Condo holiday rentals in Winchester

Find and book unique condos on Airbnb

Quick stats about condo rentals in Winchester

  • Total holiday rentals

    Explore 20 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $159 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winchester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.9 Average rating

    Winchester stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated condo rentals in Winchester

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
A light-filled living area features a comfortable gray sofa adorned with patterned cushions. A small, cozy armchair sits nearby, and a wooden coffee table is positioned in front. Natural light streams through the window, highlighting a light blue wall and decorative shelf.
Condo in Winchester
4.97 out of 5 average rating, 174 reviews

Spacious central 2 bedroom apartment+ free parking

A spacious family-friendly 2 double/twin bedroom first floor flat located in the lovely Hyde area of central Winchester. Provides easy access to the city centre with all that the city offers. Only 5 minutes stroll to the train station. This apartment is close to all the historical sites and wide variety of restaurants and cafes which you'll enjoy as well as the cathedral and its impressive grounds. Winchester Christmas market and the city's magical atmosphere should be on everybody's calendar.

Top Guest favourite
Condo in Beggarwood
4.99 out of 5 average rating, 178 reviews

Basingstoke, Cosy 2-Bed Apt with private parking

This attractive 2-bedroom ground-floor home-from-home apartment has 2 parking spaces for your use lounge/dining room with comfortable sofa, armchair and table with chairs Fully equipped kitchen internal bathroom featuring a walk-in shower. Double room has, Double bed, and a single room with large 3ft single bed, Our apartment is smart enabled access from M3 Jct 7 and under 5 miles from Central Basingstoke nature parks within walking distance. Complementary beverages, Milk, biscuits, & snacks 👍

Guest favourite
A well-lit bedroom features a cozy double bed with neutral bedding. Two windows allow natural light to brighten the space. A small table and chairs are arranged beside a decorative plant. Minimalist wall art complements the warm wooden flooring.
Condo in Southampton
4.78 out of 5 average rating, 236 reviews

Stylish flat on High Street close to ship terminal

Welcome in our stylish and newly renovated apartment in the heart of Southampton. Just a minute's walk from West Quay. The apartment features kitchen and bathroom, as well as a cozy double bed. Despite its central location, the apartment is quiet, allowing you to relax and unwind after a day of exploring the city. Whether you're in town for business or leisure, our apartment is the perfect base for your stay in Southampton. Just a kind reminder: Our property does not have air conditioning.

Superhost
A cozy living room is furnished with a spacious sectional sofa facing a wall-mounted TV. Large glass doors offer sweeping views of the sky and surrounding area. Green plants add a natural touch, while a sleek wood-burning stove creates a focal point in the inviting space.
Condo in Westbourne
4.85 out of 5 average rating, 190 reviews

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Top Guest favourite
The exterior of the garden flat is showcased, featuring a sloped roof and large glass doors that open to a spacious terrace. A well-manicured lawn surrounds the building, and a dog relaxes peacefully in the grass. Lush greenery and garden beds enhance the inviting outdoor space.
Condo in Compton
5 out of 5 average rating, 130 reviews

Beautiful stylish Garden flat 8 mins to Winchester

Unique and stylish, this very comfortable and relaxing space offers the peacefulness of countryside whilst being a stones throw from the beautiful city of Winchester - a very short drive or a beautiful walk away. You get the best of both worlds with the city's pubs, restaurants, cafes and historic sights close at hand as well as river walks by the Itchen & beautiful countryside straight from your door. Excellent transport links to London, M3, Southampton Airport and the New Forest.

Top Guest favourite
A cozy living area features a deep blue sofa adorned with a soft blanket. A modern wood-burning stove is positioned against the wall, accompanied by shelves displaying books and plants. A round coffee table sits in front, enhancing the inviting space.
Condo in Hampshire
4.99 out of 5 average rating, 224 reviews

Number 22 Beautiful one bedroom holiday home

Located in the heart of the beautiful coastal town of Emsworth, Number 22 is a lovingly renovated, luxurious coach house apartment. A stylish base from which to explore the beautiful coastline and countryside of this part of West Sussex. With a cosy living room with log burning stove, modern, fully equiped kitchen, double bedroom with a sumptuously comfortable king size bed and luxurious shower room, this really is a home away from home. Outside is a pretty, private courtyard garden.

