Condo holiday rentals in Winchester

Find and book unique condos on Airbnb

Top-rated condo rentals in Winchester

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

%{current} / %{total}1 / 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
4.97 out of 5 average rating, 147 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
4.92 out of 5 average rating, 304 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 two-story building stands surrounded by lush greenery and blooming rose bushes. A gravel pathway leads to a garage door, while the bright blue sky adds a serene backdrop to the scene. The well-maintained garden enhances the inviting exterior.
Condo in Emery Down
4.97 out of 5 average rating, 379 reviews

Welcoming apartment in the heart of the New Forest

'The Loft' is situated in Emery Down, a beautiful village in the heart of the New Forest where livestock roams free. This welcoming newly refurbished apartment offers a fully equipped kitchen and access to a pretty garden space - perfect for unwinding after a day of exploring. Walking and cycle routes (and a popular pub) can be reached in moments, local amenities are within walking distance in the forest’s capital Lyndhurst and sandy beaches are a short drive away. Private parking is available.

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 City Centre
4.78 out of 5 average rating, 211 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
4.86 out of 5 average rating, 173 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
An open-plan living area features a large, comfortable sofa with colorful cushions. A flat-screen TV is positioned across from a glass dining table with blue chairs, both set against a backdrop of panoramic sea views visible through floor-to-ceiling windows.
Condo in East Southbourne
4.98 out of 5 average rating, 221 reviews

Stunning Apartment With Panoramic Seaviews

Stylish, seafront two double bed apartment. Newly refubished with large south facing balcony and stunning panoramic sea views from all rooms. Comes with own private parking space. Great location at Southbourne beach and situated away from the hustle and bustle of Bournemouth Pier and town centre. Pubs, restaurants, cafes, delis and independent shops of Southbourne Grove are all within easy reach. This is the perfect place to relax, soak up the sunshine and to watch spectacular sunsets.

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, 105 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
A cozy living area features a dark gray sectional sofa adorned with patterned cushions. Two small white tables are positioned in front, with a bottle of wine and a glass displayed. Natural light fills the space through a window, highlighting a geometric-patterned rug.
Condo in Portsmouth
4.89 out of 5 average rating, 107 reviews

Cozy apartment in Southsea with parking.

This newly furnished one bedroom flat is located a stone's throw from the beach right in the heart of Southsea. A big advantage is the private parking space directly in front of the house. The flat is just meters away from the best bars and restaurants the city has to offer, not to mention the Kings Theatre. The most beautiful beach in Southsea is a 10 minute walk away. The train station is a 10 minute walk to the other side. This flat will allow you to fully enjoy your stay in Southsea.

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, 194 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
Condo in Winchester
4.91 out of 5 average rating, 262 reviews

Stable Apartment with Hot Tub near Winchester

Newly renovated one-bed 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.

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
4.93 out of 5 average rating, 214 reviews

Coach House Flat in South Downs National Park.

Newly available after a break, our lovely flat has been renovated and is ready for you to enjoy and 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.

Top Guest favourite
The exterior of Little Bunty Lodge is presented, showcasing a charming single-story structure partially draped in greenery. A pebbled driveway leads to the entrance, framed by well-maintained hedges. The building's rustic roof and windows accent its inviting character amidst a serene natural setting.
Condo in Bashley
4.89 out of 5 average rating, 224 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

Popular amenities for Winchester condo rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$209 NZD$205 NZD$218 NZD$266 NZD$235 NZD$228 NZD$225 NZD$239 NZD$242 NZD$226 NZD$228 NZD$251 NZD
Avg. temp5°C5°C7°C9°C12°C15°C17°C17°C15°C11°C8°C5°C

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 $139 NZD 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, Wi-Fi and Pool across Winchester rentals

  • 4.9 Average rating

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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Condo rentals