
Apartment vacation rentals in Winchester
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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!

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.
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.

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.

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.

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

Gorgeous apartment in heart of Winchester, parking

Marston Penthouse overlooking Swanage bay

A new detached Studio Annexe

Free Parking | City Centre Luxury Apartment

Self Contained Annexe Hampshire

Central Winchester apartment with parking

Walled Garden Cottage by vineyard

Luxury Riverside Retreat
Private apartment rentals

Beautiful & Spacious Retreat in Winchester

Luxury 2BR/2BA City Penthouse with private Terrace

Harbour Heights, 1 Bed Apartment, Sleeps up to 4

Two bedroom flat in the heart of Lymington

Historic Winchester Apartment

The Middle Hideaway - Chic Double Apartment

Self Catering Ground Floor Flat

Modern & Historic Duplex Flat Riverside
Apartment rentals with a hot tub

Modern House w/Netflix + Hot Tub

Battleship Suite - Large 2 Person Jacuzzi Bath

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

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 448 | ﺩ.ﺇ 422 | ﺩ.ﺇ 433 | ﺩ.ﺇ 466 | ﺩ.ﺇ 503 | ﺩ.ﺇ 544 | ﺩ.ﺇ 551 | ﺩ.ﺇ 547 | ﺩ.ﺇ 507 | ﺩ.ﺇ 499 | ﺩ.ﺇ 499 | ﺩ.ﺇ 492 |
| 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 apartment rentals in Winchester

Total vacation rentals
Explore 70 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester vacation 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
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- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Windsor Castle
- Stonehenge
- Bracklesham Bay
- Bournemouth Beach
- 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
- Worthing Pier





