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Holiday rentals in Winchester

Search among 89 available holiday rentals in Winchester from 50+ providers

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Hotels
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1-89 out of 89
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  • Price: high to low
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  • Popularity: high to low
Two Bare FeetApartment
8.4
Great40 reviews
The largest option:
9 adults
3 bedrooms
5 beds
Map
300 m from City Centre300 m from Winchester School of Art
Situated in Winchester, within an 11-minute walk from Winchester's Military Museums, this apartment features a terrace with outdoor furniture.
From£ 122 /nightSelect
South Winchester LodgesLodge
8.6
Great20 reviews
6 adults
3 bedrooms
3 beds
Map
3.7 km from City Centre1000 m from South Winchester Golf Club
14 rooms and the lounge bar are available during the stay at the luxury South Winchester Lodges based in the centre of Winchester.
From£ 201 /nightSelect
Winchester ApartmentsApartment
8.2
Great44 reviews
The largest option:
3 adults
1 bedroom
1 bed
Map
2.4 km from City Centre1.7 km from The University of Winchester
Offering a terrace, the apartment is located within 2 km of The Royal Hampshire Regiment Museum.
From£ 87 /nightSelect
61Homestay
8.2
Great33 reviews
Map
1.5 km from City Centre900 m from Church and Almshouse of Saint Cross
From£ 67 /nightSelect
City ApartmentApartment
8.4
Great20 reviews
4 adults
2 bedrooms
2 beds
Map
300 m from City Centre400 m from Hampshire County Council
This 2-bedroom apartment with an equipped kitchen is situated within a 5-minute walk from the centre of Winchester.
From£ 142 /nightSelect
CadmiaeApartment
8.2
Great32 reviews
4 adults
2 bedrooms
2 beds
Map
900 m from City Centre500 m from Winchester School of Art
Placed 1.5 km from Westgate Museum, the property consists of 2 bedrooms, 2 bathrooms and a kitchen.
From£ 187 /nightSelect
South HouseVilla
8.8
Great14 reviews
6 adults
3 bedrooms
5 beds
Map
400 m from City Centre200 m from Winchester School of Art
The South House Villa is set a mere 0.8 km from St Swithun-upon-Kingsgate Church and within a 5-minute walk of Winchester Buttercross.
From£ 213 /nightSelect
Watley FarmApartment
8.6
Great32 reviews
4 adults
2 bedrooms
2 beds
Map
4.7 km from City Centre
From£ 176 /nightSelect
Idyllic Studio FlatApartment
8.4
Great23 reviews
2 adults
1 bedroom
1 bed
Map
4.7 km from City Centre1.5 km from Twyford Social Club
From£ 89 /nightSelect
Paddock ViewApartment
8.0
Great31 reviews
2 adults
1 bedroom
1 bed
Map
4.1 km from City Centre
Located in Winchester, a 5-minute walk from Saint Catherine's Church, this accommodation comes with 1 bedrooms and a fully-fitted kitchen.
From£ 119 /nightSelect
The Apartment, 24 West End Terrace, WinchesterApartment
8.4
Great24 reviews
2 adults
1 bedroom
1 bed
Map
600 m from City Centre500 m from The University of Winchester
From£ 122 /nightSelect
Millstream HouseVilla
Map
900 m from City Centre300 m from Wolvesey Castle
From£ 179 /nightSelect
Paddock DriveApartment
8.2
Great31 reviews
2 adults
1 bedroom
1 bed
Map
4.1 km from City Centre
This 27 m² accommodation consists of 1 bedrooms, an equipped kitchen and 1 bathrooms.
From£ 78 /nightSelect
The Barrel Room At The Northbrook ArmsApartment
8.4
Great18 reviews
Map
12.0 km from City Centre
From£ 127 /nightSelect
Beggar'S Lane CottageVilla
9.0
Perfect13 reviews
4 adults
2 bedrooms
2 beds
Map
800 m from City Centre400 m from Winchester School of Art
St Catherine's Hill is set nearly 25 minutes on foot from the Beggar'S Lane Cottage.
From£ 170 /nightSelect
Winchester Luxury Home I Southdown View I Town Centre I 4Br3Bath I Free ParkingVilla
7.6
Very good13 reviews
Map
1.4 km from City Centre900 m from Wolvesey Castle
The Sky View Villa is located 20 km from Southampton airport and nearly a 5-minute walk from Nelson Road bus stop.
From£ 453 /nightSelect
Spacious Central Chic Apartment - SimplycheckinApartment
5 adults
2 bedrooms
3 beds
Map
200 m from City Centre300 m from Winchester Christmas Market
From£ 173 /nightSelect
Tastefully Decorated 1-Bed With Free Parking - At HemApartment
8.8
Great18 reviews
Map
1000 m from City Centre1000 m from Winchester School of Art
