Holiday rentals and lettings in Winchester

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Popular Lettings in Winchester

Apartment for 4 people, with garden
4 pers., 1 bedrooms
4.7
19 reviews
Winchester, Hampshire
from
£101per night
Apartment for 4 people
5.0
97 reviews
Winchester, Hampshire
from
£109per night
Apartment for 5 people
5 pers., 3 bedrooms
4.8
161 reviews
Winchester, Hampshire
from
£144per night
Holiday home for 2 people
2 pers., 1 bedrooms, 33m²
5.0
1 review
Winchester, Hampshire
from
£116per night
Holiday home for 6 people, with garden
6 pers., 2 bedrooms
4.8
10 reviews
Winchester, Hampshire
from
£158per night
Apartment for 2 people
2 pers., 1 bedrooms
4.7
3 reviews
Winchester, Hampshire
from
£113per night
Apartment for 4 people
4 pers., 2 bedrooms
5.0
1 review
Winchester, Hampshire
from
£150per night
Cottage for 4 people, with garden
4 pers., 2 bedrooms
4.9
20 reviews
Winchester, Hampshire
from
£141per night
Holiday home for 8 people, with balcony
8 pers., 3 bedrooms
4.8
4 reviews
Winchester, Hampshire
from
£222per night
Holiday home for 2 people, with garden and sauna
4.9
55 reviews
Winchester, Hampshire
from
£143per night
Cottage for 4 people, with garden, with pets
4.5
6 reviews
Winchester, Hampshire
from
£89per night
Cottage for 2 people, with balcony/terrace
2 pers., 1 bedrooms
4.7
20 reviews
Twyford (Hampshire), Hampshire
from
£97per night
Holiday home for 6 people, with garden
Winchester, Hampshire
from
£142per night
Apartment for 5 people
5 pers., 2 bedrooms, 78m²
Winchester, Hampshire
from
£150per night
Cottage for 5 people
5 pers., 2 bedrooms
4.0
4 reviews
Winchester, Hampshire
from
£321per night
Cottage for 3 people, with garden
3 pers., 1 bedrooms
Winchester, Hampshire
from
£136per night
Holiday home for 4 people
4.0
2 reviews
Winchester, Hampshire
from
£129per night
Cottage for 5 people, with garden
Winchester, Hampshire
from
£151per night
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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 39
Pet allowed 5
Balcony/Terrace 10
TV 36
Garden 22
Parking 34
Washing machine 33
Heating 34

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.

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