Thessaly Vacation Rentals

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Top Cities in Thessaly

Top Vacation Rentals in in Thessaly

Beach nearby, sun loungers, beach towels
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church
10.0 out of 10, Exceptional, (35)
"We stayed at Perivoliou Villa as a family of four with our 19,18 year old ‘children’ we loved the location and was perfectly as described, rural, quiet, beautiful views. As others have said driveway is an experience, but to be fair we loved it every time we did it! Anthoula was the perfect host and helped pre arrival with information and also met us as the port to help settle us in to the island via the local supermarket for supplies. Every part of Skopelos was gorgeous and there’s plenty of...
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church
Exterior
Meteora Heaven and Earth Kastraki - Adults Only
10.0 out of 10, Exceptional, (14)
"This is a new property in Kastraki, which is a 15 min walk or 5 euro taxi ride from the town of Kalambaka. Kastraki is a small, quaint village at the foot of the monasteries in Meteora. There is a lovely family run restaurant just at the end of the road, and a bakery across the street. The rooms themselves are well designed, modern and comfortable. For a fee, ask about late check out. It’s very much worth it given the transportation options out of Kalambaka. I’d definitely come back again!"
The price is CA $177
CA $204 total
includes taxes & fees
May 19 - May 20
Meteora Heaven and Earth Kastraki - Adults Only
Beach nearby, sun loungers, beach towels
Villa Glikeria, W/pool, Lovely Sea Views And Close To Everything
10.0 out of 10, Exceptional, (12)
"Everything was just what we hoped for and more. Glykeria was extremely helpful in both ensuring our comfort at the Villa and in renting a car to us. The location is stunning and the Owners go the extra mile to make sure your stay is really enjoyable. Thank you!!! :)"
Villa Glikeria, W/pool, Lovely Sea Views And Close To Everything
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Deluxe Studio | Private kitchen
PSAMMITES
3.0 star property
10.0 out of 10, Exceptional, (16)
"Super hébergement à proximité des météores . Je recommande fortement "
The price is CA $76
CA $89 total
includes taxes & fees
May 17 - May 18
PSAMMITES
Outdoor dining
Magnificent Sunset
10.0 out of 10, Exceptional, (4)
"Thank you for such a wonderful stay. Nina and George were great hosts and very accommodating.The house is extremely well furnished and equipped with almost everything you could need for a comfortable stay. Two spacious bedrooms, great bathroom and a living area with TV and wifi. The kitchen has a large fridge, a modern hob and oven, toaster, kettle, plates and all sorts of utensils. It was also spotless. Outside there is a large terrace with a table, chairs and swing chair. It has a great view...
Magnificent Sunset
Beach
Neptune Private Pool, Walk to Beach, A/C, WiFi
10.0 out of 10, Exceptional, (12)
"The property is in a great location. A minute walk to a pebble beach with a few tavernas. The property is very private and surrounded by olive groves. Perfect for a couple looking for total relaxation."
Neptune Private Pool, Walk to Beach, A/C, WiFi
Outdoor pool
Villa Kentavros Fully private pool villa away from it all!
9.8 out of 10, Exceptional, (42)
"Massima privacy, bella casa dovrebbe avere una migliore e maggiore manutenzione"
The price is CA $162
CA $189 total
includes taxes & fees
May 27 - May 28
Villa Kentavros Fully private pool villa away from it all!
Garden
Asteri Studio's
2.0 star property
9.8 out of 10, Exceptional, (8)
"Beautiful view from our balcony and communal area round the front of the property. Very clean with great facilities and air con, the wifi was not the best so be prepared. Very steep walk up to the property which is doable if you are quite active, would recommend to have a car or motorcycle otherwise. Close to a bus stop, nice supermarket and town centre. "
The price is CA $66
CA $78 total
includes taxes & fees
Jun 2 - Jun 3
Asteri Studio's
Outdoor pool, pool umbrellas, sun loungers
Anthena Studios
4.0 star property
9.8 out of 10, Exceptional, (29)
"We had a lovely stay at Anthena apartments. Spotlessly clean- well equipped. Close to main area with plenty shops and bars and restaurant’s close by. Rannia and Stavros excellent hosts- such a lovely couple. Would definitely stay again! "
The price is CA $76
CA $89 total
includes taxes & fees
May 18 - May 19
Anthena Studios
Pool
Villa Kalyves - Beautiful Pool - Amazing Sea Views -Walk to Beaches
9.8 out of 10, Exceptional, (17)
"Lovely holiday in this absolutely stunning villa. The advantage of a separate guesthouse for two gave our daughter and her boyfriend welcome privacy. The views are amazing and everything is provided for a comfortable stay including aircon, efficient insect nets on doors and tv channels for most tastes. The only drawback is the distance to other parts of Skopelos as the driving is a bit hair raising and a good 30-40 mins to Skopelos town that has the best the island has to offer of bars, shops,...
