City of Winchester holiday homes

We found 1,727 holiday rentals — enter your dates for availability
Select from 51 houses, 37 apartments and other holiday rentals to find the perfect place for your stay in City of Winchester. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Popular City of Winchester destinations on Bookabach

Holiday rentals with weekly discounts – City of Winchester

Showing deals for:20 Nov - 27 Nov

Private kitchen
Interior
Private kitchen
Room
Exceptional
(7 reviews)

Luxury cottage in the stunning Hampshire countryside with garden and views.

Basingstoke

9% off
NZ$2,710
for 7 nights, 1 cottage
NZ$387 per night
includes taxes & fees
Luxury cottage in the stunning Hampshire countryside with garden and views.
Kitchen
Interior
Dining
Living area
Exceptional
(48 reviews)

Modern House with amazing views sleeps 10

Cowes

8% off
NZ$11,816
for 7 nights, 1 home
NZ$1,688 per night
includes taxes & fees
Modern House with amazing views sleeps 10
Lounge area
Porstmouth Historic Dockyard (HMS Warrior from Spinnaker Tower)
Exterior
Room
Exceptional
(243 reviews)

'The Haven' a luxury apartment close to the Meon Shore coast.

Fareham

9% off
NZ$1,508
for 7 nights, 1 apartment
NZ$215 per night
includes taxes & fees
'The Haven' a luxury apartment close to the Meon Shore coast.
Mariners Cottage, yards from the water in Emsworth
Marina
Private kitchen
Room
Exceptional
(25 reviews)

Waterside Cottage In Emsworth, Hampshire

Emsworth

9% off
NZ$2,586
for 7 nights, 1 home
NZ$369 per night
includes taxes & fees
Waterside Cottage In Emsworth, Hampshire
Living area
Dining
Room
Interior
Exceptional
(12 reviews)

Gorgeous Apartment in the heart of Winchester

Winchester

9% off
NZ$3,648
for 7 nights, 1 apartment
NZ$521 per night
includes taxes & fees
Gorgeous Apartment in the heart of Winchester
Exterior
Property grounds
Living area
Private kitchen
Exceptional
(22 reviews)

Luxurious and Cosy Holiday Lodge in the New Forest National Park

Salisbury

9% off
NZ$2,527
for 7 nights, 1 room
NZ$361 per night
includes taxes & fees
Luxurious and Cosy Holiday Lodge in the New Forest National Park
Conservatory
Front of cottage
Kitchen
Rear living area
Exceptional
(120 reviews)

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig

Southampton

8% off
NZ$3,288
for 7 nights, 1 cottage
NZ$470 per night
includes taxes & fees
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
Standard Cabin
Exterior
View From Property
Bathroom
Exceptional
(9 reviews)

Cosy Rural Cabin With Ensuite without Pergola

Alton

18% off
NZ$1,465
for 7 nights, 1 cabin
NZ$209 per night
includes taxes & fees
Cosy Rural Cabin With Ensuite without Pergola
Inglenook with bread oven
Medieval Winchester
Garden gate to Wallop Brook
Kitchen dining
Exceptional
(105 reviews)

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Stockbridge

9% off
NZ$2,837
for 7 nights, 1 cottage
NZ$405 per night
includes taxes & fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Interior
Front terrace leading of dining/kitchen area
Room
Your apartment at the front of the complex
Exceptional
(159 reviews)

Luxury Cowes waterfront apartment with exceptional Marina and Solent Sea Views

Cowes

8% off
NZ$2,802
for 7 nights, 1 apartment
NZ$400 per night
includes taxes & fees
Luxury Cowes waterfront apartment with exceptional Marina and Solent Sea Views
Living area
Private kitchen
Exterior
Interior
Exceptional
(18 reviews)

Holiday Home for 5 people close to Hamble Village centre and Marinas

Southampton

9% off
NZ$2,797
for 7 nights, 1 home
NZ$400 per night
includes taxes & fees
Holiday Home for 5 people close to Hamble Village centre and Marinas