Guest favourite
The studio features an elegantly decorated sleeping area with a spacious bed adorned with a colorful bedding. Soft lighting highlights the intricate mirror and chandelier. A comfortable chair sits beside the bed, while large curtains frame the windows, adding to the cozy ambiance.
Condo in Winchester
4.91 out of 5 average rating, 211 reviews

Bright Bijou Studio in Central Winchester

A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅

Guest favourite
Condo in Southampton
4.82 out of 5 average rating, 346 reviews

Entire Studio Apartment • Private Entrance •

This is a very bright and stylish apartment. Good size living area, with modern furniture and a relaxing, comfortable feel. Stylish kitchen and bath room, dining table and seating. Perfect for city visits, either business or pleasure. Walking distance to all city attractions. Great for shopping, entertainment, theatres, all within a 10 minute walk away, and cruise base. 🛳 Cruise parking available (message us for details).

Guest favourite
An open plan living area showcases large triangular windows with views of the sea. A comfortable sofa is positioned next to a wooden dining table. Light colors and soft furnishings create an inviting ambiance. Bookshelves are visible, adding to the cozy atmosphere.
Condo in Nettlestone and Seaview
4.92 out of 5 average rating, 124 reviews

Crow's Nest overlooking the sea with balcony

A fantastic holiday flat, sleeps two, with a balcony overlooking the sea. The flat is on the second floor of a beautiful house with it's own private entrance and outdoor staircase. There is an open plan kitchen, dining area, sitting room, shower room and two bedrooms (double and single). Perfect location for a special trip to enjoy a few days by the sea or from which to explore the Isle of Wight.

Guest favourite
The exterior of a red-brick house and an annex is visible, surrounded by landscaped grounds. A gravel driveway leads to the entrance, framed by well-maintained greenery including shrubs and trees. Bright sunlight illuminates the scene, enhancing the inviting atmosphere of the spacious property.
Condo in Hampshire
4.91 out of 5 average rating, 302 reviews

Comfortable detached annex for 2

Detached, comfortable and self-contained annex for one person or a couple, in quiet surroundings with parking. Light, modern and airy. Easy reach of historic and natural beauty. Andover station 1.5 miles, London 1hr by train. Easy access A303/M3. I use this as a workspace and spare space for family when they visit, but also rent it out on Airbnb from time to time.

Top Guest favourite
Condo in Winchester
4.92 out of 5 average rating, 285 reviews

Stable Apartment with Hot Tub near Winchester

Newly renovated apartment with copper bath and hot tub in a converted stable 3 miles from Winchester. The well-equipped kitchen has a table seating six, alongside a boot room/utility, and sitting room with flame effect fire. Guests have access to the owner’s pool (May to September) and tennis court. Private hot tub and fenced garden with outdoor furniture.

Guest favourite
A view from above showcases the rooftops of Winchester, surrounded by lush green trees. The historic architecture of buildings can be seen, with a distant glimpse of a notable structure on the horizon, all under a clear blue sky.
Condo in Winchester
4.95 out of 5 average rating, 255 reviews

TOP FLAT CENTRAL ELEGANCE

This unusual apartment, on two levels, perched above Winchester roof tops, has great vistas and is in a very central position in the City. Step outside on to the cosmopolitan and historic high street; department stores, restaurants, coffee shops, museums are all within seconds: Within minutes stroll into the countryside and enjoy the lovely Hampshire scenery.

Popular amenities for Winchester condo rentals

When is the best time to visit Winchester?

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Avg. price$238 NZD$240 NZD$243 NZD$270 NZD$238 NZD$231 NZD$227 NZD$241 NZD$245 NZD$294 NZD$236 NZD$314 NZD
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