Search Holiday Rentals in Winchester

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Jul - 19 Jul
Tomorrow
19 Jul - 20 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Top Holiday Rentals in Winchester

Home at Portsmouth southsea
Room

Home at Portsmouth southsea

The price is £593
includes taxes & fees
27 Jul - 28 Jul
Home at Portsmouth southsea
Stylish 2-BR Central Location,Sleeps 6, Winchester
Outdoor dining

Stylish 2-BR Central Location,Sleeps 6, Winchester

The price is £323
includes taxes & fees
19 Jul - 20 Jul
Stylish 2-BR Central Location,Sleeps 6, Winchester
The Enchanting Silver Birch Retreat, New Forest
Smart TV

The Enchanting Silver Birch Retreat, New Forest

10.0 out of 10, Exceptional, (1)
"Exceptional new renovation. Spectacular kitchen facilities and provisions. Great location for access to The New Forest. Wish we were staying here longer. One of the best properties of our trip. "
The price is £207
includes taxes & fees
10 Aug - 11 Aug
The Enchanting Silver Birch Retreat, New Forest
Paradise Escape
House, Private Bathroom (Street and garden view) | Shared kitchen

Paradise Escape

2.0 star property
9.6 out of 10, Exceptional, (5)
"Lovely place to stay for work "
The price is £160
includes taxes & fees
20 Jul - 21 Jul
Paradise Escape
Beautiful 2 bedroom full-furnished semi-detached house with parking
Fridge, microwave, oven, dishwasher

Beautiful 2 bedroom full-furnished semi-detached house with parking

9.6 out of 10, Exceptional, (5)
"Everything was perfect!"
The price is £175
includes taxes & fees
20 Jul - 21 Jul
Beautiful 2 bedroom full-furnished semi-detached house with parking
Peaceful Retreat in Southampton's Countryside
Bungalow, 2 Bedrooms, Patio, City View | Property grounds

Peaceful Retreat in Southampton's Countryside

2.0 star property
The price is £251
includes taxes & fees
7 Aug - 8 Aug
Peaceful Retreat in Southampton's Countryside
modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre
Property grounds

modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre

10.0 out of 10, Exceptional, (3)
"The accommodation was very comfortable and perfectly situated for a pre cruise stay! The beds were comfortable and the kitchen was very well equipped! Comfy sofas in the lounge and great internet! Highly recommended! Would definitely book again! Great host too! "
The price is £281
includes taxes & fees
29 Jul - 30 Jul
modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre
Purple Cloud Cottage
Dining

Purple Cloud Cottage

3.0 star property
9.2 out of 10, Wonderful, (5)
"4 good sized bedrooms, very convenient to have the shower rooms and 1 bedroom on the ground floor as my mother would not have managed the stairs. Great facilities with lots of nice touches making it excellent value."
The price is £227
includes taxes & fees
20 Jul - 21 Jul
Purple Cloud Cottage
City View Apartment II - Salisbury. 1 bed in the centre of the Medieval City
1 bedroom, iron/ironing board, WiFi, bed sheets

City View Apartment II - Salisbury. 1 bed in the centre of the Medieval City

The price is £163
includes taxes & fees
20 Jul - 21 Jul
City View Apartment II - Salisbury. 1 bed in the centre of the Medieval City
Modern city house - close to the city centre
Living area

Modern city house - close to the city centre

The price is £109
includes taxes & fees
3 Aug - 4 Aug
Modern city house - close to the city centre
Cosy En-suite Room in the City Centre Room 14
1 bedroom, WiFi, bed sheets

Cosy En-suite Room in the City Centre Room 14

The price is £74
includes taxes & fees
20 Jul - 21 Jul
Cosy En-suite Room in the City Centre Room 14
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Dining

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

10.0 out of 10, Exceptional, (2)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
The price is £280
includes taxes & fees
19 Jul - 20 Jul
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Family Gathering Bungalow
Fridge

Family Gathering Bungalow

10.0 out of 10, Exceptional, (1)
"Good location close to motorway links. Good amount of space for a family to relax and unwind. "
The price is £245
includes taxes & fees
31 Jul - 1 Aug
Family Gathering Bungalow
No 1 Ashey
Fridge, microwave, oven, stovetop

No 1 Ashey

9.6 out of 10, Exceptional, (17)
"House was wonderful. Comfortable beds , hottub and pool were superb. Fully equipped kitchen."
The price is £3,013
includes taxes & fees
27 Jul - 28 Jul
No 1 Ashey
3 Bedrooms house ideal for long Stays!
Fridge, microwave, oven, stovetop

3 Bedrooms house ideal for long Stays!

10.0 out of 10, Exceptional, (3)
"Great location, lovely clean property can recommend."
The price is £222
includes taxes & fees
17 Aug - 18 Aug
3 Bedrooms house ideal for long Stays!
Beautiful New Forest Hideaway
Outdoor dining

Beautiful New Forest Hideaway

The price is £186
includes taxes & fees
7 Aug - 8 Aug
Beautiful New Forest Hideaway
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!

10.0 out of 10, Exceptional, (4)
"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."
The price is £205
includes taxes & fees
27 Jul - 28 Jul
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
Garden studio, own entry, shared kitchen. Close to beach, bars and shops
Fridge, microwave, oven, stovetop

Garden studio, own entry, shared kitchen. Close to beach, bars and shops

The price is £76
includes taxes & fees
2 Aug - 3 Aug
Garden studio, own entry, shared kitchen. Close to beach, bars and shops
Charming Reading Garden House Pet Friendly
Fridge, microwave, oven, stovetop

Charming Reading Garden House Pet Friendly

The price is £95
includes taxes & fees
23 Jul - 24 Jul
Charming Reading Garden House Pet Friendly
Classy Home near Southampton Airport -Free parking
Fridge, microwave, oven, stovetop

Classy Home near Southampton Airport -Free parking

The price is £186
includes taxes & fees
17 Aug - 18 Aug
Classy Home near Southampton Airport -Free parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Winchester?

Yes, there are holiday rentals in Winchester close to Winchester Science Centre and Planetarium, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the stunning cathedral and picturesque gardens in Winchester. The array of shops and festivals are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Winchester has to offer?

Peaceful Retreat in Southampton's Countryside: This holiday home rental outside Winchester offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Winchester?

Expedia has 38 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Winchester Science Centre and Planetarium and Marwell Zoo are a couple of the family-friendly sights, whereas cultural attractions include Great Hall and Jane Austen's House. While in the area, you can also visit popular places such as Southampton Cruise Terminal and New Forest National Park.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.