Country Retreats in Greece



The Greek Islands may be best known for their pretty harbours and secluded bays but just a short drive inland, visitors can discover dramatic contrasts of rolling hills with an ancient character and stunning scenery of olive groves and lush vegetation. 

Also view our collection of countryside properties in Corsica, Mallorca and Turkey.

Our starting prices are shown below. To find those applying to your specific travel dates, visit the individual property pages or contact our travel experts on 020 8392 5858.


  • Villa Antiopi, Crete, Greece
    Situated between the traditional old village of Adele and the sandy beach at Adelianos Kampos lies Villa Antiopi, a beautiful stone house set in attractive gardens, with ancient olive and fruit trees. The house allows for space and privacy with...
    • Beautiful stone built house
    • Rural tranquillity
    • Family friendly
    • Traditional village nearby
    • 3 bedrooms (sleeps 6)
    • Complimentary wifi
    • Private swimming...
    £623pp*
    based on 6 people

    * Includes

    More Details
  • Villa Trouli, Crete, Greece
    The landscape west of Chania is a palette of silvers, greens, blues and terracotta, its timeless hilltops and olive groves set against the backdrop of the White Mountains. Trouli sits on the crest of one of these small hills and combines style...
    • Stylish and spacious hilltop villa
    • Private swimming pool
    • Panoramic sea and mountain views
    • Complimentary wifi
    • 3 air-conditioned bedrooms (sleeps 6)
    • Beach 10min...
    £630pp*
    based on 6 people

    * Includes

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  • The Rou Estate, Corfu, Greece
    The transformation of a ruined hamlet in the foothills of Mount Pantokrator into 14 stunning and imaginatively equipped houses which now comprise the Rou Estate was the vision of a British architect, Dominic Skinner, and his Dutch wife,...
    • An extraordinary discovery
    • Exclusive north east Corfu
    • Beautifully restored village
    • Breathtaking views
    • 2-5 bedroom houses
    • Magnificent gardens
    • 14 stylish and elegant...
    £662pp*
    based on 8 people

    * Includes

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  • Simpson Secret – Crete, Crete, Greece
    Set on a hill in a rural village setting, Maria’s House provides a peaceful starting point for exploring the island – or simply relaxing, with lovely views across the patchwork of fields, rolling hills and vineyards below, and just one other...
    • Simpson Secret – Eastern Crete
    • Charming house in rural village
    • Private swimming pool
    • Air-conditioned
    • 2 bedrooms (sleeps 4)
    • Set amongst rolling hills and...
    £707pp*
    based on 4 people

    * Includes

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  • Villa Argiro, Crete, Greece
    Standing on a wide hilltop, rising between two gorges, Villa Argiro, one of three detached private villas with views encompassing the diverse beauty of Crete and perfectly positioned for exploring both the north and south coasts. The area enjoys...
    • Detached hilltop villa
    • Private swimming pool
    • Air-conditioned living area
    • Spectacular sea and mountain views
    • 1 bedroom (sleeps 3)
    • Complimentary wifi
    • Taverna 20min...
    £711pp*
    based on 3 people

    * Includes

    More Details
  • Villa Vangelio, Crete, Greece
    Standing on a wide hilltop, rising between two gorges, Villa Vangelio one of three detached private villas with views encompassing the diverse beauty of Crete and perfectly positioned for exploring both the north and south coasts. The area enjoys...
    • Detached hilltop villa
    • Private swimming pool
    • Air-conditioned living area
    • Spectacular sea and mountain views
    • 1 bedroom (sleeps 3)
    • Complimentary wifi
    • Taverna 20min...
    £711pp*
    based on 3 people

    * Includes

    More Details
  • Villa Katerina , Crete, Greece
    Standing on a wide hilltop, rising between two gorges, Villa Katerina one of three detached private villas with views encompassing the diverse beauty of Crete and perfectly positioned for exploring both the north and south coasts. The area enjoys...
    • Detached hilltop villa
    • Private swimming pool
    • Air-conditioned living area
    • Spectacular sea and mountain views
    • 1 bedroom (sleeps 3)
    • Complimentary wifi
    • Taverna 20min...
    £725pp*
    based on 3 people

    * Includes

    More Details
  • Villa Ino, Ithaca, Greece
    Nestled on the hillside within a few minutes’ drive of Vathy harbour, Villa Ino is a new two-bedroom property with its own pool and magnificent sea views. The décor is fresh and contemporary, with a nod to traditional Greek pension style via...
    • Bright and airy villas
    • Beautiful views
    • Peaceful location
    • 2 bedrooms (sleeps 4)
    • Private swimming pool
    • Complimentary wifi
    • Air-conditioning
    • No children under 8...
    £727pp*
    based on 4 people

