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

Total holiday rentals
Explore 60 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 4,550 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
60 of Winchester holiday rentals include Wi-Fi access

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

4.7 Average rating
Winchester stays receive an average rating of 4.7 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.
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.

Coachmans Cottage
Coachman’s Cottage is a converted Coach house and Harness room originally built in 1860. It is next door to the owner’s home. Southampton water is a short walk away, and the New Forest lies to the north. There are many local attractions near by including Exbury Gardens and the National Motor Museum at Beaulieu. The property is all on one level. Hythe is just over a mile away. There is a washing machine and tumble dryer available for guests in an adjacent building. Pub 200 mtrs walk away.

Salterns Loft - spacious waterside apartment for 2
A tranquil retreat for two, Salterns Loft is a first-floor apartment equipped to a high standard. It is accessed through a separate entrance and up a spiral staircase. The large open-plan living area has a fully fitted kitchen and bi-fold doors opening onto a Juliet Balcony with great views over an extensive garden to Chichester Harbour, Tournerbury Woods and the South Downs beyond. The airy bedroom has a king-size bed with en-suite bathroom featuring walk-in shower and double sink.

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

Quirky & cool with amazing views to Isle of Wight
Quirky coastal property situated on the beach at Bracklesham Bay. This coastal inspired apartment is light and airy with dramatic sea views across to the Isle of Wight. Close to Chichester harbour and the South Downs and world renowned Goodwood, whether you’re a kite boarder or car enthusiast, this location has it all. Plenty of local restaurants and shops and with great fish and chips on your doorstep, you won’t have to venture far for that seaside experience.

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.

Stylish Barn in Rural Hampshire
Beautiful barn space in the heart of the Hampshire countryside situated on the edge of a village. On the first floor there is a UK Superking bed which can be split into twin beds at £15 extra cost, a table for two people and shower room. Breakfast items such as fruit, yoghurt, bread for toast, jams, honey, marmite are provided along with tea and 'real' coffee. ** Although there is a small kitchenette, there are no cooking facilities for hot food preparation **

Luxury Garden annexe in a great location
A self-contained annexe recently refurbished with separate entrance situated in a mature garden located beside the busy A33 road into Southampton with secure gated parking for one car. The annexe consists of a 3.4 X 4.0m living room/kitchen with a 2.8 X 3.2m rear bedroom with ensuite bathroom. It is well located for the airport and railway station, with bus stops to the city centre or Winchester on the road just outside. An electric charging point is available.

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.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Gorgeous apartment in heart of Winchester, parking

*Stunning River Views*, modern in great location

Hot Tub Retreat - Otium Wine Estate

Winchester, beautiful 3 bedroom

Central Winchester apartment with parking

Walled Garden Cottage by vineyard

The Nest

Luxury 2BR apartment + parking central Winchester
Private apartment rentals

Luxury 2BR/2BA City Penthouse with private Terrace

Free Parking | City Centre Luxury Apartment

A new detached Studio Annexe

Historic Winchester Apartment

New 2 bed ground floor flat with wifi in Fareham.

Damsel Lodge, Test Valley

The Porterhouse - Residence II

The Middle Hideaway - Chic Double Apartment
Apartment rentals with a hot tub

Monopoly Suite - Jacuzzi Bath - Private Kitchen

The Chess Suite * Jacuzzi Bath*Netflix*Kitchen

Cedar Nest - Pool & Spa Complex

The Hideaway

Ocean View Terrace Solar Powered

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

Seahaven in Sandbanks with Private Hot Tub

Little Gem with Hot Tub and Ferry discount.
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 NZD | $195 NZD | $200 NZD | $222 NZD | $229 NZD | $229 NZD | $254 NZD | $253 NZD | $234 NZD | $231 NZD | $231 NZD | $227 NZD |
| 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
- Family-friendly rentals Winchester
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- Apartment rentals Hampshire
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- Apartment rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Longleat Safari Park
- Stonehenge
- Chessington World of Adventures Resort
- South Downs National Park
- Southbourne Beach
- LEGOLAND® Windsor Resort
- Windsor Castle
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- The Tank Museum
- Winchester Cathedral
- Ascot Racecourse





