Book Luxury Monthly Rentals in Winchester

We selected the 1038 homes worth renting in this location

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Home spotlights in Winchester

Pier I Am

Pier I Am

  • 12 guests

  • 6 bedrooms

Southsea, England

In the popular South Coast resort of Southsea, Portsmouth, you will find this fantastic home which boasts easy walking distance to the beach, a games room, a cinema room, and an outdoor terrace complete with a hot tub. So, whether the sun is shining during the summer or it’s a typical British day filled with rain, there is always something fun to do here.

The Hamble Anchorage

The Hamble Anchorage

  • 9 guests

  • 5 bedrooms

Bursledon, Southampton

Situated on England's sunny south coast — well, relatively speaking — this home has plenty of ways for you to enjoy a summer's day. The terrace out through the French doors has a glorious view of the River Hamble where you can enjoy paddleboarding, sailing, riverside walks or use as a base for sailing regattas.

High Above The Whole Scene

High Above The Whole Scene

  • 2 guests

  • 1 bedrooms

Colerne, Wiltshire

Nestled in the secluded Wiltshire countryside, this rural cottage will inspire you to unplug and unwind. Wake up each morning to the sound of birds chirping in the trees outside, then pad downstairs and enjoy an alfresco breakfast on the balcony.

The Melodic Garden

The Melodic Garden

  • 5 guests

  • 3 bedrooms

Wilcot, Pewsey

Surrounded by green fields and majestic trees, this Grade II listed cottage opens its doors to the endless charm of the English countryside. And anyone looking to experience the poetic romance of rural living will love this home.


We selected the top 3% holiday homes in Winchester Monthly Rentals

Explore the 1038 most perfect homes in our collection

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Most popular homes in Winchester

English Splendour

English Splendour

  • 14 guests

  • 7 bedrooms

Itchen Valley, Hampshire

What a Day for a Daydream

What a Day for a Daydream

  • 2 guests

  • 1 bedrooms

Hascombe, Godalming

Dew on the Vine

Dew on the Vine

  • 6 guests

  • 3 bedrooms

Angmering, West Sussex

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Under the Stars

Under the Stars

  • 4 guests

  • 1 bedrooms

Amport, Andover

A Little Peach

A Little Peach

  • 2 guests

  • 1 bedrooms

Wimborne Saint Giles, Wimborne

Country Courtyard

Country Courtyard

  • 8 guests

  • 4 bedrooms

Itchen Valley, Hampshire

Royal Rumble

Royal Rumble

  • 50 guests

  • 25 bedrooms

Itchen Valley, Hampshire

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Winchester, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Winchester Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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