Thessaly Holiday Rentals

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Top Holiday Rentals Destinations in Thessaly

"Beautiful view from pool!!!!!"

includes taxes & fees

23 Dec - 24 Dec

"If you can’t climb over 5 flights of stairs request a lower room! The view was amazing. Breakfast was awesome and they provide a laundry service for a fee but worth it as they fold it all and have it ready for you at the end of the day! Very helpful and friendly! "

"We were utterly impressed with the setup. Apartmant was very specious and high ceelings made the space even larger. Decor and color combination was terrafic. Place was safe, clean and felt brand new. Tropical shower head felt so good, I did not want to leave the shower. Kitchen set up was great, and coffe machine was brand new. We Highly recomend the place. Ps. Do not expect a mountain view but location is very convenient. "

includes taxes & fees

13 Jan - 14 Jan 2025

"Lovely Villa. Beautiful views, peaceful and quiet. Host Very helpful and friendly when needed. We stayed 10 days, the cleaners came twice to change sheets and towels etc. and to clean the pool. The cleaners also very nice and friendly. Can’t fault anything. We will definitely be back."

"Posto piacevole non lontano dal centro ma in area silenziosa. Pulito e comodo il bilocale. "

"This is a nice house but the listing is not as honest as it could be. The terrace and pool area is shared with another rental of a studio from the same hosts and the corner area in the shade shown in the photos belongs to the studio. There is no wifi and the air conditioning remote controls were nowhere to be found. There is no aircon downstairs. Upon requesting, they were produced, two days later. The toilet doesn’t flush unless the water pressure is switched on, but you can’t do that if you...

"Well equipped apartments in a beautiful and tranquil setting amongst the trees & overlooking the sea. We had a wonderful week here, it is in a great location close to beaches, restaurants and bus stop etc The apartments and the pool area are kept extremely clean. We were so well looked after by the owners and really didn't want to leave. We will be back !"

Beach nearby, sun-loungers, beach towels

"Our stay was marvelous! The host was very helpfull, helping with sea taxi areangments, car rentals. Sharing the tips for the best beaches. The property is lovely with 3 double rooms, so we were a party of: me with a kid, my sis with 2 kids and our mum. We each had own room. The kitchen is well equiped with a large fridge. The pool area is lovely even better then on pictures! The ride to property is steep but I could do it even if not used for manual and driving manual on the island 😀. So...

"Wonderful stone house with a beautigul garden. You'll find everything you need since house is well equipped. Clean bedclothes and towels. Air conditionnig and wifi working vey well. House and garden gives you shade to rest after a day on the beach. The parking space with a gate on the property. 10-15 minutes walking to the seaside with beaches, shops and restaurants. Owners are extremly friendly and helpful.And Pelion is so beautiful place. This was one of the best holidays ever "

includes taxes & fees

6 Jan - 7 Jan 2025

"Zona ottima, proprietaria molto gentile! L’appartamento non era il massimo"

includes taxes & fees

25 Dec - 26 Dec

includes taxes & fees

23 Dec - 24 Dec

Luxury Apartment, Sea View (Sunshine - Majestic) | Beach/ocean view

"Die Einrichtung wirkt auf den ersten Blick vielleicht kitschig. Aber alles in allem ist "Bird" eine wunderschöne Wohnung. Es ist für eine Ferienwohnung bestens ausgestattet. Es wird täglich der Müll geholt, das Bett gemacht und regelmäßig Bettwäsche und Handtücher gewechselt. Das Haus ist an einem steilen Hang und darum ist ein Auto empfehlenswert. Der Weg zu Fuß ist aus meiner Sicht zu beschwerlich. Der Pool ist phantastisch und die Aussicht auf den Sonnenaufgang war jeden Morgen phänomenal....

"We loved everything about our stay! The pool and view were spectacular and the house was exactly what we needed: decent sized kitchen so it was easy to make our own meals and a short drive/taxi ride to Glossa and Loutraki when we wanted to go out. Thanks!!"

"The property does not look anything like what it does in the pictures and they do not tell you that you need to be a very skilled driver to be able to even reach this property. I barely made it to see the place when I understood I could not stay there without risking my life going up the treacherous off road driving cliffside in order to reach it.. I immediately had to change my travel plans and instead of helping me the strange company that rents this and is not even located in Greece, would...

"We had such a lovely time in this beautiful house. Very private and so relaxing. Great pool. Dimitris is a great host, always available for any queries but never intrusive. Everything has been thought through so the house is really well-equipped and furnished in style. Also, the most comfortable bed we’ve ever had in a rental. Thanks so much Dimitris, we would love to come back!"

