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Make a holiday rental property or villa in Thessaly, Greece your home away from home

The central region of Mainland Greece, Thessaly (Thessalia) is a low-lying plain surrounded by dramatic, soaring peaks. Sharing a border with Macedonia, Sterea Ellada and Epirus and the Aegean Sea, Thessaly is a land of contrasts.

Things to do on holiday to Thessaly, Greece

The countryside of Thessaly, Greece is quite remarkable. The peaks of four mountain ranges can be found within the region, offering extremely good walking, riding and mountain biking. The many gorges, woodlands and rivers also provide a terrain perfect for outdoor activity, allowing you to try almost any activity from a self catering Thessaly property. The regions 24 Byzantine Monasteries which cling to some of the towering Meteora rocks of the region almost defy belief, and attract many people to the area. The mountain villages, spa centres and churches of the Agrafa Mountains are particularly spectacular and traditional, well worth investigating for a few weeks if you can find the time from your Thessaly villa.

The Meteora Monasteries of Thessaly are a huge attraction. Capping the top of gigantic rock towers in the deep canyons of the Pindus Mountains, the monasteries cannot fail to capture your imagination, beautiful and stately, humble yet defying belief.

During the summer, the beaches of the Aegean coast are filled with relaxed sunbathers. The beaches are wonderfully long, stretching as far as the eye can see in many cases, giving you plenty of space on which to lay your towel. There are some fantastic opportunities for water sports within the region, and the waters of the Aegean are warm enough to swim in for a huge portion of the year.

During the winter months, you can even ski in Thessaly! The ski centres of Agriolefkes and Vryssopoules are very popular during the winter, with some great intermediate level skiing and offering stunning scenery in all directions.

Places to visit on holiday to Thessaly, Greece

Volos, the capital of the region is ideally located for a first holiday in Thessaly, situated between the beaches of the Pagasitic Gulf and the wooded slopes of Mt Pelion. The town bustles with life, especially around the chic waterfront, which is filled with top class restaurants, fashionable shops and atmospheric cafes.

Trikala has a huge amount to offer those on holiday in Thessaly, Greece. Its most famous site, the Byzantine Fortress that stands above the town, is certainly worth exploration, whilst the nearby spas are perfect for a lazy day of pampering.

Weather in Thessaly, Greece

The landscape of Thessaly results in some quite large fluctuations in regional climate. However, on the whole, summers are very warm, with average monthly temperatures in July and August hitting about 30°C. In the winter months, temperatures on the low lying plains still average around 10°C, although the higher you go into the mountains, the cooler conditions become.

Travel to Thessaly, Greece

The Thessaloniki International Airport (SKG) is the best entry point for reaching a self catering Thessaly property, located in the neighbouring county, Macedonia. There are a surprising number of flights to Thessaly direct from the UK, with British Airways and easyJet flying fromLondonand Thomson Airways providing flights from airports including Bristol (BRS), Manchester (MAN) and Newcastle(NCL).

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Thessalia Holiday Villas & Homes (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Wonderful! 4.8/5
    (19 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Chateau / Country House #436236
    19
    Viewed 6 times in the last 48 hours
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 7
      Apartment #858092vb
      1
      Viewed 8 times in the last 48 hours
        • 2 BR
        • 2 BA
        • Sleeps 6
        House #6883056
          Wonderful! 4.9/5
          (8 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          House #8059007
          8
          Viewed 10 times in the last 48 hours
            Wonderful! 4.8/5
            (12 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Separate Toilet
            • Sleeps 8
            Villa #1060359
            12
            Viewed 18 times in the last 48 hours
              Exceptional! 5.0/5
              (5 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              Multiple rentals House #2112309
              5
              Viewed 9 times in the last 48 hours
                Exceptional! 5.0/5
                (5 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #3861293
                5
                Viewed 6 times in the last 48 hours
                  • 5 BR
                  • 5 BA
                  • Sleeps 12
                  Villa #6820515
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #6556814
                    1
                    Viewed 6 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Multiple rentals House #2366426
                        • 5 BR
                        • 2 BA
                        • Sleeps 10
                        Multiple rentals Apartment #2366426
                        5
                        Viewed 18 times in the last 48 hours
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Multiple rentals Apartment #2366426
                          1
                          Viewed 7 times in the last 48 hours
                            avg/night
                            • 5 BR
                            • 4 BA
                            • Sleeps 9
                            Multiple rentals Villa #1483933
                            Viewed 6 times in the last 48 hours
                              • 6 BR
                              • 4 BA
                              • Sleeps 10
                              Multiple rentals Villa #1483933
                              1
                              Viewed 8 times in the last 48 hours
                                avg/night
                                • 6 BR
                                • 4 BA
                                • Sleeps 8
                                Multiple rentals Villa #1483933
                                Viewed 6 times in the last 48 hours
                                  • 2 BR
                                  • Sleeps 5
                                  Villa #1004899
                                  1
                                    avg/night
                                    • 7 BR
                                    • 6 BA
                                    • Sleeps 14
                                    Villa #852612
                                    4
                                    Viewed 9 times in the last 48 hours
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 11
                                      Villa #8010674
                                      Viewed 15 times in the last 48 hours
                                        • 6 BR
                                        • 6 BA
                                        • Sleeps 20
                                        Villa #8098015
                                        Viewed 13 times in the last 48 hours
                                          avg/night
                                          • 6 BR
                                          • 6 BA
                                          • Sleeps 20
                                          House #6045690
                                          Viewed 7 times in the last 48 hours
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 7
                                            Villa #4146576
                                            3
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              Villa #8134237
                                              1
                                              Viewed 8 times in the last 48 hours
                                                • 5 BR
                                                • 3 BA
                                                • Separate Toilet
                                                • Sleeps 10
                                                Villa #1732030
                                                4
                                                Viewed 9 times in the last 48 hours
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Cottage #2401000
                                                  2
                                                  Viewed 5 times in the last 48 hours
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Multiple rentals Apartment #2004501
                                                    10
                                                    Viewed 12 times in the last 48 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Cottage #1483248a
                                                      2
                                                      Viewed 5 times in the last 48 hours
                                                        Very Good! 4.0/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • Separate Toilet
                                                        • Sleeps 2
                                                        House #1749800
                                                        8
                                                        Viewed 17 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Cottage #8134323
                                                          1
                                                            Wonderful! 4.9/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • Separate Toilet
                                                            • Sleeps 6
                                                            Villa #8027872
                                                            10
                                                            Viewed 6 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              House #1996108
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                Apartment #6024596
                                                                3
                                                                  • 2 BR
                                                                  • 3 BA
                                                                  • Sleeps 5
                                                                  Villa #1659648
                                                                  14
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 8
                                                                    Multiple rentals Villa #1839542
                                                                    1
                                                                    Viewed 6 times in the last 48 hours
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Villa #833019
                                                                      Viewed 31 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • Sleeps 6
                                                                        Villa #550465
                                                                        8
                                                                        Viewed 20 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                          Villa #8128940
                                                                          5
                                                                          Viewed 7 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            Villa #488453
                                                                            7
                                                                            Viewed 9 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Sleeps 14
                                                                              Villa #8149905
                                                                              13
                                                                              Viewed 23 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 4
                                                                                Multiple rentals Villa #1839542
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 4
                                                                                  Multiple rentals Villa #1839542
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 8
                                                                                    Multiple rentals Villa #1839542
                                                                                      • Studio
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #1982655
                                                                                        Exceptional! 5.0/5
                                                                                        (22 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Villa #413961
                                                                                        22
                                                                                        Viewed 14 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 7
                                                                                          Villa #62732
                                                                                          15
                                                                                            Exceptional! 5.0/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #853747
                                                                                            7
                                                                                            Viewed 15 times in the last 48 hours
                                                                                              • 1 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Multiple rentals Villa #448691
                                                                                              8
                                                                                                Exceptional! 5.0/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 4
                                                                                                Multiple rentals Villa #448691
                                                                                                7
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                • 1 - 50 of 300+
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Perfect retreat in a stunning location

