Thessaly holiday rentals

We found 1,322 holiday rentals — enter your dates for availability

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September 2025

October 2025

Select from 461 houses, 605 apartments and other holiday rentals to find the perfect place for your stay in Thessaly. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a TV. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Popular Thessaly destinations on Stayz

Holiday rentals with weekly discounts - Thessaly

Showing deals for:19 Dec - 26 Dec

Exceptional

(9 reviews)

Villa Atheatos On The Most Beautiful Greek Island

Skopelos, Thessalia Sterea Ellada

9% off

for 7 nights, 1 villa

AU$487 per night

includes taxes & fees

Exceptional

(10 reviews)

Boutique villa with private pool in Alonissos island, Greece. Stunning sea view.

Alonissos

8% off

for 7 nights, 1 villa

AU$388 per night

includes taxes & fees

Exceptional

(11 reviews)

Villa Amanti, a Charming Traditional Old Stone House in Pelion.

South Pelion, Magnesia

13% off

for 7 nights, 1 home

AU$463 per night

includes taxes & fees

Exceptional

(24 reviews)

Skiathos Repos Villas - Brand new luxurious villa in Ag. Paraskevi

Skiathos

9% off

for 7 nights, 1 villa

AU$663 per night

includes taxes & fees

Aerial view of Villa Asteri and Kolios Bay

Exceptional

(7 reviews)

Skiathos Villa with Private Pool overlooking Beach

Skiathos, Thessalia Sterea Ellada

9% off

for 7 nights, 1 villa

AU$1,277 per night

includes taxes & fees

Exceptional

(6 reviews)

Boutique villa with private pool in Alonissos island, Greece. Mesmeric sea view.

Alonissos, Greece

8% off

for 7 nights, 1 villa

AU$489 per night

includes taxes & fees

Exceptional

(5 reviews)

Ocean-front villa, private pool in Alonissos island, Greece. Panoramic sea view.

Alonissos

8% off

for 7 nights, 1 villa

AU$388 per night

includes taxes & fees

Exceptional

(5 reviews)

Rustic hilltop Villa with magnificent views and a unique sunrise

Skiathos, Thessaly

14% off

for 7 nights, 1 villa

AU$495 per night

includes taxes & fees

Exceptional

(13 reviews)

Come vacation in a hilltop village on a Greek island overlooking the Aegean Sea

Skopelos, Thessaly

8% off

for 7 nights, 1 home

AU$205 per night

includes taxes & fees

Exceptional

(40 reviews)

Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Skiathos, Tessa??a Ste?e? ????da

9% off

for 7 nights, 1 villa

AU$698 per night

includes taxes & fees

Exceptional

(35 reviews)

Seafront Villa with amazing view just 30 meters from semi-private beach

Kanapitsa, Sporades

9% off

for 7 nights, 1 villa

AU$698 per night

includes taxes & fees

Find spaces that suit your style

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Find properties near top attractions in Thessaly

Meteora

Find the best place to stay - Thessaly

Skiathos Repos Villas - Brand new luxurious villa in Ag. Paraskevi

Sleeps 7 · 3 bedrooms · 3 bathrooms

Premier Host

LIVE A FAIRY TALE RESTING YOUR BODY AND SOUL WITH A GREAT VIEW OF THE SEA

Sleeps 6 · 3 bedrooms · 2 bathrooms

Seafront Villa with amazing view just 30 meters from semi-private beach

Sleeps 13 · 5 bedrooms · 3+ bathrooms

South eastern view of pool and Skiathos town

Premier Host

Stunning Views Of The Aegean Sea, Set In Olive Grove - EKT 0756K920000422801

Sleeps 12 · 5 bedrooms · 5+ bathrooms

Premier Host

240 sqm, large pool, 300m to the beach, fantastic sea views, 2 kitchens, air conditioning

Sleeps 8 · 4 bedrooms · 4 bathrooms

Top rated rentals - Thessaly

Premier Host

Pleasant stay

Convenient appartment with a balcony and a good view. Nick was very nice and helpful.

Olga B.