Villa Kalyves - Beautiful Pool - Amazing Sea Views -Walk to Beaches
Exterior
Angelina Studios
9.6 out of 10, Exceptional, (14)
"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 !"
Angelina Studios
Exterior
Skiathos Repos Villas - luxurious villa in Ag. Paraskevi
9.6 out of 10, Exceptional, (27)
"Sophia the owner was a star and made our stay perfect, the villa and location is very peaceful and the pool is great too, it’s a bit of a walk to the first restaurant but down a very quiet lane so no problem."
Skiathos Repos Villas - luxurious villa in Ag. Paraskevi
Exterior
Beautiful stone house villa in Milina, quiet location, close to the seafront!
9.6 out of 10, Exceptional, (4)
"Beautiful garden, private and quiet."
Beautiful stone house villa in Milina, quiet location, close to the seafront!
Outdoor pool, pool umbrellas, sun loungers
Yalis Hotel
4.0 star property
9.6 out of 10, Exceptional, (45)
"Great hotel, nice breakfast and pool area. Staff are really nice too."
The price is CA $116
CA $142 total
includes taxes & fees
May 29 - May 30
Yalis Hotel
Beach
Villa Antigoni - Two Bedroom Villa, Sleeps 4
9.4 out of 10, Exceptional, (22)
"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...
Villa Antigoni - Two Bedroom Villa, Sleeps 4
Junior Suite | Terrace/patio
Centro Urban Suites
9.4 out of 10, Exceptional, (6)
"great location, only 15 min Drive to medeora monasteriers. lots of local food places to try and they are all excellent"
The price is CA $134
CA $155 total
includes taxes & fees
May 31 - Jun 1
Centro Urban Suites
Outdoor pool, an infinity pool
Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz
9.4 out of 10, Exceptional, (18)
"The owner met us at the port and was available during our stay for any queries we had. The noise from the road could be loud at times but did not really bother us. The wooden sun loungers definitely need replacing as they are unsafe. There was a light bulb out and the owner expected us to replace it! Inside the villa was a bit dated and needed updating. It was good having the space and two bathrooms. It was clean and the cleaners came in once during our stay. We enjoyed our stay very much as the...
Malena Pool Villa with stunning view in a quiet location. Free WIFI and jacuz
Deluxe Villa, 2 Bedrooms, Private Pool | Terrace/patio
Evlalia Studios & Villas
3.0 star property
9.2 out of 10, Wonderful, (39)
"We absolutely loved staying here! It’s a lovely hotel just on the edge of town, giving you incredible views and a lovely short walk into the centre of town. Our room was beautifully furnished and exceeded expectations. All members of staff and the owner were great at arranging transport, making us feel welcome and making sure we had everything that we needed. An absolute gem of a hotel in Skopelos that provided an amazing stay. We also arrange a boat trip with George literally 24 hours...
The price is CA $73
CA $88 total
includes taxes & fees
May 29 - May 30
Evlalia Studios & Villas
View from property
AMARANTHOS SKIATHOS VIEW
8.8 out of 10, Excellent, (41)
"The best place to stay on Skiathos! Room was wonderful, with comfortable beds, a well stocked kitchenette, and lovely balcony with a view of the sea. It was a 30 second walk to a beach with gorgeous turquoise water in addition to a 25 minute walk into town. I can’t say enough great things about the staff who not only were super helpful with the check in and transfer from the port to the hotel, but drove me back to the port for my early ferry when leaving. After checkout, when I realized I left...
AMARANTHOS SKIATHOS VIEW
Terrace/patio
Epavlis Meteora Suites Hotel
3.0 star property
8.8 out of 10, Excellent, (75)
"Great location and view. The staff are incredibly friendly, and made us feel welcomed and special. The room had 2 balconies and a stocked kitchen. Plus, breakfast was delightful, with local foods. We enjoyed our stay a lot. "
The price is CA $102
CA $121 total
includes taxes & fees
May 21 - May 22
Epavlis Meteora Suites Hotel
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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.

Everything you need to know about Thessaly vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Thessaly vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Thessaly vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Thessaly vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Thessaly vacation rentals we have selected for you start as low as CA $52 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 vacation 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 vacation.

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 Vacation Rental Travel Info

Vacation rentals
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
Expedia verified reviews