Apartment vacation rentals in Winchester

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Top-rated apartment rentals in Winchester

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Top guest favorite
A charming cottage is framed by lush greenery and a colorful garden featuring vibrant flowers. A stone pathway leads to the entrance, and distant hills are visible against a clear blue sky. The structure showcases a rustic red brick facade and a sloped roof.
Apartment in Weston
4.89 out of 5 average rating, 107 reviews

Country Studio flat

Situated in an tranquil hamlet in the lea of Butser Hill, nestled in and amazing view of the South Downs National park a stones throw from Petersfeild. There’re beautiful walks in the surrounding area whilst being very accessible to the A3/train going up to London and Portsmouth. Should you be walking the South Downs way, there is a beautiful walk off the top of Butser Hill. We can also help with supermarket deliveries. We have two bikes you are welcome to borrow for 5min cycle to nearest shop.

Top guest favorite
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.
Apartment in Highclere
5 out of 5 average rating, 138 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 favorite
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.
Apartment in Stockbridge
4.89 out of 5 average rating, 163 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!

Guest favorite
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.
Apartment in Medstead
4.91 out of 5 average rating, 139 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.

Guest favorite
Apartment in Winchester
4.91 out of 5 average rating, 368 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
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.
Apartment in Burridge
4.96 out of 5 average rating, 170 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.

Guest favorite
A covered entryway features a white door framed by wooden beams. A planter with a small green shrub is positioned beside the entrance. Beyond, a gravel path leads to a secluded seating area with a decorative white bench, surrounded by lush foliage.
Apartment in Compton
4.98 out of 5 average rating, 291 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
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, 352 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 favorite
A spacious sleeping area features a large bed with blue bedding and a yellow throw pillow. Two gray armchairs are positioned nearby, accompanied by a glass side table with decorative items. A piece of wall art adds a pop of color to the white walls.
Apartment in The Polygon
4.8 out of 5 average rating, 647 reviews

Stylish & Modern Central Apartment, free parking.

This is a very bright and stylish apartment. Large dual aspect living area, with solid oak furniture and a relaxing, comfortable feel. Modern kitchen and shower room, dining table and seating. Perfect for city visits, either business or pleasure. 🎭 Walking distance to all city attractions. Great for shopping, entertainment (theatre within 3 min walk) and cruise base. 🛳 Cruise parking available (message us for details).

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 Hampshire
4.93 out of 5 average rating, 178 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.
Apartment in Hampshire
4.86 out of 5 average rating, 326 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 favorite
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.
Apartment in Portswood
4.85 out of 5 average rating, 179 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

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,959 GYDG$22,168 GYDG$23,841 GYDG$26,560 GYDG$28,651 GYDG$30,952 GYDG$26,769 GYDG$28,860 GYDG$31,788 GYDG$26,351 GYDG$23,423 GYDG$26,769 GYD
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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 G$8,365 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,990 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

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