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 favorite
The entrance features a light blue door with decorative glass panels, accompanied by a welcoming doormat. Vibrant pink flowers are arranged in pots alongside lush greenery, creating a bright and inviting entrance.
Condo in Hamble-le-Rice
4.93 out of 5 average rating, 191 reviews

Walking, watersports or relax in lovely Hamble

A cosy apartment with private entrance and private parking directly outside. Tastfully furnished,ideal for a couple or solo guest. A short stroll from Hamble harbour with a great choice of pubs,cafe's,bars and restuartants.Explore Hamble's 55 acre coastal heath or enjoy a short beach walk to nearby Royal Victoria Country Park.Sailing and waterborn activies in the harbour.Attractions HMS Victory, shopping,dining and entertainment at Gunwharf Quays just a 30 min drive away. 150Mbs guest Fast Wifi.

Top guest favorite
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, 139 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.

Guest favorite
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, 295 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 favorite
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
4.98 out of 5 average rating, 371 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 favorite
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
4.77 out of 5 average rating, 198 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.

Top guest favorite
A bright living area features a navy sofa and two wooden chairs positioned around a small dining table. A television on a white media console faces the seating area. Natural light filters through the large window, dressed with dark curtains.
Condo in Dorset
4.97 out of 5 average rating, 109 reviews

Private annex, driveway parking Wi-fi + TV Sports.

Churchill Annex is in Parkstone. 3 mins walk to Waitrose & 3 mins by car to John Lewis; & 100+ shops on Ashley Road; 5 mins drive to sandy beaches of Branksome + Sandbanks, with miles of golden sand. A private annex1st floor of the hosts home. It is a home away from home. Sorry, no pets + no smoking. Benefits from own entrance, separate kitchen, lounge, bedroom + bathroom. Access via a self check-in key-lock box. 50 inchtv + TNT Sports + SKY Sports . Great for a weekend, week or month

Guest favorite
A landscaped gravel garden features a variety of low-maintenance plants and shrubs, creating a serene outdoor space. The two-story structure in the background has large windows that invite natural light, with a wooden fence providing privacy along the perimeter.
Condo in West Berkshire
4.9 out of 5 average rating, 124 reviews

The Hay Loft at Heads Hill Farm

Set on a former dairy farm, on the Berkshire/Hampshire border, The Hay Loft is a recently converted first floor studio flat finished to a superb standard. With views of Watership Down, The Hay Loft is off a quiet country lane leading directly into the Greenham Common nature reserve; it offers a very restful, rural retreat. Ideal for cyclists, hikers and nature-lovers, red kite circle overhead, deer wander through, so much nature to enjoy. Close to Highclere Castle, Newbury Racecourse.

Guest favorite
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
4.92 out of 5 average rating, 186 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 favorite
A bright living space is showcased through large glass doors, offering a view of shimmering waves. A vase of white flowers is prominently displayed on a wooden table, contrasting with a soft grey sofa in the background, creating a serene atmosphere.
Condo in Isle of Wight
4.9 out of 5 average rating, 214 reviews

Modern Beach Side apartment with easy access.

“Beach Side” is a modern apartment directly on the seafront of the popular seaside resort of Ventnor. Located on the south coast of the Isle of Wight, Beach Side is the perfect location to enjoy a beach holiday in one of the sunniest places in the U.K. and as a base to explore the rest of our beautiful Island. Beach Side is on the ground floor of a small block of newly built apartments and so offers easy, no step, access directly onto Ventnor Seafront.

Guest favorite
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, 215 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

Guest favorite
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 St Mary's
4.91 out of 5 average rating, 156 reviews

New Upscale Contemporary Apartment - River Views

Experience modern luxury at this new contemporary riverfront apartment with breathtaking panoramic river views to enjoy. The large apartment features two generously sized bedrooms and bathrooms, guaranteeing your utmost comfort. Revel in the convenience of a walk-in wardrobe, while secure underground parking and gated access offer peace of mind. Your path to an upscale getaway begins here.

Guest favorite
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
4.9 out of 5 average rating, 108 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!

Popular amenities for Winchester condo rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,055 ZARR2,020 ZARR2,140 ZARR2,620 ZARR2,311 ZARR2,243 ZARR2,209 ZARR2,346 ZARR2,380 ZARR2,226 ZARR2,243 ZARR2,465 ZAR
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Quick stats about condo rentals in Winchester

  • Total vacation rentals

    Explore 20 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at R1,370 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winchester vacation 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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