
Apartment holiday rentals in Winchester
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Winchester
Guests agree: these apartments are highly rated for location, cleanliness and more.

* Spacious Flat * Quiet&Clean * Everything Close *
🎩The "Top Hat" apartment. Very clean, large self-contained, by the green expanse of Southsea Common & the seafront. A breath of fresh air! Take a quiet early morning stroll without the tourists. Although shops, bars & restaurants are only a stone's throw away, the area feels peaceful and secluded. Very private. Smart TV's with Xbox. Come & enjoy fabulous Southsea. Your adventure is ready & waiting. All it needs now is you! Host on site if needed. 🚘12hr/24hr street parking permits £5/£10 each.

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.

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.

Little Greatfield is a character 2 bedroom cottage
Unique situation this detached cottage, with an EV charger, is within the Greatfield estate and has beautiful private gardens within a parkland setting. There is a private security gate for access. We are a short walk (5 mins) from Bucklers Hard village and Beaulieu River, where you will find the Master Builders hotel and pub, the Marina and the Maritime Museum. For the hotel restaurant advance booking is recommended. There is a lovely riverside walk to Beaulieu village ( 2.5 miles ).

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.

Stunning Beachside Apartment- Balcony & Parking
A beautiful brand new premium modern sea-view top floor apartment situated right across the street from the popular Blue Flag Southbourne Beach. Featuring one large bedroom with a king size bed, a large kitchen, lounge and dining area with a balcony looking out to Bournemouth, Isle of Wight and Swanage. This apartment has onsite parking and as it is a new build all the furnishings are brand new making your beach getaway very comfortable and relaxing!

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.

The Studio @ Black Barn, Nr Petersfield.
Newly refurbished, ‘The Studio at Black Barn’ is an open plan self-contained private annexe with own parking right outside its own private entrance and garden. Your accommodation is on the ground floor of a family home, surrounded by countryside near Petersfield. Perfect for 1 or 2 adults to indulge in a relaxing mini break; also ideal for a fleeting overnight work visit and take advantage of the superfast broadband to work from Black Barn.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

The Beach Hut

A new detached Studio Annexe

Marlow F7-Central-1 Bed Penthouse Wi-Fi & Parking

Walled Garden Cottage by vineyard

Central Winchester apartment with parking

Self contained one bedroom flat in a larger house

Little Trout, Nether Wallop: an oasis of calm

Luxurious Self Catering Annex
Private apartment rentals

Gorgeous apartment in heart of Winchester, parking

Free Parking | City Centre Luxury Apartment

The Studio at Chessell, Isle of Wight

Self Contained Annexe Hampshire

Studio Flat 3rd Floor

Cosy Flat | Near City Center, Hosp. & Uni

Little Brookwood

Boutique Apartment Lymington Centre /Parking X 2
Apartment rentals with a hot tub

Modern House w/Netflix + Hot Tub

Monopoly Suite - Jacuzzi Bath - Private Kitchen

Cedar Nest - Pool & Spa Complex

The Hideaway

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

Little Gem with Hot Tub and Ferry discount.

Luxury Apartment Near Beach & Trendy Restaurants

Contemporary Apartment | Beach & Town
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £91 | £86 | £88 | £95 | £102 | £111 | £112 | £111 | £103 | £102 | £102 | £100 |
| 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 |
Quick stats about flat rentals in Winchester

Total holiday rentals
Explore 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £22 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 & 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
70 of Winchester holiday rentals include wifi 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
Destinations to explore
- Family-friendly rentals Winchester
- Rentals with a fireplace Winchester
- House rentals Winchester
- Rentals with breakfast Winchester
- Rentals with outdoor seating Winchester
- Rentals with a washing machine and dryer Winchester
- Cabin rentals Winchester
- Apartment rentals Winchester
- Cottage rentals Winchester
- Rentals with a patio Winchester
- Pet-friendly rentals Winchester
- Townhouse rentals Winchester
- Villa rentals Winchester
- Flat rentals Hampshire
- Flat rentals England
- Flat rentals United Kingdom
- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Windsor Castle
- Stonehenge
- Bournemouth Beach
- Bracklesham Bay
- Thorpe Park Resort
- Lower Mill Estate
- Highclere Castle
- Hampton Court Palace
- Chessington World of Adventures Resort
- Boscombe Beach
- Winchester Cathedral
- Southbourne Beach
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- West Wittering Beach
- St Mary's Stadium
- Kimmeridge Bay
- RHS Garden Wisley





