Condo holiday rentals in Winchester

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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, 152 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
The open-plan living area showcases modern furnishings with floor-to-ceiling windows, allowing natural light to fill the space. A cozy dining table is set for two, complemented by a plush sofa and a stylish rug, creating a welcoming atmosphere for relaxation.
Condo in Hampshire
4.94 out of 5 average rating, 310 reviews

The Perch, a touch of luxury in the New Forest

The Perch is situated in the center of Lyndhurst, considered by many to be ‘the heart of the New Forest’. With floor-to-ceiling windows you will have views across the rooftops to the open forest and up and down the bustling & busy High Street below. Furnished and equipped to a very high standard, it is the perfect pad for up to two adults. Step out of The Perch and you are immediately surrounded by coffee-shops, restaurants, pubs and boutique shops. Sorry no babies, children or pets allowed.

Top Guest favourite
A spacious living area features large glass doors offering expansive views of the ocean. A neutral-toned sofa is positioned near a minimal coffee table, with natural light flooding the space. The room is complemented by light wooden flooring and a soft area rug.
Condo in Canford Cliffs
4.98 out of 5 average rating, 225 reviews

Luxury flat on Sandbanks beach with panorama view

Luxury top floor two room apartment. Located directly on the beach of the Sandbanks peninsula with breathtaking double sided views over Bournemouth Bay, Studland, Isle of Wight and Poole harbour. It has everything you need for a self-catering holiday and loads of sporty activities just around the corner (all sorts of water sport, walks, golf, tennis, bike riding & lots more). Suitable for people who want to relax and wind down. Please beware this is not a party location. NB: Very steep stairs.

Top Guest favourite
A light-filled living area features a comfortable sofa and a wooden dining table surrounded by chairs. An abstract mirror arrangement adorns the wall. A decorative rug adds warmth to the floor, and potted plants enhance the inviting ambiance.
Condo in Beggarwood
4.99 out of 5 average rating, 173 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

Superhost
A modern penthouse terrace features a spacious outdoor deck that seamlessly transitions into the bright living area. Expansive glass walls invite natural light, while the inviting interior includes comfortable seating and greenery. The serene sky above is visible, adding to the tranquil setting.
Condo in Westbourne
4.86 out of 5 average rating, 174 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
A modern garden flat is shown from the front, featuring a sloped roof and large glass doors that open onto a deck. A low fence encloses a paved area with decorative plants. The surrounding greenery adds to the tranquil setting.
Condo in Compton
5 out of 5 average rating, 109 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.

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 Hampshire
4.91 out of 5 average rating, 197 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 ✅

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 Wiltshire
4.97 out of 5 average rating, 197 reviews

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.

Top Guest favourite
Condo in Winchester
4.91 out of 5 average rating, 267 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. An en-suite bunk room is available on request for an extra fee. 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 living area is depicted with a comfortable sofa, a coffee table, and a television displaying a streaming service. Natural light floods in through multiple glass doors leading to a balcony. A desk is positioned nearby, accompanied by a chair and plants adding to the ambiance.
Condo in Southampton
4.9 out of 5 average rating, 101 reviews

Top-floor retreat with views & free parking

Step into a stylish top-floor flat with stunning skyline views, private balcony and secure parking. Just 10–15 mins to the city centre, 15–20 mins to the cruise terminal and 1.6 miles from Southampton airport with fast M27/M3 access. Nearby buses and e-bikes make exploring easy. Bright, modern and peaceful, it’s the perfect base - whether you’re here for Southampton, a cruise, or adventures across Hampshire.

Top Guest favourite
An open-plan living area is highlighted by exposed wooden beams and a stylish staircase. A cozy seating area features a gray sofa adorned with a decorative pillow. A modern kitchenette with high-end appliances is visible in the background, complemented by a window that allows natural light to brighten the space.
Condo in Bashley
4.9 out of 5 average rating, 230 reviews

Luxurious Apartment in New Forest National Park

Little Bunty Lodge is ideal for a romantic getaway or a peaceful solo retreat, this luxurious studio offers comfort and style. A great base to explore the beautiful New Forest, with ponies and deer roaming free, as well as the stunning local beaches. Barton beach 3 miles Avon beach 6.5 miles Lymington 7.5 miles Christchurch 7 miles Bournemouth 14 miles Southampton with West Quay shopping complex 18.5 miles

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 Hampshire
4.94 out of 5 average rating, 217 reviews

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.

Popular amenities for Winchester condo rentals

When is the best time to visit Winchester?

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Avg. price$169 AUD$167 AUD$177 AUD$216 AUD$191 AUD$185 AUD$182 AUD$193 AUD$196 AUD$236 AUD$189 AUD$251 AUD
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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 $113 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,850 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!

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