Holiday rentals and lettings in Winchester

Holiday rentals and lettings in Winchester

Start comparing over 81 rentals in Winchester and book at the best price!

Find Holiday Rentals & Lettings in Winchester

Highlights in Winchester

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

Best Holiday Rentals & Lettings in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Rental for 4 People in Winchester, Hampshire
Holiday Rental for 4 People in Winchester, Hampshire, Photo 1
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Winchester, Hampshire
Holiday Rental • 4 Guests • 1 Bedroom
No. 5 boasts an elegant open-plan living area, seamlessly integrating the living room, dining space, and fully-equipped kitchen. Glass doors open out to a quaint garden area, providing a lovely spot to relax and enjoy the fresh air. For those who need to catch up on work or simply want a quiet space to read, a separate study room is also available which has a sofa bed available.The bedroom features a sumptuous 3000 pocket sprung mattress, duck feather duvet and pillows, and luxurious French linen sheets, ensuring a restful night's sleep. The bathroom is stocked with high-end toiletries from...
from £147 / night
Holiday Rental for 5 People in Winchester, Hampshire
Holiday Rental for 5 People in Winchester, Hampshire, Photo 1
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Winchester, Hampshire
Holiday Rental • 5 Guests • 3 Bedrooms
8.9
(7 reviews)
A charming, pet-friendly, Grade II listed cottage conveniently located within walking distance of the historic city of Winchester.. Ground Floor: Open plan living space.Living area: Smart TV, WoodburnerDining area.Kitchen area: Kitchen:Kitchen area: Kitchen:First Floor: Bedroom 1: Zip And Link Super Kingsize (6ft) BedBedroom 2: Double (4ft 6in) BedBedroom 3: Single (3ft) BedBathroom 1: Bath With Shower Over Bath, Heated Towel Rail, Toilet. Gas central heating, electricity, bed linen, towels and Superfast Wi-Fi included. Initial fuel for wood burner included. Welcome pack. Garden with patio,...
from £114 / night
Holiday Rental for 4 People in Winchester, Hampshire
Holiday Rental for 4 People in Winchester, Hampshire, Photo 1
Holiday Rental for 4 People in Winchester, Hampshire, Photo 2
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Winchester, Hampshire
Holiday Rental • 4 Guests • 2 Bedrooms
10.0
(4 reviews)
The Old Cook House is an ex-army property which has been renovated over the years to provide living accommodation.. All on the ground floor. USB sockets in most rooms.Step leading to…Boot room.Steps leading to...Kitchen/dining room: With electric oven, induction hob, microwave, fridge/freezer, coffee machine, dishwasher and washing machineLiving room: With Freeview Smart TV.Steps 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, el...
from £81 / night

Other holiday ideas and property types in Winchester that might be interesting

Prices and availability

Current Holiday letting prices Winchester

£216for 20 Jul - 27 Jul
£214 annual average
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Average price per week

Current holiday letting availability Winchester

16%for 20 Jul - 27 Jul
43% annual average
Aug
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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.

Information about holiday lettings in Winchester

🏡 Holiday lettings available: 34 properties.
💳 Discount available: up to -33%.
🌙 Minimum price per night: from £27.
⭐ Most popular amenities: Wi-Fi, garden and barbecue.
🐾 Pet-friendly: 5 properties.
📶 For workation: 100% of the properties.
👩‍👩‍👧‍👦 For families: 6% of the properties.

FAQs: Holiday Rentals & Lettings in Winchester

Which facilities are offered at the holiday lettings in Winchester?

Among the facilities available on Holidu, it seems that the holiday lettings in Winchester contain everything that tourists desire! Here, holiday lettings generally have a variety of facilities, the most popular being: Wi-Fi (98%), garden (48%), and balcony (26%)... Not bad, right?

How are the holiday lettings usually rated in Winchester?

The holiday lettings here often get a lot of positive reviews. 44% of holiday lettings have a rating of 4.5 stars, which suggests that here you won't have difficulty finding great holiday lettings for your next holiday!

Are the holiday lettings in Winchester pet-friendly?

There is quite an even number of holiday lettings that allow travellers who bring their pets with them and those that do not. Therefore, it is advisable to not wait too long to make your reservation to ensure that your pet can accompany you.

Do the holiday lettings in Winchester often come with Wi-Fi?

Of course! According to Holidu's data, 98% of holiday lettings in Winchester have an internet connection. So no need to panic, you will be able to stay connected throughout your stay!

What are the prices like for holiday lettings in Winchester?

The majority of holiday lettings in Winchester (85%) in general cost less than £100 a night. Therefore, this destination is perfect for reserving a budget-friendly holiday letting!

Do the holiday lettings in Winchester often have a fireplace or a swimming pool?

Not always. According to Holidu's data, only 2% of holiday lettings in Winchester are equipped with a fireplace.

Are the holiday lettings in Winchester suitable for stays with the whole family or rather for a weekend break as a small group?

Judging by information from Holidu, 78% of holiday lettings are suitable for up to four guests. Approximately 69% of the holiday lettings here include at least two separate bedrooms. Winchester is the perfect destination for families of four!

Are the holiday lettings in Winchester luxurious?

By looking at the holiday rental portal Holidu, we say that the holiday lettings in Winchester are often an excellent option for those who want to enjoy a luxury holiday. This is because in Winchester, 0% of accommodations have a swimming pool, 48% have a garden and even 2% have a sauna. Also, if what you are looking for is lots of space, 78% of the holiday lettings can accommodate big groups, and 48% have green spaces nearby.

Do the holiday lettings in Winchester have a beautiful view?

26% of holiday lettings have a balcony or terrace, and 11% have a view. However, this does not represent the majority of properties here, so availability can be limited. If this is a priority for you, you should start your holiday planning early. Also, don't forget to use the filters that suit you the best to be sure to find the holiday letting of your dreams. However, 48% of holiday lettings in Winchester have gardens, where you can enjoy the outdoors.

If you are keen to organise a getaway to Winchester, what time of year is the best time to do it?

According to the amenities found at the holiday lettings in Winchester, it is the perfect destination both in summer and winter. This is because there are very varied options, with all the characteristics one can imagine. You can be sure that Winchester is a phenomenal destination to enjoy both winter and summer.

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