Holiday Rentals in Winchester
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check rental availability in Winchester
Holiday Rentals in Winchester
Two Bare Feet
room2 Southampton Hometel
Peartree Serviced Apartments
Mill Rythe Coastal Village
Southsea Stays
Southampton Serviced Apartment
'The Haven' a luxury apartment close to the Meon Shore coast.
Charles Hope Apartments Southampton
Idyllic cottage in the heart of the New Forest National Park
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Hazelhurst Farm
Pinnacle Suites
Southampton Waterside by Charles Hope
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
2-bedroom property in prime location
Superyacht on 5* Ocean Village Marina, Southampton
Other types of properties in Winchester you may be interested in
Mercure Wessex Winchester Hotel
Holiday Accommodation Winchester
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Winchester are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Winchester itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Winchester holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Winchester, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Winchester with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Winchester
Top 20 Winchester Hotels
More destinations for you
^Eligibility requirements and conditions apply