Apartment vacation rentals in Winchester

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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

Top-rated apartment rentals in Winchester

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite
Apartment in Ventnor
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!

Top guest favorite
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.
Apartment in Winchester
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 favorite
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.
Apartment in Winchester
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 favorite
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.
Apartment in Hampshire
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 favorite
A two-story cottage is showcased with a slate roof and traditional architectural elements. The exterior features wooden garage doors and a well-maintained garden hedge. A cobblestone driveway leads up to the entrance, framed by a backdrop of clear blue skies.
Apartment in Beaulieu
4.99 out of 5 average rating, 247 reviews

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 ).

Top guest favorite
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.
Apartment in Minety
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 favorite
Apartment in Compton
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 favorite
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.
Apartment in Bracklesham Bay
4.94 out of 5 average rating, 179 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 favorite
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.
Apartment in Winchester
4.95 out of 5 average rating, 397 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 favorite
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.
Apartment in Arundel
4.95 out of 5 average rating, 683 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 favorite
Apartment in Froxfield
4.89 out of 5 average rating, 238 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.

Top guest favorite
The living room features a light and airy design, showcasing a two-seater sofa and a separate sofa bed. A dining table for four is centered in the space, complemented by a fireplace and a wall-mounted TV. Decorative plants enhance the welcoming atmosphere.
Apartment in Winchester
4.93 out of 5 average rating, 228 reviews

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.

Popular amenities for Winchester apartment rentals

When is the best time to visit Winchester?

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