Condo vacation 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
4.96 out of 5 average rating, 181 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.

Superhost
Condo in Southampton
4.76 out of 5 average rating, 397 reviews

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.

Guest favourite
An open-plan living area features a comfortable white settee and patterned armchair, accompanied by a glass-top dining table set for four. Large windows provide abundant natural light and the view of the balcony. A soft area rug complements the wooden floor.
Condo in Southampton
4.87 out of 5 average rating, 141 reviews

Contemporary Penthouse Apartment Southampton City

A light and airy contemporary 2 Bed penthouse apartment in the heart of Southampton City. High ceilings, large windows and patio doors extend onto a sunny balcony with ever changing views over the City and beyond to Southampton Water and Cunard’s premier cruise ship terminal. A few minutes walk to Oxford Street with an extensive range of pubs and restaurants providing outside dining in a lovely European style pedestrian area. A short walk through the City Parks to Solent University and RSH.

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, 139 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 Winchester
4.91 out of 5 average rating, 216 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 Fareham
4.98 out of 5 average rating, 119 reviews

Georgian Apartment -3 Bedroom Top Floor

luxurious 3 Bedroom self contained apartment within a large Georgian house. Located between portsmouth and Southampton. Directly on the high street with a number of shops and restaurants. The apartment is completely self contained with its own lockable entrance on the 1st floor ,kitchen , large bathroom , cosy living space with Tv, sofa, Table and 3 large bedrooms. 2 bedrooms have en-suite bathrooms all complete with underfloor heating. Free on site parking available

Guest favourite
The exterior of the studio flat features red brick walls accented with green climbing plants. A white door with a simple handle is framed by a small shrubbery, while a window with white trim is visible above, contributing to the charming appearance.
Condo in Charter Alley
4.93 out of 5 average rating, 149 reviews

Stunning studio flat in countryside setting

We live in a quiet and tranquil village surrounded by beautiful fields and countryside. Our studio flat is recently refurbished and is separate to our family home with its own access. There are many pretty walks around the area and several pubs in easy proximity. We have a village shop, and both Basingstoke and Tadley are 10 minutes by car. Basingstoke hospital and the railway station are also a 10 minute drive. We offer private parking (off road) for 1 car.

Guest favourite
Condo in Southampton
4.83 out of 5 average rating, 356 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
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
4.92 out of 5 average rating, 248 reviews

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.

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, 115 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.

Superhost
The living room showcases a large foam-filled sofa positioned in front of a wall-mounted 65" Smart 4K TV. Natural light floods the space through the nearby windows, highlighting the contemporary decor. A balcony offers river views, enhancing the overall atmosphere.
Condo in Southampton
4.9 out of 5 average rating, 166 reviews

Luxury 2 Bed Apartment | River Views | Parking

A sleek two-bedroom apartment with stunning river and marina views in Southampton. Premium throughout - Villeroy & Boch bathrooms, Dolby Atmos sound bar, 65" 4K TV, walk-in wardrobe and king-size Sleepeezee mattress in the master suite. Secure gated underground parking, video entry and in-apartment safe included. Ocean Village's restaurants are a 8-minute walk, with the New Forest under 30 minutes by car.

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
4.86 out of 5 average rating, 146 reviews

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!

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