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 $177 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,410 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, Wi-Fi 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.

1 of 1 pages1 / 1
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

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.

4.96 out of 5 average rating, 188 reviews
Top Guest favourite
Condo in Beggarwood

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 👍

4.99 out of 5 average rating, 190 reviews
Top Guest favourite
Condo in Winchester

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 dining table with banquette seating, boot room/utility, and sitting room with flame effect fire. Guests have access to the owner’s pool (May to September) for up to three hours per day, and tennis court. Private hot tub and fenced garden with outdoor furniture. Not suitable for children and infants aged 12 and younger (unfenced pond, pool, dogs on site).

4.92 out of 5 average rating, 287 reviews
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

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.

4.83 out of 5 average rating, 198 reviews
Superhost
Condo in Southampton

Central 2 Bed Apt in Sought After St. 4

This 2 bedroom apartment is beautifully decorated, and boasts charm and charisma from the grade 2 listed features of sash windows and a great view of Southamptons sought after Oxford Street which is filled with great bars and restaurants. Each bedroom has its own ensuite and there is free parking spot behind the gates within the private grounds. Your family will be close to everything when you stay at this centrally-located place. So conveniently situated to a varied array of amenities.

4.75 out of 5 average rating, 412 reviews
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

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.

5.0 out of 5 average rating, 146 reviews
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

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 ✅

4.91 out of 5 average rating, 219 reviews
Top Guest favourite
A modern studio space features a comfortable sofa and a round dining table. Large glass doors open to a patio, leading to a grassy area with trees visible in the background. Natural light fills the room through sheer curtains.
Condo in Salisbury

River View: Peaceful, private studio in Salisbury

River View is a modern, peaceful studio just a 2 minute drive from Salisbury Station and a 25 minute level walk from the city centre. It is the perfect base for visiting all that Salisbury and the surrounding area has to offer. Large, scenic windows give plenty of light and views to a long garden, with woodland and river beyond. With your own front door you will be able to come and go as you wish. We have plenty of secure, gated off road parking for car and cycles.

4.97 out of 5 average rating, 231 reviews
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.
Condo in Winchester

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.

4.92 out of 5 average rating, 265 reviews
Top Guest favourite
A charming flat, built above a garage, features a stone facade adorned with climbing greenery. Surrounding it, a small garden showcases vibrant flowers, with a well-maintained lawn and lush shrubbery enhancing the peaceful outdoor setting.
Condo in Liss

Coach House Flat in South Downs National Park.

Our lovely flat has been recently renovated and is ready for you to enjoy. Since January 2026 it also has a brand new washing machine. It is a self contained flat built above our garage in the building that used to be the old Coach House. Set in a quiet location on the northern edge of the South Downs National Park it is well placed for walking, many local attractions, and the lovely town of Petersfield.

4.94 out of 5 average rating, 251 reviews
Guest favourite
A bright living area features a plush blue sofa adorned with pink cushions, complemented by a decorative coffee table in the center. Natural light streams in through the large window, highlighting the neutral walls and wooden flooring. A small bookshelf and a chair define a cozy reading nook.
Condo in Winchester

City Centre Riverside Apartment

This centrally located apartment can be found at the bottom of Winchester's vibrant high street. It also sits adjacent to the River Itchen creating a trendy but equally tranquil vibe. The apartment is perfectly positioned. Spend your days shopping, eating, drinking, sight seeing, exploring the river walks and impressive countryside or even jumping on the train to London. Location Location Location!

4.88 out of 5 average rating, 102 reviews
Superhost
A comfortable living area features a dark sofa paired with a patterned armchair. A glass-top coffee table sits on a decorative area rug, complemented by a colorful vase. Natural light enters through the curtains, illuminating the space and highlighting the wall art.
Condo in Ocean Village

Elegant Apartment on the Marina in Ocean Village

Discover seaside serenity in our charming Ocean Village retreat. This cozy Airbnb invites you to unwind in Southampton's premier waterfront community. Enjoy Marina views, a private balcony, and modern amenities. Steps from the marina and restaurants, this stylish getaway ensures a perfect blend of relaxation and coastal adventure. Book now for an unforgettable stay by the sea!

4.84 out of 5 average rating, 159 reviews

Popular amenities for Winchester condo rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$239 NZD$240 NZD$244 NZD$239 NZD$272 NZD$267 NZD$228 NZD$242 NZD$246 NZD$295 NZD$237 NZD$315 NZD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C