Apartment vacation rentals in Winchester

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Quick stats about apartment rentals in Winchester

  • Total vacation rentals

    Explore 60 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 4,550 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

    60 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.7 Average rating

    Winchester stays receive an average rating of 4.7 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, 177 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 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
5.0 out of 5 average rating, 106 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
Apartment in Winchester
4.9 out of 5 average rating, 410 reviews

Copper Beech, a secluded two bed apartment

Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

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, 251 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
An open-plan living area is presented, showcasing a vibrant red sofa adorned with colorful cushions. A distinctive area rug in shades of blue and green lies on the oak flooring. Large windows offer views of the surrounding greenery, enhancing the bright and airy atmosphere.
Apartment in Hampshire
4.99 out of 5 average rating, 151 reviews

Salterns Loft - spacious waterside apartment for 2

A tranquil retreat for two, Salterns Loft is a first-floor apartment equipped to a high standard. It is accessed through a separate entrance and up a spiral staircase. The large open-plan living area has a fully fitted kitchen and bi-fold doors opening onto a Juliet Balcony with great views over an extensive garden to Chichester Harbour, Tournerbury Woods and the South Downs beyond. The airy bedroom has a king-size bed with en-suite bathroom featuring walk-in shower and double sink.

Top guest favorite
Apartment in Compton
4.98 out of 5 average rating, 310 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
4.95 out of 5 average rating, 188 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, 412 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 spacious room features a plush bed dressed in crisp white linens, complemented by a soft green throw. A cozy armchair sits nearby, and a bedside table holds a stylish lamp. Natural light filters in through two windows, framed by subtle patterned curtains.
Apartment in Medstead
4.94 out of 5 average rating, 233 reviews

Stylish Barn in Rural Hampshire

Beautiful barn space in the heart of the Hampshire countryside situated on the edge of a village. On the first floor there is a UK Superking bed which can be split into twin beds at £15 extra cost, a table for two people and shower room. Breakfast items such as fruit, yoghurt, bread for toast, jams, honey, marmite are provided along with tea and 'real' coffee. ** Although there is a small kitchenette, there are no cooking facilities for hot food preparation **

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, 693 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, 253 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 sunny bedroom features a king-sized bed adorned with a patterned duvet, complemented by a round mirror above a desk. A small dining table with chairs is positioned near the window, while the wall is painted in a warm yellow hue, creating a cheerful ambiance.
Apartment in West Wittering
4.98 out of 5 average rating, 108 reviews

The Nest

The Nest is a modern, comfortable room with a king sized bed and a kitchenette nestled in the heart of West Wittering village, a short walk to the beautiful sandy beach or the pub for a delicious meal. There are also a couple of cafes within walking distance and the village shop. It is suitable for two adults but we can provide a camp bed for a child for a small additional fee. Photos updated March 2025.

Popular amenities for Winchester apartment rentals

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