Find Vacation Rentals in Winchester

Highlights Winchester

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

Best Vacation Rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.
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Winchester, Hampshire
Vacation Rental • 4 Guests • 2 Bedrooms
4.6
(21 reviews)
The Old Cook House is an ex-army property which has been renovated over the years to provide living accommodation.. Step to entrance. All on the ground floor. USB sockets in most rooms. Living room: With Freeview Smart TV.Kitchen/dining room: With electric oven, induction hob, microwave, fridge/freezer, coffee machine, dishwasher and washing machine.Boot room.Step leading to...Bedroom 1: With kingsize bed and Freeview TV.Step leading to...Bedroom 2: With twin beds.Step leading to...Bathroom: With shower over L-shaped bath, toilet and heated towel rail.. Electric heating, electricity, bed li...
from $100 / night
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Winchester, Hampshire
Vacation Rental • 764 ft² • 2 Bedrooms
This delightful city centre apartment Flat 11, Cossack Lane House, Lower Brook Street is situated within a former warehouse building that was sympathetically converted into apartments in the early 1970s.This great apartment offers two double bedrooms so perfect accommodation for four. The property is located in the heart of the city but is surprisingly quiet for its location.The apartment is fully furnished and well equipped making it the ideal city centre holiday base with all the iconic sightseeing within easy walking distance.There is one allocated space in the under building car park (P...
from $258 / night
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Winchester, Hampshire
Vacation Rental • 603 ft² • 1 Bedroom
5.0
(10 reviews)
Convid-19: Hang Your Hat has its own private courtyard garden, a delightful spot to enjoy the outdoors for just you. We are Covid-secure. We thoroughly clean the property taking special care to disinfect contact surfaces. A period of five days is blocked out between stays to ensure no possibility of any infection. Contactless check-in and check-out according to your preference. Hand gel is available at the property.Styled for visitors seeking a stylish or romantic bolthole, a place to enjoy some relaxation time and from where to visit the delights of Winchester. Perfect for the traveler who...
from $192 / night

Prices and availability

Vacation rental prices Winchester

$221for 11 Feb - 18 Feb
$243 annual average
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Average price per week

Vacation rentals availability Winchester

62%for 11 Feb - 18 Feb
51% annual average
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Percentage of available rentals

Vacation rentals 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 center is quiet enough to enjoy a relaxed break in this beautiful town. Look amongst the varied vacation rentals in and around town. Secluded properties that give you all the privacy but still close to the center. Choose your one!

Cozy 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 colors and stylish interiors define the rentals in the area. Pack now and get yours!

Vacations 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!

Travelers 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 jewelry. 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 Center. 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 theater, 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 favorite one!

5. Admire the Hospital of Saint Cross

This medieval building is an easy walk from the city center. 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.

FAQs: Vacation Rentals in Winchester

How much did it cost for a vacation rental in Winchester last year?

Based on last year, Winchester had an average price of $235 per night, a relatively high one for a city in the United Kingdom.

During which months can you find the best price for vacation rentals in Winchester?

]If you want to get the most out of your money, the most budget-friendly months to visit Winchester are June ($208 the average per night for accommodation), May ($215), and April ($218).

During which months are vacation rentals more expensive in Winchester?

Last year, the month that showed the highest annual average prices in Winchester was February, with an average price of $262 per night. This was followed by November, with an average of $253, and then January, with $250.

Are there usually many vacation rentals available in Winchester?

It's worthwhile if you can book your stay with plenty of time when visiting Winchester, as only 23% of our accommodations are usually available throughout the year.

When are more vacation rentals available?

Last year, the months with more available accommodation of the year in Winchester were April, May and March, with average availabilities of 46%, 38%, and 36%, respectively.

When will it be harder to find an available vacation rental in Winchester?

The months with the lowest properties available in Winchester are, in order, September, August, and December with respective average availability figures of 5%, 5%, and 9%, based on the previous year. During these three months, the availability is only 6%. It is therefore recommended to reserve far in advance.

How many vacation rentals does Holidu have in Winchester?

Holidu has 90 properties in Winchester, provided by 6 different partners.

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