
Apartment holiday rentals in Winchester
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Winchester

Total holiday rentals
Explore 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 4,820 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.6 Average rating
Winchester stays receive an average rating of 4.6 out of 5 from guests
Top-rated apartment rentals in Winchester
Guests agree: These apartments are highly rated for location, cleanliness and more.

The Ocean Suite, Ventnor Beach (with Sauna)
Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

The Sky Penthouse, City Centre Luxury
Positioned right in the heart of charming historic Winchester The Sky Penthouse offers luxury modern comfortable 5 star accommodation . Private parking for one car . Positioned an easy level 300 meter walk from the main High Street within the City Centre , 400 meters from Winchester Cathedral and 500 meters from Winchester train station. Great location with a garden. Guests can choose the bed configuration of both the double bedrooms, either 6ft wide super king luxury beds or single beds.

Apartment, Whitchurch,Hants, inc E.V charging
Newly refurbished ground floor flat, located in the center of Whitchurch ,Hampshire. EV charger (type 2, 3.5 KW). Complementary charging is included. Within walking distance to bus stop and train station (mainline to London Waterloo). Walking distance to Whitchurch Silk Mill. Bombay Sapphire distillery is 2 miles away. Clock barn wedding venue 2.7 mile. Carfest 5 miles Highclere castle 7.5 miles The flat includes a new oven with induction hob, microwave, smart TV, iron and a hairdryer.
Large city centre apartment with secure parking
My place is close to all public transport, the city centre, art and culture, right next to the new cinema and restaurant quarter of Town and a short walk to the Mayflower theatre. You’ll love my place because of the neighbourhood, its in the heart of Southampton City Centre and close to lots of the main attractions! My apartment is good for couples, solo adventurers, business travellers and families. This apartment also benefits from secure parking, Wireless internet and a communal garden.

Copper Beech, a secluded two bed apartment
Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

The Loft with free off road parking
A self-contained studio by apartment with kitchen facilities, double bed, sofa and TV. En-suite toilet and shower room. Free off street parking on the doorstep. Situated 5-10 minutes walk from Winchester's historic city centre and even closer to the widely renowned Black Boy pub. Within 150 metres of the South Downs Way. Just a few minutes walk from the Winchester Sports Centre. The apartment is accessed via an external staircase and so may not suit those with mobility issues.

The Annexe at Longacre, near Winchester
The Annexe is a bright and airy self contained house separate from our home. The accomodation is over two floors with wonderful views out to the Hampshire countryside. We are on a quiet private country road 2 miles from the vibrant city of Winchester, 6 miles from Southampton Airport and 3 miles from IBM Hursley. Excellent transport links to London (1 hour from Shawford Station) and to Southampton. We live in the main house. Follow us on Instagram @longacreannexe

Central Winchester garden flat, permit parking
Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral, with the world famous Christmas Market through November and December. Less than ten minutes walk from the Railway Station.

A Discreet Hampshire Downs Retreat for Quiet Stays
Set within the rolling Hampshire Downs, this thoughtfully designed annexe offers rare privacy, calm and refined simplicity. Evenings invite slow living beside your wood burner, while mornings begin beneath the luxury outdoor hot-water shower, immersed in countryside stillness. Designed as I like to travel myself, every detail is intentional, understated and quietly indulgent — a discreet retreat for guests who value space, quality and uninterrupted rest.

Spacious Flat in Central Arundel
A light stylish apartment in a listed building with an outdoor terrace and views over the town. It is situated on the main High Street directly across the road from Arundel Castle. The location is central a step away from restaurants cafes, bars, bistros, lido and beautiful walks. The accommodation is good for couples, solo adventurers and business travellers. THERE ARE JUST OVER 2 OUTSIDE STAIRCASES SO THE APARTMENT IS NOT SUITABLE FOR ALL- SPORRY.

Stylish Apartment • Central Winchester
Situated in the heart of Winchester, this newly refurbished two-bedroom apartment with its own private entrance offers a stylish and comfortable stay for couples, friends and families. Modern décor and thoughtful design create a cosy space to relax after exploring the city’s historic streets, shops and cathedral. You’re just steps from the popular St James Tavern, a welcoming traditional pub serving excellent locally sourced food.

** Stylish, clean and modern apartment **
Clean, wonderfully modern and ideally located en-suite maisonette within close proximity to the following: * Peppa Pig World / Paultons Park (15 minute drive) * Marwell Zoo (20 mins) * Southampton Airport (5 mins) * Winchester (15 mins) * Southampton Cruise Terminal (20 mins) * The New Forest (20 mins) A great and comfortable apartment with all you need for a relaxing stay.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Beachfront Apartment With Panoramic Sea Views

Stylish2Bed-OASIS in heart of village-ParkingSpace

Beautiful flat in Romsey town centre

Self Contained Annexe Hampshire

Walled Garden Cottage by vineyard

Central Winchester apartment with parking

Old town/central Apartment Southampton

Stylish converted stable block
Private apartment rentals

Beautiful & Spacious Retreat in Winchester

Luxury 2BR/2BA City Penthouse with private Terrace

Free Parking | City Centre Luxury Apartment

A new detached Studio Annexe

Historic Winchester Apartment

The Middle Hideaway - Chic Double Apartment

Self Catering Ground Floor Flat

No 2 The Old School House, Winchester with parking
Apartment rentals with a hot tub

Monopoly Suite - Jacuzzi Bath - Private Kitchen

Cedar Nest - Pool & Spa Complex

The Hideaway

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style

Seahaven in Sandbanks with Private Hot Tub

New Forest Hideaway

Little Gem with Hot Tub and Ferry discount.

Luxury Apartment Near Beach & Trendy Restaurants
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 AUD | $160 AUD | $164 AUD | $176 AUD | $190 AUD | $205 AUD | $208 AUD | $207 AUD | $191 AUD | $189 AUD | $189 AUD | $186 AUD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Townhouse rentals Winchester
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- Rentals with a fireplace Winchester
- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Cottage rentals Winchester
- Family-friendly rentals Winchester
- Cabin rentals Winchester
- Apartment rentals Hampshire
- Apartment rentals England
- Apartment rentals United Kingdom
- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Bracklesham Bay
- Hampton Court Palace
- Lower Mill Estate
- Highclere Castle
- Thorpe Park Resort
- Bournemouth Beach
- Chessington World of Adventures Resort
- Boscombe Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Heathrow Airport Terminal 4
- The Tank Museum
- Southbourne Beach
- West Wittering Beach
- Kimmeridge Bay
- Worthing Pier