"What a beautiful villa. Like home from home, but with a much better view! Has everything you need for your stay. Excellently furnished and the outside areas are fantastic, with plenty of shaded areas. Eleni our housekeeper / pool assistant was most helpful and very friendly. Your own small car is essential. Any minor issues were dealt with very promptly. Very much recommend this beautiful villa and hope to one day return. We didn’t want to leave, the villa and the island is stunning and the...

"We gave just come to the end an amazing holiday with friends, the first time in Skiathos for all of us. This villa is the perfect place to stay, it is beautiful, very well designed and plenty of space inside and out. The views are incredible, quitebreathtaking. Speciam perfect host"

"The cottage itself was amazing with stunning views and a traditional vibe. Cottage Manager Evie is an amazing lady. She guided me well with all the details of getting to the cottage. She even helped us with our luggage, suggested all the places to go to nearby and also guided us on our onward journey. She is extremely helpful and very friendly! However, you need to be prepared for a tricky drive up the mountains and through a railway track. My first day, I was really scared about the drive but...

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Find out more about Thessaly

Everything you need to know about Thessaly holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Thessaly holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Thessaly holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Thessaly holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Thessaly. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Thessaly holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Thessaly holiday rentals we have chosen for you start as low as AU$175 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Thessaly rentals

At Expedia, we put the best Thessaly holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Thessaly rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Thessaly holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Thessaly. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Thessaly Holiday Home Travel Info

Holiday homes	333
Popular accommodation	Thessaly villas
Known landmarks	Koukounaries Beach, Little Banana Beach and Achladies Beach
International airports	Skiathos (JSI-Skiathos Island National) and Volos (VOL)

Recent reviews in Thessaly

5/5 Excellent

Close to Heaven

"Have stayed at this hotel before. Great staff, and the location is great. Views are breathtaking. Kalambaka, is the town below Meteora Greece. Once you've been, you will o ow why you feel like you are closest to Heaven..."

A verified traveller stayed at Divani Meteora Hotel

Posted 6 days ago

5/5 Excellent

"Our stay at Mirabilis Boutique Hotel was relaxing. The hotel was new, beautifully decorated, super clean, the staff was friendly and helpful, the breakfast buffet was wonderful, they had a menu to order off of as well with nice options. From the grounds and some of the other rooms there was a view of the monasteries. The hotel is a bit out of the main town area. The location feels a bit different as your surrounded by farms. It is a 5-7 minute drive to town, felt a bit far from everything. We liked everything except the location. Extra amenities like a hot tub or sauna would be nice to compensate for being out of town a bit. Still very nice and would recommend!"

A verified traveller stayed at Mirabilis Boutique Hotel

Posted 8 days ago

5/5 Excellent

"Incredibly nice and courteous staff. Professional and highly attuned to their guests. The epitome of hospitality. Restaurant was excellent and our favourite was the morning buffet - although the evening cuisine was very enjoyable. Facilities were extremely well kept and clean- as well as the pool area was very nice . "

A verified traveller stayed at Grecotel Larissa Imperial

Posted 3 weeks ago

5/5 Excellent

Comfortable and relax stay in Kalabaka!

"My family and I had a lovely stay in Kalabaka. The room was clean and spacious with a beautiful view of Meteora. The bed was comfortable. We arrived in the hotel slightly earlier than the check-in time and was able to check-in right away, the receptionist kindly stored our luggages for us after checking out too. Totally recommend staying here! 10 out of 10!"

A verified traveller stayed at Alsos House

Posted 2 months ago

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Thessaly Holiday Rentals

Plan, book, stay with confidence

Top Holiday Rentals Destinations in Thessaly

Meteora Hotel

Hovolo Hotel Apartments

Tsikaris Boutique Guesthouse

Villa Kentavros Fully private pool villa away from it all!

Karditsa Home Sweet Home

Sofia Studios

Villa Polymnia

Angelina Studios

-10% Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Beautiful stone house villa in Milina, quiet location, close to the seafront!

Terra di Meteora Suites 2

Skiathos Troulos studios 500 metres from the beach surrounded by pine trees.

ΧΡΗΣΤΟΣ RESORT

Villa Stratos Skiathos

Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz

Villa Antigoni - Two Bedroom Villa, Sleeps 4

Villa Pegasus Private pool villa ideal for a romantic get-away

Pool Villa-Sunset & sea Views - Quiet Location-Wifi- No Neighbour

Villa with Private Pool and Beautiful Aegean Sea Views

Stone Cottage in traditional Greek village with spectacular sea views

Find out more about Thessaly

Thessaly Holiday Home Travel Info

Recent reviews in Thessaly

Divani Meteora Hotel

Mirabilis Boutique Hotel

Grecotel Larissa Imperial

Theatro Hotel Odysseon

Doupiani House Hotel

Hotel Kastraki

Tsikeli Boutique Hotel Meteora - Adults Friendly

Alsos House

Atlas Hotel Skiathos