Vacation rentals in Winchester

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Top-rated holiday rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
Treetops, a Luxurious Studio Flat in Winchester
Treetops is a spacious and lovely private studio flat with everything that you need for a comfortable stay. The flat has it's own entrance, kitchen, bathroom with shower and bath, king size bed, sofa, and table and chairs. Treetops is in a beautiful environment approximately a mile from the centre of Winchester and the train station. Shops, takeaways and restaurants are only a 5 minute walk away. There is on site off- road parking available for one car.
What guests are saying:
“A lovely peaceful place, very light and airy and you literally feel like you are in a treehouse in the treetops. The provided breakfast, tea, milk etc and bathroom supplies were a much appreciated added bonus. Nigel and Katie are very quick at responding to messages and the lock box check in is so easy. We had a great stay thank you”
From $91 / night
SUPERHOSTEntire cottage · 4 guests · 2 beds · 1 bath
Lamplighter Cottage
Charming, luxuriously-appointed cottage, situated in a quiet, one way street, in an enviably central location in a conservation area of the city. The property boasts its own space in a private car park, with direct access from the back garden. The property is a stone's throw from an amazing selection of historic sites, restaurants, pubs, nature walks and hilltop views.
What guests are saying:
“I would recommend This cottage to anyone. It was close to town. And was just what I needed, a home from home. Very clean. Had all I needed. Even the little touches, like box of chocolates and breakfast left. Milk and Bread. So looking forward hopefully to visit again. Next time will bring my partner. And spend time looking arround Winchester as could not this visit. As we were in lockdown with Covid-19. Thanks Wendy for all your help and lettingme stay in your cottage”
From $121 / night
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
St. Catherines View
My house is very close to the city centre, a short enjoyable walk away from St. Catherines hill and the famous Black Boy pub or the Michelin starred Black Rat Restaurant. Only a 5 min riverside walk in to town and located near one of the South Downs Way starting points so perfect for any long distance walkers heading out or completing their journey.
What guests are saying:
“This is my second visit. Its a lovely house with an interesting collection of items. The parking is included and Ian is very organised with making permits available. The house is beautiful and located very close to town. I wish he told me about the steps at the end of his road as last time my friend and I walked the long way round with blistered in heals. Haha. Does get a little chilli in the night so bring warm bed clothes. We were impressed at the trust he has in his guests. Including 8 loo rolls in a loo roll crisis. An amazing home and will be staying again.”
From $86 / night