Offering 1 bedrooms, 1 bathrooms and an equipped kitchen, this apartment is set 15 minutes' walk from the city centre.
From£ 161 /nightSelect
4 Bed City House With Private Garden And ParkingVilla
8.8
Great8 reviews
Map
400 m from City Centre300 m from The Screen Winchester
From£ 323 /nightSelect
Settle In Winchester - Stylish Self Check-In RoomsApartment
Map
400 m from City Centre300 m from The Screen Winchester
From£ 55 /nightSelect
Hang Your HatVilla
9.0
Perfect12 reviews
2 adults
1 bedroom
1 bed
Guildhall Winchester is about 14 minutes on foot from the pet-friendly Hang Your Hat, while Hampshire County Council is a mere 600 metres away.
From£ 176 /nightSelect
The Sky PenthouseApartment
8.6
Great22 reviews
6 adults
2 bedrooms
2 beds
Map
400 m from City Centre300 m from Winchester School of Art
Featuring free parking and a lift, this property is situated a short distance from The Royal Hampshire Regiment Museum.
From£ 244 /nightSelect
Lovely Room In Period TownhouseHomestay
Map
600 m from City Centre300 m from Winchester City Council
From£ 56 /nightSelect
The Gem Of Central Winchester - Sleeps 4Apartment
8.2
Great13 reviews
Map
700 m from City Centre300 m from Winchester City Council
From£ 245 /nightSelect
The Loft WinchesterApartment
8.2
Great24 reviews
5 adults
3 bedrooms
3 beds
Map
600 m from City Centre600 m from Hampshire County Council
Placed 1 km from Statue of Alfred the Great, the property consists of 3 bedrooms, 2 bathrooms and a kitchen.
From£ 141 /nightSelect
Garden Apartment WinchesterApartment
Map
600 m from City Centre600 m from Hampshire County Council
From£ 199 /nightSelect
No 3 Old PrintworksApartment
8.0
Great8 reviews
4 adults
2 bedrooms
2 beds
Map
100 m from City Centre200 m from Hampshire County Council
The Brooks Shopping Centre is at 650 metres of the No 3 Old Printworks Winchester, while Wolvesey Castle is 0.7 km away.
From£ 136 /nightSelect
Fulflood View, WinchesterApartment
Map
600 m from City Centre600 m from Hampshire County Council
From£ 159 /nightSelect
City Centre Riverside ApartmentApartment
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600 m from City Centre300 m from Winchester City Council
From£ 144 /nightSelect
Designer'S Town HouseVilla
5 adults
3 bedrooms
4 beds
Map
400 m from City Centre400 m from Hampshire County Council
Winchester Castle and Great Hall is 4.4 km from this villa that offers 3 bedrooms along with a kitchen.
From£ 242 /nightSelect
Rivergem - Riverside Coach HouseVilla
8.6
Great3 reviews
4 adults
2 bedrooms
2 beds
Map
700 m from City Centre300 m from Winchester City Council
South Downs Way is just 1.1 km from the Rivergem - Riverside Coach House Villa and Winchester Buttercross is less than a 7-minute stroll away.
From£ 226 /nightSelect
Queens Road Rental - Winchester AccommodationVilla
6 adults
1 bedroom
2 beds
Map
1.1 km from City Centre500 m from The University of Winchester
Boasting a swimming pool, the Queens Road Rental - Winchester Accommodation is merely 1.5 km from Winnall Moors Nature Reserve.
From£ 104 /nightSelect
City Centre 4 Bedroom HouseApartment
Map
400 m from City Centre200 m from Winchester School of Art
From£ 230 /nightSelect
Cosy 1-Bed Escape With Free Parking - At HemApartment
Map
1000 m from City Centre1000 m from Winchester School of Art
This 1-bedroom apartment with an equipped kitchen is situated within a 15-minute walk from the centre of Winchester.
From£ 134 /nightSelect
House In Historic WinchesterVilla
Map
500 m from City Centre500 m from Winchester School of Art
Select
The Nestle HouseVilla
Map
500 m from City Centre200 m from Winchester School of Art
From£ 206 /nightSelect
Walsingham House WinchesterVilla
8.8
Great10 reviews
6 adults
3 bedrooms
3 beds
Map
700 m from City Centre600 m from Hampshire County Council
There are rooms facing garden and the Walsingham House - Peaceful Elevated - Near Oram'S Arbour Villa Winchester is set 750 metres from Westgate Museum.
From£ 260 /nightSelect
The Old Brewery Boardroom - Winchester City Centre - Unique Property - Free Parking - Sleeps 6 - By Xplus StaysVilla
Map
500 m from City Centre400 m from Winchester School of Art
From£ 226 /nightSelect
Bull Farm StudiosApartment
8.6
Great11 reviews
The largest option:
2 adults
1 bedroom
1 bed
Map
5.5 km from City Centre
Located 6 km from Winchester Cathedral, this apartment offers a kitchenette together with a patio and entertainment activities.
