Book Holiday Homes in Thessaly

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Featured Holiday Homes in Thessaly

"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island

"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island

Taxiarchis
Stay at this vacation home in Skiathos. Enjoy free WiFi, private pools, and a garden. Popular attractions Port of Skianthos and Koukounaries Beach are located ...
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island
HOLIDAYS LIKE OLD GOOD TIMES

HOLIDAYS LIKE OLD GOOD TIMES

VOLOS
Stay at this vacation home in Rigas Feraios. Enjoy free WiFi, a garden, and patios.
HOLIDAYS LIKE OLD GOOD TIMES
Anastazia Paradise

Anastazia Paradise

Agia Paraskevi Area, Skiathos
Stay at this vacation home in Skiathos. Enjoy free WiFi, free parking, and a garden. Popular attractions Port of Skianthos and Koukounaries Beach are located ...
Anastazia Paradise
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A beautiful house, close to the city centre and only five minutes from Meteora.

A beautiful house, close to the city centre and only five minutes from Meteora.

Kalampaka
Stay at this vacation home in Kalabaka. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Meteora and Delphi & Thermopilae Day Trip ...
A beautiful house, close to the city centre and only five minutes from Meteora.
Ckiathi

Ckiathi

Agia Paraskeyi, Skiathos
Stay at this vacation home in Skiathos. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Koukounaries Beach and Port of Skianthos are ...
Ckiathi
LITTLE HIDDEN PARADISE

LITTLE HIDDEN PARADISE

Pirgos
Stay at this vacation home in Trikala. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Trikala Castle and Clock Tower of Trikala are ...
LITTLE HIDDEN PARADISE
Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living

Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living

Skiathos island
Book a stay at this family-friendly vacation home in Skiathos. Enjoy free WiFi, a water park, and breakfast (surcharge). Popular attractions Port of Skianthos ...
Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living
Maeiz Skopelos

Maeiz Skopelos

Glifoneri Beach, Skopelos, Sporades
Book a stay at this beach vacation home in Skopelos. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Port of Skopelos and Agios Konstantinos ...
Maeiz Skopelos
Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees

Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees

skiathos
The price is NZ$243 per night from 15 Apr to 16 Apr
NZ$243
includes taxes & fees
15 Apr - 16 Apr
Stay at this vacation home in Skiathos. Enjoy air conditioning. Popular attractions Koukounaries Beach and Port of Skianthos are located nearby.
Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Thessaly Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Thessaly vacation homes are the perfect way for you to wing it.

Holiday houses in Thessaly let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Thessaly in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Thessaly adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Thessaly with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Thessaly vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Thessaly Holiday Homes essential information

Accommodation
322 Holiday Homes
Lowest Price
NZ$131
Highest Price
NZ$504
Popular accommodation
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island, HOLIDAYS LIKE OLD GOOD TIMES, Anastazia Paradise, A beautiful house, close to the city centre and only five minutes from Meteora., Ckiathi, LITTLE HIDDEN PARADISE , Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living, Maeiz Skopelos, Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees

Top trending hotels in Thessaly

Divani Meteora Hotel

Divani Meteora Hotel

4 out of 5
National Rd, Trikala - Ioannina, Kalabaka, Thessalia
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 4 Apr to 5 Apr
NZ$302
includes taxes & fees
4 Apr - 5 Apr
Stay at this 4-star spa hotel in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Divani Meteora Hotel
Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St., Kalabaka, Trikala
Fully refundableReserve now, pay when you stay
The price is NZ$131 per night from 14 Apr to 15 Apr
NZ$131
includes taxes & fees
14 Apr - 15 Apr
Stay at this 4-star family-friendly hotel in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Theatro Hotel Odysseon
ELIVI Skiathos

ELIVI Skiathos

5 out of 5
Koukounaries Bay, Skiathos
The price is NZ$504 per night from 4 May to 5 May
NZ$504
includes taxes & fees
4 May - 5 May
Stay at this 5-star luxury resort in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Koukounaries Beach and Port of Skianthos ...
ELIVI Skiathos
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Asteri Studio's

Asteri Studio's

Agiou Fanouriou, Skiathos, Thessalia
Stay at this guesthouse in Skiathos. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Port of Skianthos and Koukounaries Beach are ...
Asteri Studio's
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More ways to explore Thessaly

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^Subject to availability and chosen travel dates.