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

Total holiday rentals
Explore 60 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £30 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Winchester holiday rentals include wifi 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!

New 2 bed ground floor flat with wifi in Fareham.
This brand new 2 bedroom flat is located close to Fareham town centre and has private parking. It is located 5 minutes from the M27 motorway and within 5 minutes walk of the main line railway station and bus station. Fareham town centre shops, restaurants and pubs are within easy walking distance. The property has easy access by road and rail to all the Portsmouth attractions including Port Solent, the Mary Rose, HMS Warrior, the Historic Dockyard , Gunwharf Quays + the Spinnaker Tower.

Treetops, Awesome 3 Bedroom Flat in Winchester
Treetops is a spacious, lovely & private first floor three bedroom flat. There is everything that you could need for a comfortable stay. The well-equipped flat has its own entrance, a lounge/diner kitchen, hall, 3 bedrooms & 3 bathrooms. It can sleep up to 8 people. Treetops is in a beautiful environment approximately a mile from the centre of Winchester and the train station. Shops, takeaways & a restaurant are only a 5-minute walk away. There is on-site off-road parking available.

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.

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.

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

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.

Kites Nest - Cosy Rural Apartment
Kites Nest is charming and well appointed one bedroom apartment on the grounds of Hungerford Park, minutes from the town of Hungerford, a historic market town in the heart of the North Wessex Downs of Outstanding Natural Beauty and is surrounded by stunning countryside and picturesque villages. An ideal location for exploring Berkshire, Hampshire, Wilshire and Oxfordshire and within easy access to the M4 and Hungerford station which gives access to London Paddington.

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.

Hot Tub Retreat - Otium Wine Estate
Otium Wine Estate's Hot Tub Retreat is an idyllic property set amongst 80 acres of vines, woodland, and fishing lakes. This is the perfect romantic retreat for those looking to escape to the country. Enjoy the wood burning hot tub and watch the sunset over the rolling countryside, with your own decked seating area to relax on. The property also comprises a comfortable double bed, full kitchen, a shower and toilet plus a wood burner for those cosy nights in.

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

Stylish Barn in Rural Hampshire

Boutique New Forest Stay | 2Bed, Terrace & Parking

Self contained en suite room (1 of 2)

Harbour Heights, 1 Bed Apartment, Sleeps up to 4

Damsel Lodge, Test Valley

The Nest

Apartment, Whitchurch,Hants, inc E.V charging

The Old School House Apartment
Private apartment rentals

Gorgeous apartment in heart of Winchester, parking

A new detached Studio Annexe

Winchester, beautiful 3 bedroom

Self Contained Annexe Hampshire

Central Winchester apartment with parking

Walled Garden Cottage by vineyard

City Centre 2 large bedrooms and 2 bathrooms

Self Catering Ground Floor Flat
Apartment rentals with a hot tub

Battleship Suite - Large 2 Person Jet bath/air con

Monopoly Suite - Jacuzzi Bath - Private 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 | £90 | £85 | £87 | £97 | £100 | £100 | £111 | £110 | £102 | £101 | £101 | £99 |
| 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
- Apartment rentals Winchester
- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
- Cabin rentals Winchester
- Villa rentals Winchester
- Cottage rentals Winchester
- House rentals Winchester
- Townhouse rentals Winchester
- Flat rentals Hampshire
- Flat rentals England
- Flat rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Windsor Castle
- Boscombe Beach
- Lower Mill Estate
- Hampton Court Palace
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Goodwood Racecourse
- Winchester Cathedral
- Ascot Racecourse
- The Tank Museum