From£ 63 /nightSelect
Old School House, WinchesterApartment
Map
300 m from City Centre300 m from Winchester School of Art
Twyford Waterworks is within a 10-minute drive of the Old School House, Winchester, while HorsePower is nearly 10 minutes' walk away.
From£ 242 /nightSelect
Jekyll'S On Hyde - Spacious Town House - Central Winchester - Free Parking, Sleeps 5 - By Xplus StaysApartment
Map
600 m from City Centre500 m from Winchester School of Art
From£ 320 /nightSelect
Hyde Brewery House - 2 Bedroom House With ParkingVilla
Map
400 m from City Centre400 m from Winchester School of Art
From£ 176 /nightSelect
The Penthouse, WinchesterApartment
Map
300 m from City Centre300 m from Hampshire County Council
From£ 237 /nightSelect
Beautiful & Spacious Retreat In WinchesterApartment
Map
1.5 km from City Centre300 m from Church and Almshouse of Saint Cross
Select
Spacious & Stylish 2 Bedrooms Property Retreat, Central Winchester, Chic & Spacious, Free On-Street Parking, Sleeps 6 - By Blue Puffin StaysVilla
Map
400 m from City Centre400 m from Hampshire County Council
From£ 346 /nightSelect
The Bakehouse - Central Townhouse Sleeps 8 PeopleApartment
Map
200 m from City Centre300 m from The Screen Winchester
From£ 404 /nightSelect
Central Chic 3 Bed, Great LocationApartment
Map
600 m from City Centre600 m from Hampshire County Council
From£ 206 /nightSelect
Kingsgate CottageVilla
Map
500 m from City Centre200 m from Winchester Cathedral
From£ 181 /nightSelect
Birdsong Rural Winchester Twyford - 2Br, 5Br, 7Br - Sleeps Upto 14Villa
Map
5.2 km from City Centre200 m from Twyford Social Club
Hospital of St Cross and Hockley Golf Club are located 3.1 km and 0.7 km from the Birdsong Rural Winchester Twyford - 2Br, 5Br, 7Br - Sleeps Upto 16 Villa respectively.
From£ 203 /nightSelect
The Loft WinchesterVilla
Map
600 m from City Centre600 m from Hampshire County Council
From£ 150 /nightSelect
2 Bedrooms Stunning Westgate Cottage Retreat, Central Winchester, Free On-Street Parking Permit, With Garden Close To Cathedral - Sleeps 6, Pets Are Welcome, Summer Special Offer! - By Blue Puffin StaysVilla
Map
300 m from City Centre300 m from Hampshire County Council
From£ 356 /nightSelect
Winchester NestApartment
Map
500 m from City Centre300 m from Hampshire County Council
From£ 149 /nightSelect
The Print Rooms, Old Printworks, WinchesterApartment
Map
100 m from City Centre200 m from Hampshire County Council
From£ 142 /nightSelect
Charming 5-Bed Home With Garden And ParkingVilla
Map
1.5 km from City Centre900 m from The University of Winchester
Select
Luxury Apartment In The Centre Of WinchesterApartment
Map
400 m from City Centre300 m from Hampshire County Council
From£ 226 /nightSelect
Charming 4-Bed House In Winchester Free ParkingVilla
Map
1.4 km from City Centre900 m from Wolvesey Castle
Abbey Gardens and The Gurkha Museum are located 0.7 km and 1.4 km from the Immaculate 4-Bed House In Winchester Free Parking Villa respectively.
From£ 299 /nightSelect
Gorgeous Apartment In The Centre Of WinchesterApartment
4 adults
2 bedrooms
2 beds
Map
300 m from City Centre300 m from Winchester School of Art
Winchester Cathedral is at 250 metres of the Gorgeous Apartment In The Centre Of, while The Royal Hampshire Regiment Museum is 0.6 km away.
From£ 220 /nightSelect
The Old Cook HouseVilla
Map
3.0 km from City Centre1.7 km from Church and Almshouse of Saint Cross
While staying at the Old Cook House Villa you are invited to discover Winchester City Museum, set 10 minutes' drive away, or Winchester Cathedral, which is around 3.5 km away.
From£ 142 /nightSelect
City Centre 2 Bedroom ApartmentApartment
Map
800 m from City Centre400 m from Wolvesey Castle
Select
Mallard CottageVilla
2 adults
2 bedrooms
2 beds
Map
900 m from City Centre300 m from Wolvesey Castle
Located about 0.6 km from Winchester City Museum, the holiday home offers accommodation for 2 guests.
From£ 350 /nightSelect
Large 4 Bedroom Family Home In Centre WinchesterVilla
Map
700 m from City Centre700 m from Hampshire County Council
Select
Stylish 3Bd Townhouse In Central WinchesterVilla
Map
600 m from City Centre200 m from Winchester School of Art
From£ 351 /nightSelect
Charming Mews House In Historic WinchesterVilla
Map
300 m from City Centre200 m from The Screen Winchester
From£ 215 /nightSelect
