Apartment holiday rentals in Winchester

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.

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 Ocean Suite, Ventnor Beach (with Sauna)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 2025 LUXLife Magazine 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, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

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.

Seascape - a Luxurious Coastal Escape

**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

Sunset Cabin. Right on the Water's Edge! Stunning!

Welcome to Sunset Cabin! A fabulous one-bedroom waterside garden apartment, backing directly onto the Blue Lagoon and Poole Harbour, overlooking Brownsea Island. A haven for birdlife and stunning sunsets! Peaceful and so close to nature, whilst being centrally located in desirable Lilliput. Enjoy the beautiful view from your bed! Our jetty and slipway, two kayaks and paddleboards are there for you to enjoy the Lagoon and experience the Harbour.

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.

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.