Holiday Homes in Winchester: Top-Rated Stays with Free Parking & Cathedral Access

Book top-rated holiday homes in Winchester now: central townhouses with hot tubs, private gardens & free parking. Check rates today.

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Rooms and Guests2 Guests, 1 room
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Sun, 08 Nov
-
Check-out
Mon, 09 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
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1-11 out of 11
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.2
Perfect
6 adults
3 bedrooms
3 beds
Map
3.7 km from City Centre1000 m from South Winchester Golf Club
Golf courseHot tubBarbecue
  • On championship golf course
  • Private hot tub in lodges
  • Cookware/kitchen utensils
From£ 545 /nightSelect
South HouseHoliday home
9.5
Perfect
6 adults
3 bedrooms
5 beds
Map
400 m from City Centre200 m from Winchester School of Art
Full KitchenPrivate BalconyWalk-in Shower
  • Holiday home with full kitchen
  • Private balcony and patio
  • Fireplace in seating area
From£ 232 /nightSelect
Hang Your HatHoliday home
9.6
Perfect
2 adults
1 bedroom
1 bed
Steam roomPrivate parkingOutdoor dining
  • Historic building with steam room
  • Private garden and barbecue
  • 5-star holiday home with fireplace
From£ 187 /nightSelect
9.5
Perfect
Map
400 m from City Centre300 m from Winchester Crown Court
Private GardenFree ParkingFully Equipped Kitchen
  • Private garden with city views
  • Free private parking included
  • Allergy-free non-smoking rooms
From£ 609 /nightSelect
9.2
Perfect
Map
400 m from City Centre200 m from Winchester School of Art
GardenPrivate EntranceFireplace
  • Historic building with garden views
  • Private terrace and patio area
  • Fully equipped kitchen with fireplace
Select
8.3
Great
Map
500 m from City Centre200 m from Winchester Museum Service
Hot tubFireplaceOutdoor dining
  • Private hot tub with garden views
  • Historic home with original fireplace
  • Outdoor fireplace and dining area
From£ 309 /nightSelect
Beggar'S Lane CottageHoliday home
8.4
Great
4 adults
2 bedrooms
2 beds
Map
800 m from City Centre400 m from Winchester School of Art
Private GardenFully Equipped KitchenPatio
  • Historic cottage with private garden
  • Fully equipped kitchen and patio
  • On-site golf course access
From£ 262 /nightSelect
8.7
Great
Map
500 m from City Centre200 m from Winchester Museum Service
Free ParkingPrivate GardenPrivate Entrance
  • City centre free parking
  • Quiet street and garden views
  • 18th-century historic property
From£ 372 /nightSelect
Mallard CottageHoliday home
10.0
Perfect
2 adults
2 bedrooms
2 beds
Map
900 m from City Centre300 m from Wolvesey Castle
Private GardenDishwasherPrivate Entrance
  • 5-star holiday home with garden
  • Fully equipped kitchen with dishwasher
  • Private entrance for added privacy
From£ 300 /nightSelect
The Loft WinchesterHoliday home
8.6
Great
Map
600 m from City Centre300 m from Winchester Train Station
Full KitchenFree ParkingPrivate Entrance
  • Full kitchen with dishwasher
  • 3-bedroom holiday home
  • Private entrance for seclusion
From£ 249 /nightSelect
9.6
Perfect
Map
300 m from City Centre300 m from Winchester Railway Station
Private ParkingGarden TerracePet Friendly
  • Central townhouse with private parking
  • Recently renovated 4-bedroom home
  • Pet-friendly with garden terrace
Select

Winchester holiday homes range from central Georgian townhouses near the Cathedral to fully equipped lodges with hot tubs on the city's southern edge. Expect private gardens, free WiFi, and parking at most properties-ideal for families or groups wanting more space than a hotel. Rates typically start around £120-£250 per night depending on size and season.

For first-time visitors, the area between Winchester Cathedral and Wolvesey Castle places you within a 10-minute walk of the high street, museums, and riverside pubs. Families often choose South Winchester Lodges for its on-site restaurant and 20-minute drive to Peppa Pig World, while couples prefer the historic 4 Bedroom Winchester Town House for its central location and outdoor fireplace. Check cancellation policies before booking, as some properties require minimum stays.