Stayed May 2025

Premier Host

Absolutely Stunning Villa & Location

Poulcheria & Nikos, your villa is simply outstanding. It is absolutely as described, however, being there in person takes to another level. So many beautiful areas to relax outside with stunning views of the Aegean and surrounding countryside. From intial booking and throughout our stay, communication with the hosts was incredibly responsive. Nikos was amazing, even when our departure ferry unexpectedly changed for Glossa to Skopelos town, Nikos came to our rescue by transporting luggage for 4 adults from the villa to Skopelos port. This is truly a place to relax and enjoy the surroundings, but having your own transport is essential. Thanks again and hope to return some day.

Mick G.

Stayed June 2024

Premier Host

Skiathos in May

We had a lovely time in Skiathos. We visited in early May and the weather was a bit colder than usual, so we didn’t spend as much time in the pool as we might have liked. The place is lovely, very open and spacious, and flows down into the pool area. There is lots of space to sit back and relax and let the world go by. We cooked most nights and the kitchen was very easy to use. Stamatis was a very attentive host and made sure we had everything we needed. Would definitely visit again

Ronan F.

Stayed May 2023

Why people love visiting scenic Thessaly

Enjoy the temples and other features of Thessaly. Revered for its cafes, mountain views and hiking, this city is both scenic and relaxing. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Exploring the mountains and other natural features in Thessaly

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Thessaly is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Mt. Ossa (18.5 mi / 29.7 km)
Spring of Kokkino Nero (23.8 mi / 38.3 km)
Psarólakas Beach (24 mi / 38.6 km)
Nei Pori Beach Park (26.5 mi / 42.7 km)
Skotina Beach (28.6 mi / 46 km)
Tempi Valley (18.4 mi / 29.6 km)

Travelling to and around Thessaly

The nearest airport is in Volos (VOL), located 34.4 mi (55.4 km) from the city centre.

If you prefer to travel by train, Larissa Station, Palaeofarsalos Station and Volos Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Thessaly when booking a holiday home?

Mouresi is among the more popular areas for a holiday home in Thessaly. Check out our range of relaxing stays and then get out and explore this destination like a local.

What is the most popular type of holiday home accommodation in Thessaly?

Villas are the most popular kind of holiday home in Thessaly, according to our data. Even if you've got something different in mind, Stayz has properties in all sizes and shapes. Browse our options to find your perfect pad.

How much does it cost to rent a holiday home in Thessaly?

The average price for a holiday home in Thessaly is determined by a number of factors, like property type, length of stay and season. Whether you're thinking about a sprawling villa with space for the whole family or an apartment for just you and the kids, just enter your dates of travel to find stays with great value.

How much does it cost to rent a beach house in Thessaly?

The average price for a holiday home close to the beach in Thessaly depends on when you're going and the type and size of property you're searching for. You can find prices quickly and easily on Stayz by entering your preferred travel dates and destination. Then make use of the filter tool to choose the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a hot tub.

What are popular home amenities in Thessaly?

A fridge, an oven and off-street parking options are rated the most popular home amenities in Thessaly. Whether you're taking a trip alone, with a partner or a group of best friends, Stayz will help you find a holiday home that fits your tastes with all the options you need.

Are there large group holiday homes in Thessaly?

With 89 holiday homes that can sleep 10 or more guests in Thessaly, you won't have to leave anyone off your invite list. From fun family holidays to events like birthday and Christmas parties, Stayz will help you find a large group home to suit the occasion.

Can I find two-bedroom holiday homes in Thessaly?

Thessaly has 366 two-bedroom properties to choose from. Book a holiday home with all the comfort and privacy you want at a fantastic price on Stayz.

Are there holiday homes with WiFi in Thessaly?

Thessaly has 259 holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to catching up on social media, these Stayz homes will keep you online.

How old do you have to be to rent a holiday home in Thessaly?

You'll have to check with thessaly holiday home you want on Stayz as the minimum age differs. However, generally it's 16, 18 or 21.

How long can I rent a holiday home in Thessaly for?

The amount of time you can book a Thessaly holiday home for is up to each property. Just tap in your travel dates to browse available options that offer long-term stays. They come with all you require to make your extended break more comfortable and convenient, such as kitchens and air conditioning. Some Stayz holiday properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.