                                                                                                5 of 5
                                                                                                Villa Eleonorae is quite simply an absolute gem. It is set alone on the top of a hill, with stunning views that take in the harbour of Loutraki, the hillside town of Glossa, and the neighbouring island of Skiathos. We spent many hours enjoying the view from the veranda with it's hammock and comfy chairs. Because you are not overlooked by anyone, you can fully relax and feel at home here straight away, enjoying the immaculate pool and gardens at the villa. Shane has built the house so thoughtfully, with plenty of outside space, whether you want sun or shade, all day long. To top off the spectacular views, the villa also enjoys the most incredible sunsets. Inside the house was spotless for our arrival, cool and comfortable during our stay. So long as you have your own vehicle (preferably a jeep as the track up to the house is pretty steep!) you don't feel at all isolated as you can reach the nearby town of Glossa within 5 minutes. The shopkeepers at the local supermarket are incredibly friendly, and all necessities can be found here. Glossa is a really lovely spot to be based near with some nice restaurants, bakery and classic Greek streets to wander. Agnanti was our favourite restaurant but we also liked the cafe in the little square by the church. The whole island is easily explored - no where takes any longer than 45 minutes to an hour to drive to. We visited some fantastic beaches (Perivoli was top in our books), seaside tavernas, churches and enjoyed a couple of trips to Skopelos town. For one trip we took the 'scenic' route through the island's interior and over Mount Delphi. Shane was a fantastic host, great communication before our stay and incredibly helpful while we were there, though not at all intrusive. We were travelling with our one year old daughter, and Shane provided all amenities we needed, including setting up additional safety gates for us around the villa in advance of our stay - much appreciated. Magic Cars who we hired our Suzuki Jimni from were also excellent. All in all we can't fault this holiday - it was perfect for what we wanted and the villa was of an exceptional quality.
                                                                                                • Review Submitted: 28-Sep-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Fabulous remote location with breathtaking views

                                                                                                5 of 5
                                                                                                We had another wonderful week in Skopelos. Antony could not have been more helpful. He helped with the timings of the transfer from Skiathos (which is always a worry). Antony also organised a reduced rate for our hire car. All in all it was a very chilled enjoyable stay .
                                                                                                • Review Submitted: 26-Sep-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Stunningly peaceful, beautiful haven

                                                                                                5 of 5
                                                                                                We could not have been happier with the Anemolia Blue. The villa is perfectly designed and built to a high standard in a high position giving glorious views. The pool is gorgeous, the air con a great welcome amenity. The communication before arrival was always excellent, and we were collected by Konstantina from the port and we had prebooked a jeep to be delivered to the villa the next day by Vadilis at Turismo Moto at Patitiri. Ko stantina was available should we have needed her, but we didnt. The lovely cleaning lady did a full clean and towel and linen cgange each time. This villa is goid quality throughout and perfect for the 2 of us, although there is a gallery twin that we didnt even go up to. Would highly recommend to anyone but you do need a car, then you have a great selection of small pebble and a great sandy beach all within a 5 minute drive. Thank you Konstantina and Maria for sharing your villa with us Paul and Barbara Charlton
                                                                                                • Review Submitted: 17-Sep-2016
                                                                                                • Date of Stay: Sep 2016