Holiday rentals in City of Winchester
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Top-rated holiday rentals in City of Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Bungalow in Eastleigh
One bedroom home.
Relax and make yourself at home in this comfortable bungalow with sunny lounge, fully equiped kitchen/diner and bathroom. Situated in a quiet cul-de-sac in the village of Bishopstoke on the outskirts of Eastleigh.
The M27 and M3 motorways and Southampton Airport are just a few miles away. The historic City of Winchester is an easy drive.
Whether you are on your way to explore the South West, visiting family or friends or just wanting a short break, we offer a convenient home away from home.
6–13 Sep
$92 SGD per night
4.94 out of 5 average rating, 373 reviews
Guest favourite
Guest house in Hampshire
Beautiful Self Contained Annex in South Downs NP
This brick and flint barn has been converted to a smart modern annex separate to our house. Set in the beautiful village of Meonstoke in the heart of the Meon Valley and the South Downs National Park. Ideal for visitors wanting a little luxury at the end of a day of outdoor pursuits.
A really comfortable bed with blackout blinds and ensuite shower room. A spacious living area, with kitchen, dining area & log burning stove. Free wifi. Coffee (Nespresso machine) and tea, bread and jams included.
5–12 May
$112 SGD per night
4.92 out of 5 average rating, 170 reviews
Guest favourite
Farm stay in Headbourne Worthy
A Unique Farm Retreat
There’s something magical about The Granary.
Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester.
Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.
30 Sep – 7 Oct
$302 SGD per night
5.0 out of 5 average rating, 224 reviews
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Quick stats about holiday rentals in City of Winchester
Total rentals | 2.3K properties |
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Rentals with dedicated workspaces | 1.1K properties have a dedicated workspace |
Rentals with a pool | 40 properties have a pool |
Pet-friendly rentals | 510 properties allow pets |
Family-friendly rentals | 870 properties are a good fit for families |
Total number of reviews | 89K reviews |
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