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Holiday houses in the region of Thessaly & holiday apartments in the region of Thessaly

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A Holiday Home in Thessaly: Stunning Greek Landscape on Your Doorstep

The stunning natural beauty of Thessaly makes the region an exciting destination for families seeking to book an alternative holiday rental in Greece. The area does away with traditional resort clichés and invites travellers to explore. When visitors rent a holiday home in Thessaly, they're able to enjoy enchanting local attractions – including mountains, rivers, beaches, and of course Meteora, the site where Greek Orthodox monasteries are ‘Suspended in the Air’ – right on their holiday rental's doorstep.

What to Do

Take a stroll on Mt. Olympus, the highest mountain in Greece and home of Apollo, Zeus, Athena, and the rest of the Twelve Olympians, or hike up to the monasteries of Meteora for a stunning sunset view as far as the eye can see. With either option, you're sure to be surrounded by some of the best, most beautiful scenery in all of Greece.

Relax

A stay in Thessaly isn’t all about hiking and working up a sweat; it’s also a place to recover, relax, and spend some quality time with your loved ones, either in your holiday home in Thessaly itself, or on one of its stunning beaches. In particular, Mylopotamos and Agios loannis beaches in Pelion are especially beautiful, though make sure to visit between April and October if you want to swim – the weather gets chilly in the winter and spring/summer is by far the best time to visit. If you want to spend a lot of time hiking or cycling, visit in late spring or early autumn, when the weather is just about perfect for outdoor recreation and sitting on the balcony of your holiday house or holiday apartment.

A Unique Holiday Rental

Book a holiday house or holiday apartment in Thessaly for a memorable getaway of comfort, space, and an abundance of nearby historical attractions. And with ideal outdoor activities for the whole family, you might just find that your stunning Thessaly holiday rental is a place you return to again and again.

The top rated locations in the region of Thessaly

  1. Milina
  2. Agios Dimitrios Pelio
  3. Chorto

  • Kalambaka, Thessaly

    Holiday apartment for max. 6 persons

    Property no. 3478982
    from USD 1,960
    for 1 week
    Approx. 135 m², 2 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Kalambaka, Thessaly

    Holiday apartment for max. 6 persons

    Property no. 3478983
    from USD 1,960
    for 1 week
    Approx. 130 m², 3 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Kalambaka, Thessaly

    Holiday apartment for max. 6 persons

    Property no. 3478984
    from USD 1,960
    for 1 week
    Approx. 60 m², 3 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Kalambaka, Thessaly

    Holiday apartment for max. 6 persons

    Property no. 3478985
    from USD 1,960
    for 1 week
    Approx. 30 m², 2 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Kalambaka, Thessaly

    Holiday apartment for max. 4 persons

    Property no. 3478986
    from USD 1,960
    for 1 week
    Approx. 30 m², 1 bedroom, 1 bathroom, pets not allowed, Wifi
  • Kastraki, Thessaly

    Holiday apartment for max. 8 persons

    Property no. 3296919
    from USD 1,972
    for 1 week
    Approx. 90 m², 3 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Kalambaka, Thessaly

    Studio for max. 4 persons

    Property no. 3296907
    from USD 1,972
    for 1 week
    Approx. 45 m², 1 bathroom, pets not allowed, TV, Wifi
  • Kalambaka, Thessaly

    Holiday apartment for max. 9 persons

    Property no. 3296916
    from USD 1,972
    for 1 week
    Approx. 30 m², 2 bedrooms, 1 bathroom, pets not allowed, Wifi
  • Afetes, Thessaly

    Holiday home for max. 6 persons

    Property no. 369451
    from USD 408
    for 1 week
    Approx. 170 m², 2 bedrooms, 1 bathroom, pets not allowed, washing machine (from 01/01/2025), non-smoking property (from 01/01/2025)
  • Anixiatiko, Thessaly

    Holiday apartment for max. 5 persons

    Property no. 960992
    from USD 891
    for 1 week
    Approx. 80 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1) (from 01/01/2025), TV (from 01/01/2025), Wifi (from 01/01/2025), non-smoking property (from 01/01/2025),
  • Portaria, Thessaly

    Holiday home for max. 10 persons

    Property no. 1003431
    from USD 763
    for 1 week
    Approx. 210 m², 5 bedrooms, 5 bathrooms, pets not allowed, TV (from 01/01/2025), Wifi (from 01/01/2025), dishwasher (from 01/01/2025), non-smoking property (from 01/01/2025), beach approx. m,