Holiday rentals and lettings in Winchester

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Popular Lettings in Winchester

Cottage for 2 people, with garden
2 pers., 1 bedroom
Winchester, Hampshire
from
£80per night
Cottage for 4 people, with garden
4 pers., 2 bedrooms
Winchester, Hampshire
from
£69per night
Bed and breakfast for 2 people
4.9
59 reviews
Winchester, Hampshire
from
£120per night
Holiday home for 8 people, with balcony
8 pers., 3 bedrooms
4.8
7 reviews
Winchester, Hampshire
from
£223per night
Bed and breakfast for 1 people
1 pers.
Twyford (Hampshire), Hampshire
from
£68per night
Cottage for 4 people, with garden, with pets
4.5
12 reviews
Winchester, Hampshire
from
£95per night
Cottage for 10 people
10 pers., 5 bedrooms
Twyford (Hampshire), Hampshire
from
£202per night
Log cabin for 4 people, with hot tub and balcony
4.5
15 reviews
Hursley, Hampshire
from
£114per night
Apartment for 2 people
4.4
62 reviews
Kings Worthy, Hampshire
from
£100per night
Cottage for 2 people
2 pers., 1 bedroom
Winchester, Hampshire
from
£76per night
Barn for 3 people
3 pers., 1 bedroom
4.9
20 reviews
Twyford (Hampshire), Hampshire
from
£101per night
Holiday home for 2 people
4.7
131 reviews
Winchester, Hampshire
from
£78per night
Holiday home for 5 people, with garden
5 pers., 3 bedrooms, 90m²
5.0
8 reviews
Winchester, Hampshire
from
£275per night
Bed and breakfast for 5 people
5 pers.
Winchester, Hampshire
from
£113per night
Holiday home for 6 people, with garden
5.0
32 reviews
Winchester, Hampshire
from
£178per night
Apartment for 3 people, with balcony
3 pers., 1 bedroom, 72m²
4.6
9 reviews
Winchester, Hampshire
from
£142per night
Bed and breakfast for 2 people
Winchester, Hampshire
from
£84per night
Apartment for 2 people
2 pers., 1 bedroom, 46m²
4.9
16 reviews
Winchester, Hampshire
from
£117per night
Show all

Highlights in Winchester

  • The former capital of England
  • Heritage and history
  • Part of the legend
  • Delicious taste
  • Preservation of old traditions

Most popular in Winchester

Internet 46
Pet allowed 5
Balcony/Terrace 13
TV 41
Garden 17
Parking 36
Washing machine 40
Heating 37

Prices and availability

Prices

June
July
August
September
October
£186
23 May - 30 May
£166 per night
30 May - 06 Jun
£186 per night
06 Jun - 13 Jun
£177 per night
13 Jun - 20 Jun
£160 per night
20 Jun - 27 Jun
£167 per night
27 Jun - 04 Jul
£164 per night
04 Jul - 11 Jul
£157 per night
11 Jul - 18 Jul
£158 per night
18 Jul - 25 Jul
£160 per night
25 Jul - 01 Aug
£154 per night
01 Aug - 08 Aug
£154 per night
08 Aug - 15 Aug
£161 per night
15 Aug - 22 Aug
£162 per night
22 Aug - 29 Aug
£165 per night
29 Aug - 05 Sep
£164 per night
05 Sep - 12 Sep
£159 per night
12 Sep - 19 Sep
£160 per night
19 Sep - 26 Sep
£151 per night
26 Sep - 03 Oct
£138 per night
03 Oct - 10 Oct
£138 per night
10 Oct - 17 Oct
£150 per night
17 Oct - 24 Oct
£155 per night
24 Oct - 31 Oct
£146 per night
31 Oct - 07 Nov
£142 per night
Average price per week

Availabilities

June
July
August
September
October
69 %
23 May - 30 May
53 %
30 May - 06 Jun
56 %
06 Jun - 13 Jun
51 %
13 Jun - 20 Jun
51 %
20 Jun - 27 Jun
46 %
27 Jun - 04 Jul
56 %
04 Jul - 11 Jul
43 %
11 Jul - 18 Jul
43 %
18 Jul - 25 Jul
46 %
25 Jul - 01 Aug
48 %
01 Aug - 08 Aug
53 %
08 Aug - 15 Aug
46 %
15 Aug - 22 Aug
46 %
22 Aug - 29 Aug
48 %
29 Aug - 05 Sep
48 %
05 Sep - 12 Sep
53 %
12 Sep - 19 Sep
51 %
19 Sep - 26 Sep
51 %
26 Sep - 03 Oct
46 %
03 Oct - 10 Oct
57 %
10 Oct - 17 Oct
61 %
17 Oct - 24 Oct
66 %
24 Oct - 31 Oct
69 %
31 Oct - 07 Nov
66 %
Percentage of available lettings

Holiday rentals and lettings in Winchester

Traditional and modern rentals in the heart of Hampshire

This small little town concentrates loads of history behind the walls and everything is just a stone’s throw away. Most rentals are within walking distance of the main attractions, good restaurants and several cafes. Staying in the centre is quiet enough to enjoy a relaxed break in this beautiful town. Look amongst the varied holiday rentals in and around town. Secluded properties that give you all the privacy but still close to the centre. Choose your one!

