Skopelos
Marlitsis Apartments & Studios
Skopelos, TS, Greece
8.8Very Good(206)
Parking
Free Wi-Fi
Air conditioning
€39+
Check availability
Smile Stella Studios - Skopelos
Smile Stella Studios
Skopelos, TS, Greece
8.1Very Good(350)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€41+
Check availability
Katikies Stamatias Studios & Maisonettes - Skopelos
Katikies Stamatias Studios & Maisonettes
Skopelos, TS, Greece
9.6Wonderful(58)
Free Wi-Fi
Air conditioning
€54+
Check availability
Villa Angela - Skiathos - Bedroom
Villa Angela
Skiathos, TS, Greece
9.7Wonderful(9)
Free Wi-Fi
€54+
Check availability
Kalithea Studios - Stafylos - Building
Kalithea Studios
Stafylos, TS, Greece
9.5Wonderful(190)
Parking
Free Wi-Fi
Air conditioning
€62+
Check availability
Sklavos Studios - Neo Klima
Sklavos Studios
Neo Klima, TS, Greece
9.4Wonderful(221)
Parking
Free Wi-Fi
Air conditioning
€66+
Check availability
Poseidon - Stafylos
Poseidon
Stafylos, TS, Greece
9.3Wonderful(193)
Parking
Free Wi-Fi
Pool
Air conditioning
€66+
Check availability
Hellen Studios - Skiathos - Living room
Hellen Studios
Skiathos, TS, Greece
8.1Very Good(286)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€72+
Check availability
Ageri Studios - Stafylos
Ageri Studios
Stafylos, TS, Greece
9.3Wonderful(172)
Parking
Free Wi-Fi
Pool
Pet friendly
€72+
Check availability
Maria Studios - Neo Klima
Maria Studios
Neo Klima, TS, Greece
9.2Wonderful(198)
Parking
Free Wi-Fi
Air conditioning
€76+
Check availability
Villa Jeanna - Troulos - Bedroom
Villa Jeanna
Troulos, TS, Greece
9.0Wonderful(304)
Parking
Free Wi-Fi
Air conditioning
€79+
Check availability
Romance Dream Meteora 2 - Kalabaka - Dining room
Romance Dream Meteora 2
Kalabaka, TS, Greece
8.5Very Good(56)
Parking
Free Wi-Fi
Air conditioning
€87+
Check availability
Koromilia Villa - Neo Klima
Koromilia Villa
Neo Klima, TS, Greece
9.6Wonderful(91)
Parking
Free Wi-Fi
Air conditioning
€87+
Check availability
Angelina Studios - Kolios - Pool
Angelina Studios
Kolios, TS, Greece
9.3Wonderful(90)
Free Wi-Fi
Pet friendly
Air conditioning
€123+
Check availability
Port view apartment - Skopelos
Port view apartment
Skopelos, TS, Greece
9.7Wonderful(41)
Parking
Free Wi-Fi
Air conditioning
€123+
Check availability
Oasis Deluxe Apartments - Neo Klima
Oasis Deluxe Apartments
Neo Klima, TS, Greece
8.8Very Good(133)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€124+
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.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
August
€98
€92
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 27% 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 October and September.
  • 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, beachfront, air-conditioned, parking, pet friendly, and wifi are the most popular holiday rental property amenities in Thessaly
  • Holiday rentals in Thessaly are around 4% 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 Skiathos, with around 542 properties and an average price of €49. The most popular holiday rentals in Thessaly among KAYAK users are Kaiti`s House, Villa Angela, and Hellen 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 Skiathos (65% of total searches to Thessaly). The next most popular destination is Skopelos (35%).

  • 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 €57. Search here for similar prices

  • 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 €72 per night. 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 €342.

  • 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 €1,468.

  • 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, campgrounds, homestays, boats 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 12% 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

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.