Luxury 2Br Apartment & Parking Central WinchesterApartment
Map
300 m from City Centre200 m from Hampshire County Council
Select
4 Bed In Redlynch 82799Villa
Map
28.2 km from City Centre
Select
Hidden HouseApartment
Map
1000 m from City Centre800 m from The University of Winchester
The Hidden House is a perfect vacation spot a 5-minute ride from Winchester Cathedral and other Winchester landmarks.
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Bright & Cosy Flat In Winchester, Near CathedralApartment
Map
400 m from City Centre300 m from The Screen Winchester
Select
Beautiful Penthouse In Centre Of WinchesterApartment
Map
400 m from City Centre500 m from Winchester School of Art
From£ 192 /nightSelect
The Old Sweet ShopVilla
Map
1.5 km from City Centre300 m from Church and Almshouse of Saint Cross
From£ 125 /nightSelect
No.1 The Old Printworks, WinchesterApartment
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100 m from City Centre200 m from Hampshire County Council
From£ 140 /nightSelect
The Manor House At Norton ParkCountry house
Map
11.6 km from City Centre
The Manor House At Norton Park Villa Winchester is located 35 km from Southampton airport and 0.7 km from Lower Bullington Turn bus stop.
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Cosy ApartmentVilla
Map
200 m from City Centre200 m from Hampshire County Council
The Flat 5 Villa, located less than a 10-minute stroll from Winchester Cathedral, is also at a proximity to The Royal Hampshire Regiment Museum.
From£ 196 /nightSelect
Piping Green 5 Bedroom HouseVilla
Map
7.9 km from City Centre700 m from marwell zoo
The Piping Green 5 Bedroom House Winchester is located 10 km from Southampton airport and only 200 metres from Brickmakers Road bus stop.
From£ 197 /nightSelect
Winchester City HouseVilla
Map
600 m from City Centre600 m from Winchester School of Art
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Historic Winchester ApartmentApartment
Map
400 m from City Centre300 m from The Screen Winchester
From£ 158 /nightSelect
4 Bedroom Winchester Town House, Central, ParkingVilla
Map
300 m from City Centre300 m from Hampshire County Council
Select
Winchester City Centre Flat Sleeps 6 Free ParkingApartment
Map
1.2 km from City Centre1.1 km from Winchester School of Art
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Squirrel'S LeapVilla
Map
10.2 km from City Centre3.2 km from Winchester Services M3
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Quirky House In WinchesterApartment
Map
1.1 km from City Centre700 m from Winchester School of Art
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House In Central WinchesterVilla
Map
400 m from City Centre200 m from Winchester School of Art
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Boutique Retreat In Central WinchesterVilla
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500 m from City Centre300 m from Hampshire County Council
Select
Saxon Lodge, Luxury Retreat In Winchester, Hottub!Villa
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2.0 km from City Centre1.3 km from The University of Winchester
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3 Bedrooms Stunning Central & Open Plan Home, Sleeps 6 With Private Off-Road Parking And Private Garden - Long Term Special Offer!! - By Blue Puffin StaysVilla
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900 m from City Centre600 m from Winchester City Council
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Rivergem - Riverside Coach HouseApartment
Map
700 m from City Centre400 m from Winchester City Council
Select
Central Winchester Duplex Apartment Sleeps 6Apartment
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300 m from City Centre300 m from Winchester City Council
Select
Spacious 4 Bed House In Winchester With Parking And GardenVilla
Map
5.2 km from City Centre
From£ 399 /nightSelect
Images coming soon
Hinton HouseVilla
Map
3.6 km from City Centre
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4 Bedroom Gateway In WinchesterVilla
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1.6 km from City Centre1.1 km from Winchester School of Art
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Student Only Riverside Way In WinchesterApartment
Map
1.5 km from City Centre1000 m from Winchester School of Art
From£ 41 /nightSelect

