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.


  • The Rou Estate, Corfu, Greece
    For every October booking at The Rou Estate, we're offering a £75 massage voucher to help take your relaxation to the next level – and in the little therapy room at the heart of this fairy-tale hamlet of beautiful villas, we...
    • An extraordinary discovery
    • Exclusive north east Corfu
    • Beautifully restored village
    • Breathtaking views
    • 2-5 bedroom houses
    • Magnificent gardens
    • 14 stylish and elegant...
    £610pp*
    based on 8 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...
    £645pp*
    based on 4 people

    * Includes

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  • 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...
    £647pp*
    based on 6 people

    * Includes

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  • 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...
    • New for 2016
    • Bright and airy villas
    • Beautiful views
    • Peaceful location
    • 2 bedrooms (sleeps 4)
    • Private swimming pool
    • Complimentary...
    £647pp*
    based on 4 people

    * Includes

    More Details
  • 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...
    £659pp*
    based on 3 people

    * Includes

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  • Villa Selini, Crete, Greece
    Villa Selini is a lovely well presented one bedroom villa in a collection of attached villas set in the grounds of the renowned Istron Bay Hotel, positioned on a hillside looking out to sea in one of the most fascinating parts of Crete.  The...
    • Stylish villa set in hotel grounds
    • Private swimming pool
    • Air-conditioned
    • Complimentary wifi
    • 1 bedroom (sleeps 2)
    • Use of Istron Bay Hotel facilities
    • Beach 5min...
    £773pp*
    based on 2 people

    * Includes

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  • 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...
    £788pp*
    based on 3 people

    * Includes

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  • 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...
    £808pp*
    based on 3 people

    * Includes

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  • 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...
    £824pp*
    based on 2 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...
    £846pp*
    based on 4 people

    * Includes

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  • Mulberry House, Corfu, Greece
    The gentle murmur of luxury liners as they pass in the azure waters of the Corfu Channel far below, the ever-changing light on the Albanian mountains beyond. Close at hand the song of the cicadas can be heard as eagles circle above the densely...
    • Beautifully restored house
    • Exquisite and romantic
    • Stunning vista
    • Plunge pool  
    • 1 air-conditioned bedroom (sleeps 2)
    • Complimentary wifi
    • Taverna (Porta) 5min...
    £894pp*
    based on 2 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