Holiday rentals in City of Winchester

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Popular amenities for City of Winchester holiday rentals

Stay near City of Winchester's top sights

Marwell Zoo64 locals recommend
Winchester Cathedral110 locals recommend
Southampton Airport10 locals recommend

Other great holiday rentals in City of Winchester

Top guest favourite
Guest suite in Chandler's Ford
4.94 out of 5 average rating, 122 reviews

Private detached en-suite annexe

PhoebeRating, 5 stars1 week ago
Easy to check in, was a lovely clean space with full amenities Would happily book again :)
Guest favourite
Guest house in Hampshire
4.91 out of 5 average rating, 44 reviews

Private garden room, free permit parking

HannahRating, 5 stars1 week ago
Stayed at Sune’s for an event In Winchester. Such a beautiful place to stay, the cleanest and most well kept place I’ve ever stayed. Lovely quiet location and easy walk into the city centre. Sune was so helpful and quick to respond to messages. I would absolutely recommend.
Top guest favourite
Guest house in Shirley
4.98 out of 5 average rating, 124 reviews

City Retreat

KarenRating, 5 stars3 weeks ago
Perfect location for the hospital. Stayed one night with my husband and the second night alone whilst he was in hospital. The location felt very safe and it was nice that I could sit out in the pretty garden.
Guest favourite
Tiny home in Winchester
4.83 out of 5 average rating, 458 reviews

Cosy rural hideaway, Hursley, near Winchester

KevinRating, 5 stars1 month ago
From booking to arrival Kirsten couldn’t have been more helpful. Kirsten recommended some lovely places in the new forest & was very friendly. The tiny house is absolutely gorgeous & looks just like the photos.
Top guest favourite
Tiny home in Soberton
4.97 out of 5 average rating, 282 reviews

Self-contained Garden Cottage in idyllic location

TaraRating, 5 stars2 days ago
I had the most peaceful and relaxing stay at River Dale Garden Cottage with my two rescue dogs. From the moment we arrived, we felt completely at ease, it’s a true little haven nestled in the most beautiful surroundings. The cottage itself is spotless, cosy, and thoughtfully designed with everything you could possibly need. The garden is full of charm, and the path leading up to the cottage adds to its magical feel. The location is absolutely perfect. Just a short stroll to the River Meon and the scenic Meon Trail, it’s ideal for anyone who enjoys walking, nature or simply unwinding in a truly tranquil setting. I loved how easy it was to explore the surrounding towns, but also how lovely it was to just stay put and enjoy the peace and quiet. I also recommend the walk to the local pub through the fields, really good food and dog-friendly. Ali was a fantastic host- friendly, helpful and respectful of my privacy. It’s clear she cares deeply about making her guests feel welcome.
Top guest favourite
Flat in Winchester
4.95 out of 5 average rating, 324 reviews

Central Winchester garden flat, permit parking

NicholasRating, 5 starstoday
A wonderfully warm welcome and briefing from Richard. The flat was small but perfectly-formed, with its own garden area. It was very well-equipped, comfortable and attractively furnished and decorated. The attention to detail was impressive, with thoughtful touches like flowers and basic supplies. The free permit-parking was convenient, and the city centre within easy walking distance. Even during a heat-wave, the flat remained cool, and the busy street was, as advertised, peaceful at night. We will certainly return if we’re back in the area. Thank you to Richard and Kate.
Guest favourite
Guest house in Hampshire
4.93 out of 5 average rating, 92 reviews

Central, Quiet & Self-Contained

JordanRating, 5 stars1 week ago
This place was great! Very centrally located - a bit of a walk to the train, but centrally located in Winchester. The city lace is super clean and cute, the only is that the WiFi was a bit unreliable at times and I needed to make a few calls using data. Would definitely stay again.
Top guest favourite
Guest house in Winchester
4.97 out of 5 average rating, 518 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

MaeRating, 5 stars3 weeks ago
A lovely little cottage to stay in for some peace and quiet. The perfect distance from Winchester where you can appreciate both the City and the countryside. The walks around the town were gorgeous and the house had everything we needed. It was so clean and was beautifully decorated. Could not recommend enough. So good for the price!!!

Quick stats about holiday rentals in City of Winchester

  • Total rentals

    2.5K properties

  • Total number of reviews

    1L reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    570 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. City of Winchester