Winchester hotels

FAQs about holiday lettings in Winchester

Discover 5 answers from our FAQ and find your perfect holiday lettings in Winchester.

What are the best pet-friendly holiday rentals in Winchester?

The Old Granary is the best pet-friendly weekend home in Winchester, in which prices start from 113£.

What are the best cheap holiday rentals to stay in Winchester?

You might choose Bull Farm Studios at the cost of 54£ per night. Click here to see more cheap accommodation options.

How much does a 2-bedroom holiday house cost for a week?

For a 2-bedroom holiday rental in Winchester, you might spend about 787£, for instance, check Westgate Winchester.

How much does a 3-bedroom holiday house cost for a week?

For a 3-bedroom holiday rental in Winchester you might spend about 1535£. Check this popular option — Bereweeke Coach House.

Which holiday rentals near Portsmouth (PME-Portsmouth and Southsea Train Station) airport would you recommend?

If you're looking for a holiday apartment near Portsmouth (PME-Portsmouth and Southsea Train Station) airport, take a look at One Helena Road or Admiralty Quarter.

Holiday rentals in Winchester

Handpicked holiday rentals in Winchester

Planning to spend some time with your family in Winchester? If you have plenty of time, consider visiting Romsey Rapids Sports Complex, while staying in one of the 33 holiday houses that Winchester offers. Find the best available option and book it in one click!

Exclusive luxury places to stay in Winchester

Luxury house rentals and apartments in Winchester are an optimal choice for those who want to feel on top of the world while on holiday. Treat yourself and stay at a luxury villa, where you can enjoy your holiday completely. Finding the ultra-chic accommodation in Winchester - just as easy as can be!

High graded cheap holiday homes in Winchester

More expensive is not necessarily better. You'll find at least 6 budget-friendly apartment for rent on your holiday with a price from 53£ per night. We've looked through the availability data in United Kingdom delivered by 100+ providers and made a list of cheap holiday homes so that you can find nice and affordable alternatives in Winchester. Learn more!

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Holiday rentals in Winchester essential information

🏨 Holiday rentals in Winchester 89
👛 Lowest price 26 GBP
✍️ Holiday rentals Reviews 517
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