    * Includes

    More Details
  • Emily's House, Corfu, Greece
    Corfu’s north eastern coastline is one of the most enduringly lovely in the whole of Greece, little changed since Gerald Durrell first wrote about his family holidays. Gleaming, white-pebble coves shelter sleek super-yachts, discreetly opulent...
    • Uniquely designed villa
    • Castle turret
    • Stunning sea views
    • Secluded gardens
    • 3 air-conditioned bedrooms (sleeps 6)
    • Roof terrace
    • Private infinity swimming...
    £760pp*
    based on 6 people

    * Includes

    More Details
  • Haniotena Cottage, Crete, Greece
    Haniotena Cottage lies between a tiny white-washed chapel and a carved village spring at the end of a narrow lane in Kritsa. This is one of Crete's oldest and prettiest villages, set on a hillside but only a short drive inland from the sea....
    • Romantic cottage
    • Private swimming pool
    • Beautiful country views
    • Complimentary wifi
    • 1 air-conditioned bedroom (sleeps 4)
    • Beach 15min drive
    • Tavernas/shops 5min...
    £786pp*
    based on 3 people

    * Includes

    More Details
  • Arosmari Village Hotel, Crete, Greece
    Arosmari Village Hotel is a haven; a cluster of stone and cypress wood cottages with a beautiful garden at its heart, set in the timeless village of Vamos. Here, among roses, jasmine and lavender are many secret corners to read, meditate or sleep...
    • Couples/adults only
    • Exclusive to Simpson Travel
    • Delightful village hotel
    • Beautiful tranquil gardens
    • 1-2 air-conditioned bedrooms
    • Majestic views of the White...
    £797pp*
    based on 4 people

    * Includes

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  • Elaia, Corfu, Greece
    This large and very attractive family home on the ever-popular north east coast of Corfu is perhaps best described as a view with a villa attached! Elaia occupies a prime spot on the hillside overlooking Kerasia beach and the bay of Agios...  
    • Attractive family home
    • NE Corfu
    • Stunning views
    • 4 air-conditioned bedrooms (sleeps 8)
    • Hillside position
    • Private swimming pool
    • Country house-style...
    £860pp*
    based on 8 people

    * Includes

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  • Vainas House, Skopelos, Greece
    Half-hidden along a winding track between plum and fig trees is this 100-year-old cottage with a wonderful view overlooking the Aegean, framed by headlands of olive and cypress trees with glimpses of distant mountains. Vainas is full of...
    • Delightfully positioned house
    • Bright and stylish
    • Private swimming pool
    • Complimentary wifi
    • 2 air-conditioned bedrooms (sleeps 4)
    • Sea views and private gardens
    • Beach 20min...
    £876pp*
    based on 4 people

    * Includes

    More Details
  • Arpaki Cottage, Skopelos, Greece
    This delightful country cottage, reached by a private track, is shaded by a beautiful Mediterranean oak. The upper balcony is almost a room in itself, a peaceful place to read or relax under the oak’s branches. Arpaki is an appealing...
    • Charming and peaceful cottage
    • Shaded terraces with sea and countryside views
    • Private swimming pool
    • Complimentary wifi
    • 1 air-conditioned bedroom (sleeps 3)
    • Beach 15min...
    £919pp*
    based on 3 people

    * Includes

    More Details
  • Villa Sonatina, Crete, Greece
    In a peaceful grove of silvery olive tree lies Villa Sonatina. One of two detached private villas, close to Arkadi Monastery, with views over the countryside towards the sea and perfectly positioned for exploring both the north and south coasts. The...
    • Delightful contemporary villa
    • Private swimming pool
    • Air-conditioned
    • Countryside setting
    • 1 bedroom (sleeps 2)
    • Complimentary wifi
    • Beach 20min drive
    • Tavernas...
    £949pp*
    based on 2 people

    * Includes

    More Details
  • Villa Adagio, Crete, Greece
    In a peaceful grove of silvery olive tree lies Villa Adagio. One of two detached private villas, close to Arkadi Monastery, with views over the countryside towards the sea and perfectly positioned for exploring both the north and south coasts. The...
    • Delightful contemporary villa
    • Private swimming pool
    • Air-conditioned
    • Countryside setting
    • 1 bedroom (sleeps 2)
    • Complimentary wifi
    • Beach 20min drive
    • Tavernas...
    £949pp*
    based on 2 people

    * Includes

    More Details
  • Olivia Cottage, Skopelos, Greece
    Olivia Cottage is situated amongst fields and olive groves, in an ideal position close to the beautiful Stafilos Beach. This is one the island’s best known beaches, a wide bay of crystal clear water in a pretty, green setting with two...
    • Ideally positioned cottage
    • Country views
    • Private swimming pool
    • Complimentary wifi
    • 1 air-conditioned bedroom (sleeps 2)
    • Stafilos Beach 5min drive
    • Skopelos Town 5min...
    £968pp*
    based on 3 people

    * Includes

    More Details
  • Return economy flights (flight supplements may be applicable depending on availability)
  • Government and local taxes, excluding visa charges
  • An air-conditioned car or return transfers, as specified in the property details
  • The assistance of our local representative overseas