Apartment holiday rentals in Winchester

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Top-rated apartment rentals in Winchester

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Top guest favourite
Flat
4.99 out of 5 average rating, 126 reviews

Stylish Ground-Floor Flat W/ Parking | Near Beach

Welcome to your home away from home in beautiful Southbourne! This stylish and modern 2-bedroom ground-floor apartment is part of a 2022-built development just a few minutes’ walk from the clifftop and sandy beaches below. Sleeps 5, with parking, EV charging and secure storage for bikes, boards, or beach gear. Perfectly located for beach days, coastal walks, or exploring the vibrant local high street filled with cafés, shops, and restaurants. This space is ideal for couples, families, & friends

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, 493 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
An external view of the studio flat features a flight of wooden stairs leading up to a private entrance. The gate at the foot of the stairs opens to a pathway bordered by trees and greenery, set under a clear blue sky.
Flat
5 out of 5 average rating, 134 reviews

Self-Contained Guest Studio Flat

Lovely studio flat with driveway parking, close to Guildford town centre. King size bed, fitted kitchen with oven/microwave, fridge, Nespresso machine, smart tv and bathroom with power shower. We are located about in a very quiet area, yet just a few minutes drive away from Guildford town centre. Our garden borders the North Downs way so great for walkers. Private entrance (up a flight of stairs), and free parking behind electric gates. Milk, tea coffee etc, and anything else you require.

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, 101 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
4.82 out of 5 average rating, 101 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.

Guest favourite
A dining area features a round wooden table set for a meal, accented with a vase of white orchids. Sunlight filters through expansive windows, providing views of the sea and sky. Minimalistic white chairs surround the table, enhancing the inviting space.
Flat
4.91 out of 5 average rating, 137 reviews

Luxury Penthouse 2-Bed Apt w/ Sea View, Gym & PKG

Retreat to the wonder of this spacious penthouse apartment in the heart of Bournemouth, where soaking up panoramic sea views of the mesmerising Jurassic Coast is just another day. With free & secure on-site parking for 2 vehicles, hassle-free vacations have never been easier. Not only does this apartment boast 2 stylish en-suite bathrooms, a fully-equipped kitchen and comfortable furnishings, but this admirable space will take your staycation to the next level with free & fast Wi-Fi.

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, 170 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, 301 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, 170 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, 383 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.

Guest favourite
A wooden deck features two woven chairs positioned beside a wood burning hot tub, with a small table holding refreshments. The retreat is situated against a backdrop of rolling green hills under a clear blue sky, with the entrance of the cabin visible in the background.
Flat
4.91 out of 5 average rating, 108 reviews

Hot Tub Retreat - Otium Wine Estate

Otium Wine Estate's Hot Tub Retreat is an idyllic property set amongst 80 acres of vines, woodland, and fishing lakes. This is the perfect romantic retreat for those looking to escape to the country. Enjoy the wood burning hot tub and watch the sunset over the rolling countryside, with your own decked seating area to relax on. The property also comprises a comfortable double bed, full kitchen, a shower and toilet plus a wood burner for those cosy nights in.

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, 200 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

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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 5,130 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

    40 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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