Holidays in Winchester: Top Vacation Rentals & Lodges

Compare holiday rentals, lodges and Airbnbs in Winchester, UK. Browse options with free WiFi and parking, check guest ratings, and book your stay today.

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Rooms and Guests2 Guests, 1 room
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Check-out
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Rooms and Guests2 Guests, 1 room
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Check-in
Sat, 07 Nov
-
Check-out
Sun, 08 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
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1-20 out of 32
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.1
Great
Map
400 m from City Centre300 m from Winchester Cathedral
Shared KitchenShared LoungeExpress Check-In
  • Stylish self check-in rooms
  • Shared kitchen for guests
  • City views from rooms
From£ 54 /nightSelect
7.5
Very good
The largest option:
3 adults
1 bedroom
1 bed
Map
2.4 km from City Centre1.7 km from The University of Winchester
Private ParkingGolf CourseDishwasher
  • Inner courtyard views
  • Private entrance apartments
  • Golf course on site
From£ 86 /nightSelect
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
61Homestay
7.7
Very good
Map
1.5 km from City Centre900 m from The University of Winchester
Adults OnlyGardenAllergy-Free
  • Adults-only homestay
  • Hypoallergenic rooms available
  • Quiet garden patio
From£ 41 /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
9.3
Perfect
Map
600 m from City Centre300 m from Winchester City Council
River ViewsPrivate ParkingFireplace
  • River views from the apartment
  • Free private parking on site
  • Fireplace in living room
From£ 223 /nightSelect
9.4
Perfect
2 adults
1 bedroom
1 bed
Map
600 m from City Centre300 m from The Kings Royal Hussars Museum
Garden TerraceGrocery DeliveryGolf Course
  • Private terrace with garden views
  • Complimentary grocery delivery service
  • On-site golf course access
From£ 114 /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
CadmiaeApartment
7.9
Very good
4 adults
2 bedrooms
2 beds
Map
900 m from City Centre400 m from Winchester Museum Service
Public BathHiking TrailsWalking Tours
  • In-room massage services available
  • Spacious two-bedroom apartment layout
  • On-site public bath for guests
From£ 146 /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
9.4
Perfect
Map
1000 m from City Centre500 m from Winchester Train Station
Full KitchenGolf CourseVIP Check-in
  • Self-catering apartment with kitchen
  • On-site golf course access
  • Free off-site parking
From£ 145 /nightSelect
9.7
Perfect
Map
2.5 km from City Centre800 m from Church and Almshouse of Saint Cross
Private ParkingKitchenetteWashing Machine
  • New build with full amenities
  • VIP check-in and check-out
  • Free private parking on site
From£ 116 /nightSelect
8.7
Great
Map
600 m from City Centre300 m from Winchester Train Station
BalconyFull KitchenTwo Bedrooms
  • Garden-view balcony in apartment
  • Fully equipped kitchen with dishwasher
  • Free on-site parking included
From£ 160 /nightSelect
Paddock ViewApartment
7.2
Very good
2 adults
1 bedroom
1 bed
Map
4.1 km from City Centre3.2 km from South Wonston Social Club
Private ParkingPet FriendlySelf Catering
  • Pet-friendly self-catering stay
  • Free private parking included
  • Hiking from the doorstep
From£ 124 /nightSelect
Watley FarmApartment
7.9
Very good
4 adults
2 bedrooms
2 beds
Map
4.7 km from City Centre
Private GardenPets AllowedWashing Machine
  • Garden-view apartment with terrace
  • Pets allowed in private unit
  • Fully equipped kitchen and dining
From£ 187 /nightSelect
9.4
Perfect
2 adults
1 bedroom
1 bed
Map
4.7 km from City Centre800 m from Shawford Train Station
Private TerraceFull KitchenPicnic Area
  • Private terrace with garden views
  • Guided walking and biking tours
  • Outdoor picnic area with dining
From£ 87 /nightSelect
7.3
Very good
Map
400 m from City Centre200 m from Winchester School of Art
Free ParkingPrivate GardenOutdoor Dining
  • City-centre 4-bedroom house
  • Private garden with outdoor dining
  • Free on-site parking
From£ 305 /nightSelect
8.4
Great
Map
600 m from City Centre300 m from Winchester Train Station
Historic BuildingGarden ViewFull Kitchen
  • Historic building with garden views
  • Fully equipped kitchen for self-catering
  • Express check-in and check-out
From£ 226 /nightSelect
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Holiday stays in Winchester offer a range of self-catering accommodations, from central apartments steps from the cathedral to lodges set within a championship golf course. Top-rated options like Hang Your Hat and the 4 Bedroom Winchester Town House score over 94/100, providing free WiFi, private parking, and garden or terrace spaces. Budget-conscious travelers can opt for the adult-only homestay 61, while families prefer the spacious 4 Bed City House with a private garden and spa bath. Most properties include fully equipped kitchens, washing machines, and dedicated workspaces, making them ideal for short breaks or longer stays.

Central neighborhoods around Winchester Cathedral and Wolvesey Castle offer the most convenience, with properties like City Centre Riverside Apartment and Settle In Winchester within a 5-minute walk. The South Winchester Lodges provide a unique golf-course setting with on-site bar, restaurant, and hot tubs. Prices vary widely; expect to pay from budget rates at Paddock View to premium stays at the modern Aethelred Annexe. For a seamless holiday, book directly with properties that offer free cancellation and private check-in. Whether you're visiting for history, walking the South Downs, or a family getaway, Winchester's holiday rentals cater to all needs.