Apartment vacation rentals in Winchester

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Top-rated apartment rentals in Winchester

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Guest favourite
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, 108 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.

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.
Apartment in Medstead
4.91 out of 5 average rating, 146 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 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.
Apartment in Hampshire
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
Apartment in Winchester
4.91 out of 5 average rating, 373 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.

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.
Apartment in Burridge
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
Apartment in Compton
4.98 out of 5 average rating, 294 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.
Apartment in Winchester
4.95 out of 5 average rating, 360 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.
Apartment in Hampshire
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
A bright bedroom features a spacious bed adorned with soft pillows and a cozy throw. Nightstands with lamps sit on either side, providing warm lighting. Three art pieces grace the wall above the bed, and a potted plant adds a touch of greenery to the inviting space.
Apartment in Shirley
4.82 out of 5 average rating, 150 reviews

Beautiful studio, near hospital & centre

A newly renovated apartment in an old Victorian property. You have self check-in and out for privacy and flexibility. The space includes double bedroom with a new king-size bed and mattress & views into garden, private fully-equipped kitchen and bathroom with a shower unit. There is a garden which you are very welcome to use, sun permitting! Please not the garden space is shared.

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, 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.
Apartment in Portswood
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.

Superhost
A bright living area features a spacious light-colored sofa and a glass coffee table. Large glass doors offer access to a balcony with views of the River Itchen, while natural light fills the room, highlighting the modern furnishings and decor.
Apartment in St Mary's
4.87 out of 5 average rating, 151 reviews

*Stunning River Views*, modern in great location

New, modern and bright apartment next to the River Itchen with awesome river views from balcony in an excellent location! Close to Ocean Village with high end furnishings and close to popular amenities, and a short walk to the city centre, and short transfers to cruise terminals.

Popular amenities for Winchester apartment rentals

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Avg. price$148 CAD$155 CAD$161 CAD$172 CAD$177 CAD$190 CAD$189 CAD$203 CAD$194 CAD$168 CAD$161 CAD$162 CAD
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Quick stats about apartment rentals in Winchester

  • Total vacation rentals

    Explore 570 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 18,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    550 of Winchester vacation 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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