Book a holiday rental for your City of Winchester getaway

Learn about the unique charm of City of Winchester with a stay in a holiday home rental. This city has something for everyone. Southampton Cruise Terminal and New Forest National Park are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in City of Winchester

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes City of Winchester a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Marwell Zoo (4.9 mi / 7.9 km)
  • Broadlands Estate (9.4 mi / 15.2 km)
  • Paultons Family Theme Park - Home of Peppa Pig World (13 mi / 20.9 km)
  • Thruxton Kart Centre (16.2 mi / 26 km)
  • Basingstoke Leisure Park (16.4 mi / 26.3 km)
  • Old Thorns Golf Course (20.9 mi / 33.6 km)

Exploring the natural landscape of City of Winchester

Whether you're looking for adventure or just want to appreciate the scenery, City of Winchester is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • New Forest National Park (19.6 mi / 31.5 km)
  • Avington Park (3.3 mi / 5.4 km)
  • Mayflower Park (12 mi / 19.4 km)
  • Calshot Beach (17 mi / 27.3 km)
  • Meon Shore Beach (17 mi / 27.4 km)
  • Lee-on-the-Solent Beach (18.1 mi / 29.1 km)

How to get to and around City of Winchester

If you're travelling by train, Winchester Station, Winchester Shawford Station and Winchester Micheldever Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in City of Winchester when booking a holiday home?
Among the more popular areas for a City of Winchester holiday home is Twyford. When you book your stay with Bookabach, you will have the entire place to yourself. So you won't have to share it with anyone except for your group.
What is the most popular type of holiday home accommodation in City of Winchester?
Based on our research, cottages are the most in-demand type of holiday property in City of Winchester. But of course, everyone's idea of an epic stay can differ. Bookabach has holiday homes of all sizes, shapes and budgets, so you're sure to discover the best fit for your needs.
How much does it cost to rent a holiday home in City of Winchester?
Property type, length of stay and season are some of the conditions that can influence the price of a holiday home. Simply enter your dates of travel to find the ultimate escape. From cosy cabins to sprawling villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in City of Winchester?
The average price for a holiday home close to the beach in City of Winchester depends on when you're visiting the area and the size and type of property you want. You can find prices easily and quickly on Bookabach by entering your destination and preferred travel dates. Then use the filters to select the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
What are popular home amenities in City of Winchester?
Off-street parking options, a dishwasher and a washing machine are the most popular home amenities in City of Winchester. Whether you're taking to the road as a party of one, with a partner or a bunch of friends, Bookabach will help you find a holiday home that suits your style with all the options you need.
Are there large group holiday homes in City of Winchester?
Take your pick of two holiday homes in City of Winchester that can sleep 10 or more guests. Whether you're planning time away with the family or an event like a party, there's plenty of room to get your group together under one roof.
What are the top attractions for families in City of Winchester?
Keeping the kids amused during your City of Winchester holiday is easy with these family-friendly attractions:
  • Marwell Zoo
  • Winchester Christmas Market
  • Winchester Cathedral
Can I find two-bedroom holiday homes in City of Winchester?
City of Winchester has 39 two-bedroom holiday properties to pick from. Experience a holiday home with all the privacy and comfort you need at an attractive price on Bookabach.
Are there holiday homes with WiFi in City of Winchester?
You can pick from 26 holiday homes with WiFi in City of Winchester. If you want to disconnect from the world on your trip, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in City of Winchester?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Bookabach, so look at the rules of your chosen City of Winchester holiday home before making a booking.
How long can I rent a holiday home in City of Winchester for?
The amount of time you can rent a City of Winchester holiday home for varies depending on the property. Just put in your dates of travel to view options offering longer term stays. They feature all you need to make your extended getaway more comfortable like kitchens and yards. Some holiday homes might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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