Apartment holiday 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.

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Guest favourite
Flat
4.99 out of 5 average rating, 170 reviews

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!

Guest favourite
A charming wooden annexe is depicted, featuring a sloped roof and multiple windows. The exterior is set against a backdrop of lush greenery and a clear blue sky. A gravel pathway leads to the entrance, framed by shrubbery and garden elements.
Flat
4.92 out of 5 average rating, 253 reviews

Ellerslie Lodge Annexe private, cosy. Free parking

Nestled in the slopes of Portsdown Hill, a welcoming "countryside" retreat, whether relaxing or business. This private first floor annex has everything you need. A 5 minute drive from M27 . Included a Hospitality Pack. Free parking for one car, on private driveway covered by CCTV. Easy access to M27, M3, A3, QA, Hospital, Fort Nelson, Historic Dockyard. Near local businesses and Trafalgar Wharf. Fully equipped kitchenette with hotplate .Shower room and comfy double bed . Free Wi-fi

Top guest favourite
A bedroom features a four-poster bed with sheer drapes, dressed in crisp white linens and a textured blue blanket. Skylights illuminate the room, complemented by dark blue walls and a contrasting light carpet. A wooden desk and colorful artwork add to the welcoming ambiance.
Flat
4.93 out of 5 average rating, 503 reviews

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.

Top guest favourite
A polished silver bowl filled with ice displays several bottles of champagne. Fresh lilies and elegant candelabras are positioned nearby, adding a touch of sophistication to the setting. The arrangement creates a celebratory atmosphere.
Flat
5 out of 5 average rating, 105 reviews

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.

Guest favourite
The exterior of a charming two-story building is adorned with greenery, featuring brick and flint walls. A well-maintained stone pathway leads to the entrance, which is framed by lush plants. Bright sunlight illuminates the scene under a clear blue sky.
Flat
4.83 out of 5 average rating, 109 reviews

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.

Top guest favourite
A gravel pathway leads through an entrance gate flanked by wooden fences, revealing a charming Mews house surrounded by greenery. Sunlight filters through the trees, illuminating the building's exterior featuring a sloped roof and multiple windows.
Flat
4.98 out of 5 average rating, 107 reviews

Modern, cosy, welcome to the Mews House!

Welcome to our modern yet cosy Mews House! We’d love you to come and visit the beautiful Cotswolds from our quiet retreat. The Mews is fully equipped with a kitchen, shower room, King Size bed and wood burning stove to keep you warm and provide an ideal location to relax and enjoy your own choice of food. We have everything you’ll need including oven, microwave, dishwasher, and we will gladly help with anything you might need during your stay. We look forward to welcoming you!

Top guest favourite
A wooden gate stands slightly open, framed by gravel parking and surrounded by a wooden fence. The sky displays soft hues of orange and pink as the sun sets, with silhouettes of trees in the background creating a serene atmosphere.
Flat
4.94 out of 5 average rating, 187 reviews

Roomy self-contained annex near Highclere Castle

Within 5 minutes drive of Highclere Castle (Downton Abbey) set in the North Wessex area of outstanding natural beauty on the edge of a dark sky area. Close to Newbury, 1 hour to Oxford, Windsor, Bath, Winchester and Stonehenge. London 1 hour by train from Newbury Station 15 minutes away. There are a variety of places to eat close by ranging from cosy pubs to fine dining restaurants. Vine Annex sleeps 4 one king sized double, one single and one small single in twin room.

Top guest favourite
Flat
4.98 out of 5 average rating, 308 reviews

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

Top guest favourite
A corner seating area features a wooden table and two folding chairs, positioned near expansive windows that provide unobstructed views of the sea. Soft natural light floods the space, highlighting the light-colored wood paneling and enhancing the coastal ambiance.
Flat
4.94 out of 5 average rating, 178 reviews

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.

Top guest favourite
The lounge area features a comfortable sofa adorned with colorful cushions and a light rug underfoot. A small armchair adds seating options, while natural light filters through the large windows, illuminating the room. A round coffee table rests in the center, enhancing the cozy atmosphere.
Flat
4.95 out of 5 average rating, 396 reviews

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.

Top guest favourite
The kitchen features modern cabinetry with a wood countertop, including a gas stove and a microwave. Natural light floods in through expansive windows, illuminating the open living space which contains a dining table and comfortable seating. A TV is mounted on the wall.
Flat
4.95 out of 5 average rating, 676 reviews

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.

Top guest favourite
Flat
4.89 out of 5 average rating, 236 reviews

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

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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

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