Apartment holiday rentals in Winchester

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Top-rated apartment rentals in Winchester

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Top guest favourite
An open-plan living space features a modern kitchen with dark cabinetry and stainless steel appliances. A spacious lounge area contains a comfortable black sofa, while a dining table with several chairs is positioned nearby. Abundant natural light streams in through large windows, illuminating the wood-look flooring.
Flat
5 out of 5 average rating, 144 reviews

Newly Refurbished Spacious Flat : Highclere

A newly refurbished flat on the edge of the Highclere castle estate. The flat is attached to our family home. We are in the middle of the village of Highclere on a country lane with many beautiful walks on the doorstep. The accommodation is within walking distance of our local pub 'The Red House' which serves delicious food and takeaways. A 10 minute drive from Newbury and all its amenities. As well as Highclere Castle, we are ideally located for Newbury Races & Bombay Sapphire Gin Distillery.

Top guest favourite
The exterior of a thatched cottage is shown, characterized by its traditional roof and whitewashed walls. Lush greenery surrounds the entrance, featuring flower beds and trees. A gravel driveway leads up to the cottage, complementing the tranquil ambiance of its rural setting.
Flat
4.89 out of 5 average rating, 169 reviews

Little Trout, Nether Wallop: an oasis of calm

Little Trout is the annex to a 17th century thatched cottage. A one-bedroom flat with fully equipped kitchen, large shower and comfortable sitting room, it is perfect for a trip to West Hampshire and the Test Valley. You will find an oasis of calm in a busy world where you can relax in comfort after an active day visiting the many sites of historic interest or admiring our beautiful local scenery. Almost all our guests have told us that the bed is the most comfortable they have ever slept in!

Top guest favourite
A spacious bedroom is furnished with a king-sized bed, complemented by coordinating bedding and decorative pillows. A comfortable sofa is situated near large windows, allowing natural light to flood the room. A table with two chairs is positioned for dining or work purposes, enhancing functionality.
Flat
4.95 out of 5 average rating, 182 reviews

"The Retreat" at The Fox at Peasemore Country Pub

After a pause in operating while nursing my mother ( hence having to re - earn our Super host status) we are again offering The "Retreat" at The Fox at Peasemore as a lovely, relaxing, quality self-contained apartment. It has its own private entrance, the added bonus being, it is attached to an award winning & highly rated country pub. (See our website for trading hours). Set in the beautiful rural village of Peasemore, 6 miles from Newbury & just a 30 minute drive to Oxford or Marlborough.

Guest favourite
A cozy living area features a light grey sofa positioned to face a television displaying Netflix. A modern wood-burning stove adds warmth to the space, while a door with multiple glass panels leads outside. Light hardwood flooring completes the inviting atmosphere.
Flat
4.91 out of 5 average rating, 147 reviews

The Annexe @ Mandalay Lodge

Kick back and relax in this calm, stylish space. Nestled in the heart of the Hampshire Downs, The Annexe at Mandalay Lodge is the perfect place to unwind. Set next to the main house, the Annexe provides a quiet, tranquil space with a cozy double bed, open plan kitchenette a bathroom with shower & outdoor hot water shower. Stunning views over the countryside from your balcony provides a perfect backdrop for your relaxing stay. There is a Sauna on site bookable for an extra fee, just request.

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
4.92 out of 5 average rating, 481 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 well-appointed bedroom features a spacious bed dressed in patterned bedding with vibrant yellow accent pillows. A small bedside table holds a lamp, and a full-length mirror reflects the light. Soft carpet and a cozy rug add warmth to the inviting space.
Flat
4.95 out of 5 average rating, 442 reviews

Modern self contained annex

Self contained Annex, suitable for short or long stay close to Waterlooville town centre and 2 minutes from A3 routes to London, Guildford and Southampton. Local area consists of shops, restaurants, supermarket and pub all within a short walk. The Annex is self contained with TV, WiFi, Netflix, powerful shower and all necessities for a relaxing stay such as tea, coffee, milk, and a continental breakfast if required. (If you have any special dietary requirements, please email 24 hrs ahead.

Guest favourite
The exterior of a single-story annexe features a light-colored facade with multiple windows and a prominent front door. A brick wall surrounds the garden area, enhancing the entrance. The property includes a driveway with a parked car, framed by greenery on either side.
Flat
4.95 out of 5 average rating, 175 reviews

Exceptional room and study area.

This is the majority of a furnished annexe (no kitchen) located in Burridge , which is half-way between Portsmouth and Southampton. About a mile away from both Swanwick Marina and Park Gate village, Swanwick train station is 15 minute walk. With it's own entrance comprising of main bedroom/sitting area, separate study area and separate shower room. There is space to park a car off the road. A convenient base to visit Winchester, Portsmouth, Southampton and The New Forest. Self check in.

Top guest favourite
Flat
4.98 out of 5 average rating, 295 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
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, 361 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 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.
Flat
4.93 out of 5 average rating, 184 reviews

Modern Apartment Central Winchester

Situated in the heart of Winchester, this newly refurbished 2-bedroom apartment with its own private entrance and modern décor provides a well thought out space for friends, couples & families. This cosy home provides an excellent upmarket base to explore Winchester. A stone’s throw to the city’s favourite pub, St James Tavern, a warm welcoming traditional pub which serves excellent locally sourced home cooked food.

Superhost
The spacious living area is furnished with two comfortable, dark grey sofas, one of which is a pull-out sofa bed. A soft gray rug covers the carpeted floor, complementing the neutral walls. Natural light filters in from a nearby window, and a fireplace adds warmth to the space.
Flat
4.86 out of 5 average rating, 329 reviews

** 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.

Guest favourite
A dining table is set for four on a spacious balcony, framed by a view of the river. Two black chairs surround the table, while greenery is visible in the foreground. The tranquil water reflects the sky, enhancing the outdoor dining experience.
Flat
4.86 out of 5 average rating, 189 reviews

Riverside Retreat - Free Parking

Take it easy at this unique and tranquil getaway overlooking the river. Being a stone throw from Southampton central, it’s close enough to be in town within a 5-10 minute car journey but far enough away to slow down. The property offers a large wraparound balcony from master bedroom to lounge diner. Making it a wonderful spot for indoor outdoor living.

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 £30 per night before taxes and fees

  • Verified guest reviews

    Over 4,990 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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