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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
With a stay at this vacation home in Skiathos, you'll be in the mountains, within a 10-minute drive of Port of Skianthos and Papadiamantis House.
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island
HOLIDAYS LIKE OLD GOOD TIMES

HOLIDAYS LIKE OLD GOOD TIMES

VOLOS
With a stay at this vacation home, you'll be centrally located in Rigas Feraios, 29.9 mi (48.1 km) from Volos Port and 25.9 mi (41.7 km) from Koutsoupiás ...
HOLIDAYS LIKE OLD GOOD TIMES
Anastazia Paradise

Anastazia Paradise

Agia Paraskevi Area, Skiathos
With a stay at Anastazia Paradise in Skiathos, you'll be near the beach, within a 10-minute drive of Port of Skianthos and Paraskevi Beach.
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
The price is AU$149 per night from 4 Apr to 5 Apr
AU$149
includes taxes & fees
4 Apr - 5 Apr
With a stay at this vacation home in Kalabaka, you'll be in the mountains, within a 5-minute drive of Meteora and Kalambaka Tourist Information Center.
A beautiful house, close to the city centre and only five minutes from Meteora.
Ckiathi

Ckiathi

Agia Paraskeyi, Skiathos
When you stay at this vacation home in Skiathos, you'll be near the beach, within a 15-minute drive of Port of Skianthos and Koukounaries Beach.
Ckiathi
LITTLE HIDDEN PARADISE

LITTLE HIDDEN PARADISE

Pirgos
A stay at this vacation home places you in the heart of Trikala, within a 5-minute drive of Trikala Castle and Clock Tower of Trikala.
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
With a stay at this vacation home in Skiathos, you'll be by the sea, within a 5-minute drive of Port of Skianthos and Psarochoma.
Eleni's Charming Cottage, ideal for Couples or Families seeking Natural Living
Maeiz Skopelos

Maeiz Skopelos

Glifoneri Beach, Skopelos, Sporades
When you stay at Maeiz Skopelos in Skopelos, you'll be on the beach, within a 5-minute drive of Port of Skopelos and The church of the Virgin Mary.
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 AU$225 per night from 5 Apr to 6 Apr
AU$225
includes taxes & fees
5 Apr - 6 Apr
With a stay at this vacation home in Skiathos, you'll be within a 10-minute drive of Port of Skianthos and Koukounaries Beach.
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
333 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$460
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 AU$273 per night from 12 Apr to 13 Apr
AU$273
includes taxes & fees
12 Apr - 13 Apr
When you stay at Divani Meteora Hotel in Kalabaka, you'll be in the historical district, within a 5-minute drive of Kalambaka Tourist Information Center and ...
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 AU$120 per night from 10 Apr to 11 Apr
AU$120
includes taxes & fees
10 Apr - 11 Apr
With a stay at Theatro Hotel Odysseon, you'll be centrally located in Kalabaka, within a 5-minute drive of Meteora and Kalambaka Tourist Information Center.
Theatro Hotel Odysseon
ELIVI Skiathos

ELIVI Skiathos

5 out of 5
Koukounaries Bay, Skiathos
The price is AU$460 per night from 4 May to 5 May
AU$460
includes taxes & fees
4 May - 5 May
When you stay at ELIVI Skiathos in Skiathos, you'll be on the beach, within a 15-minute drive of Koukounaries Beach and Port of Skianthos.
ELIVI Skiathos
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Asteri Studio's

Asteri Studio's

Agiou Fanouriou, Skiathos, Thessalia
With a stay at Asteri Studio's in Skiathos, you'll be near the beach, within a 5-minute drive of Port of Skianthos and Papadiamanti Museum.
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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