Cosy and stylish properties in Winchester

Most accommodations provide generous sized double bedrooms and spacious lounges to unwind with your dearest ones. A romantic weekend, a family gathering or a group meeting will always have a space to enjoy a perfect getaway. Peaceful locations, great gardens and lovely patios for your summer BBQs and dinings al fresco. Small terraces to enjoy the first rays of sun in the morning while having your breakfast and comfortable sofas to take a nap and recharge your batteries. Smart decoration, light colours and stylish interiors define the rentals in the area. Pack now and get yours!

Holidays in Winchester

The area and getting around

Embrace stories from the past

We find Winchester by the edge of South Downs National Park. The city is very well known for its cathedral with the longest medieval nave in Europe, some ruins, Iron Age forts and Civil War sites. A city steeped in history with many visiting sites that will help tourists to uncover Great Britain’s past. From the top of St. Giles Hill you will see the Saxon street plan and the Georgian and medieval buildings. Walk the main street with great shops and cafes for a nice cuppa while touring around.

Savouring Hampshire

The gardens are a beautiful spot for a family picnic and you can take a stroll along the river and enjoy the quietness. Visit the main landmarks and have a bite at any of eateries in the city. The area of Hampshire is famous for lamb, beef and watercress. But there is much more on offer here! Sample some gourmet British food at the Chesil Rectory and sophisticated recipes at Rick Stein’s modern fish dining. Local produce and fine fare defines the gastronomy of the area. Indulge yourself today!

Travellers and activities

Winchester for market lovers

Winchester is a haven for shopaholics. Several markets and independant, unique shops where to find that unusual item nobody else has. Special gifts, vintage clothing or just a jar. In Winchester you will find it. From Wednesday to Sunday, the weekly markets sell fresh produce, household goods, antiques and jewellery. The second and last Saturday of each month, 95 stalls sell their goods at the Farmer’s Market. For a real taste of the South, on Wednesdays, you can buy cakes, award-winning cheeses or traditional jams amongst others at the South Food Market. Choose your day and happy shopping!

Winchester for walking tours lovers

As we mentioned before, some of the landmarks offer guided tours to better understand and learn about the history and the past. Winchester has official guided tours around the city with qualified guides with more than 30 years of experience. The Green Badge guides can take you around Winchester and the surroundings while the Blue Badge guides can take you to Southern England, London or the West Country. The city walking tours take about 90 minutes starting at the Tourist Information Centre. If you want more details, you can also book a private tour just for yourself!

Did you know that Winchester was the capital of Wessex and later on, the capital of England?

Top 5 travel tips in Winchester

1. Feel like one of Arthur’s Knights

A striking site is for sure the Great Hall and King Arthur’s Round Table. Discover this timeless legend and enter the hall, part of Winchester Castle, and be ready to admire the giant round board crowning the wall which is a 700-year-old copy that will amaze you the instant you fix your eyes on it. Try on some medieval clothes and take your best selfie. Cheese!

2. A visit to Winchester City Mill

This is a rare example of a corn mill still working. With more than 1000 years of history, the mill stand in the heart of the city, across the river. Multiple hands-on activities, video displays and baking demonstrations that will show you the history of milling. You will not leave empty-handed. The gift shop offers local produce, fresh flour, books and gifts to take home.

3. Studying in a medieval setting

The oldest school in England is located in Winchester. It’s Winchester College. It was founded by William of Wykeham, Bishop of the city, back in 1382. If you fancy a guided tour of the College and the Chamber Court you will also see the chapel, the original medieval cloister and the redbrick schoolroom. The school now has about 700 boys from 13 to 18 and 70 scholars within the medieval walls. Can you think of a cooler school to go to?

4. Medieval past in modern times

Winchester Cathedral is one of the greatest landmarks in the city. It is also one of the longest medieval cathedrals in Europe. Get inside this masterpiece and admire the magnificent interiors, the illuminated Winchester Bible. Take a guided tour to discover more about its history and try the children’s trail to learn about it in a fun way. Open -air theatre, concerts and other events take place as well as a Christmas Market and an ice rink! After the visit, stop at the beautiful café to have a mid-morning coffee and pastry or a Hampshire cream tea. Want to take a gift? Go to the gift shop and choose your favourite one!

5. Admire the Hospital of Saint Cross

This medieval building is an easy walk from the city centre. It is graded as a Grade I building and is home to 32 Brothers. This beautiful Norman church is surrounded by a quiet atmosphere and very well preserved beautiful gardens. You can visit the church, the Brethren’s Hall and the Victorian Old Kitchen. You can get a medieval gift from the shop and enjoy a cuppa at the Tea Room in the Hundred Men’s Hall. One of the charitable practices is providing the Wayfarer’s Dole, which is the old tradition of giving out some beer and bread for free.

FAQ: Frequently asked questions about holiday rentals in Winchester

How much do you pay on average for holiday rentals in Winchester?

At an average price of £168.90 per night, Winchesterlies at theupper end of the price range for holiday rentals in the United Kingdom.

Are there usually many holiday rentals available in Winchester?

We recommend you to book in advance in Winchester as only 20% of the properties are free, following the data observed in 2019.

How many rentals are available in Winchester?

In Winchester we work with 7 different partners to give you a choice of 110 properties, so you will not be short of options!

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