Apartment vacation rentals in Winchester

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Quick stats about apartment rentals in Winchester

  • Total vacation rentals

    Explore 60 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $57 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Winchester vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.7 Average rating

    Winchester stays receive an average rating of 4.7 out of 5 from guests

Top-rated apartment rentals in Winchester

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favourite
A well-lit bedroom features a spacious bed with decorative green cushions and two bedside tables, each topped with a lamp. Framed artwork is displayed above the bed, and a round mirror adds depth to the space. A dark wooden dresser is positioned against the wall.
Apartment in Lyndhurst

2 Bedroom, Lyndhurst Apartment, New Forest

This recently refurbished 2 bedroom apartment is just 7 min walk from the centre of Lyndhurst and 'a stones throw' from endless forest walks, bike rides and the Coast. This well equipped ground floor apartment with onsite free parking, comfortably sleeps up to 4 guests and is within walking distance to all local amenities. Lockable bike shed available. Lyndhurst has a wide variety of restaurants, pubs, cafes and shops. A perfect location to experience the best of the New Forest National Park.

FamilyLocationNearby

4.99 out of 5 average rating, 108 reviews
Guest favourite
A spacious bedroom features a large double bed adorned with crisp white linens and decorative pillows. A sleek wardrobe with mirrored doors reflects light, while large windows provide ample natural light. The room is complemented by soft blue accent walls and a plush bench at the foot of the bed.
Apartment in Southampton

The Gem - central character flat with parking

Enjoy a stylish, home-away-from-home experience in our spacious central flat, housed in a charming 1930s Herbert Collins building. Fully equipped so all your needs are met. It features sophisticated yet playful decor, a private balcony, on-site parking, communal garden, fast WiFi and TV (Netflix, Paramount+) Within the vibrant city centre, walking distance cafe's & restaurants Perfect for couples, the flat comfortably accommodates 2+1 adults, and families with two children are also welcome

FamilyValueHospitality

4.89 out of 5 average rating, 127 reviews
Top guest favourite
Apartment in Winchester

The Loft with free off road parking

A self-contained studio by apartment with kitchen facilities, double bed, sofa and TV. En-suite toilet and shower room. Free off street parking on the doorstep. Situated 5-10 minutes walk from Winchester's historic city centre and even closer to the widely renowned Black Boy pub. Within 150 metres of the South Downs Way. Just a few minutes walk from the Everyone Active Winchester Sports Centre. The apartment is accessed via an external staircase and so may not suit those with mobility issues.

ValueFamilyDecor

4.92 out of 5 average rating, 335 reviews
Top guest favourite
The exterior of a thatched cottage is shown, characterized by its traditional roof and whitewashed walls. Lush greenery surrounds the entrance, featuring flower beds and trees. A gravel driveway leads up to the cottage, complementing the tranquil ambiance of its rural setting.
Apartment in Stockbridge

Little Trout, Nether Wallop: an oasis of calm

Little Trout is the annex to a 17th C thatched cottage. A 1 bedroom flat with fully equipped kitchen, large shower and comfortable sitting room: perfect for a trip to West Hampshire and the Test Valley. You will find an oasis of calm in a busy world where you can relax in comfort after an active day visiting the many sites of historic interest or admiring our beautiful local scenery. Almost all our guests have told us that the Super King bed is the most comfortable they have ever slept in!

FamilyLocationRiver

4.91 out of 5 average rating, 203 reviews
Top guest favourite
A polished silver bowl filled with ice displays several bottles of champagne. Fresh lilies and elegant candelabras are positioned nearby, adding a touch of sophistication to the setting. The arrangement creates a celebratory atmosphere.
Apartment in Winchester

The Sky Penthouse, City Centre Luxury

Positioned right in the heart of charming historic Winchester The Sky Penthouse offers luxury modern comfortable 5 star accommodation . Private parking for one car . Positioned an easy level 300 meter walk from the main High Street within the City Centre , 400 meters from Winchester Cathedral and 500 meters from Winchester train station. Great location with a garden. Guests can choose the bed configuration of both the double bedrooms, either 6ft wide super king luxury beds or single beds.

FamilyValueParking

5.0 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Winchester

Copper Beech, a secluded two bed apartment

Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

ValueLocationHospitality

4.9 out of 5 average rating, 418 reviews
Guest favourite
A spacious living area features a large sectional sofa adorned with yellow cushions. A flat-screen television is mounted on the wall opposite. Natural light floods the room through expansive windows, which provide views of the street outside. A subtle black and white rug complements the modern decor.
Apartment in Southampton

Large city centre apartment with secure parking

My place is close to all public transport, the city centre, art and culture, right next to the new cinema and restaurant quarter of Town and a short walk to the Mayflower theatre. You’ll love my place because of the neighbourhood, its in the heart of Southampton City Centre and close to lots of the main attractions! My apartment is good for couples, solo adventurers, business travellers and families. This apartment also benefits from secure parking, Wireless internet and a communal garden.

LocationFamilyLong stay

4.92 out of 5 average rating, 325 reviews
Top guest favourite
Apartment in Salisbury

Free Parking | City Centre Luxury Apartment

A quiet, modern flat just 10 minutes’ walk from Salisbury’s centre, with free on-site private parking and a free reserved parking space in the city centre (please ask for details). Featuring the world-class Vispring Tiara Superb king-size bed, luxury pull-out sofa bed, fully equipped kitchen, and superfast 150mbps Wi-Fi. Peacefully located off the main road with convenient self check-in. An ideal base for exploring the Cathedral, Magna Carta, bustling shops, and incredible restaurants.

FamilyValueKitchen

4.97 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Compton

The Annexe at Longacre, near Winchester

The Annexe is a bright and airy self contained house separate from our home. The accomodation is over two floors with wonderful views out to the Hampshire countryside. We are on a quiet private country road 2 miles from the vibrant city of Winchester, 6 miles from Southampton Airport and 3 miles from IBM Hursley. Excellent transport links to London (1 hour from Shawford Station) and to Southampton. We live in the main house. Follow us on Instagram @longacreannexe

ValueFamilyGetting around

4.98 out of 5 average rating, 325 reviews
Top guest favourite
A corner seating area features a wooden table and two folding chairs, positioned near expansive windows that provide unobstructed views of the sea. Soft natural light floods the space, highlighting the light-colored wood paneling and enhancing the coastal ambiance.
Apartment in Bracklesham Bay

Quirky & cool with amazing views to Isle of Wight

Quirky coastal property situated on the beach at Bracklesham Bay. This coastal inspired apartment is light and airy with dramatic sea views across to the Isle of Wight. Close to Chichester harbour and the South Downs and world renowned Goodwood, whether you’re a kite boarder or car enthusiast, this location has it all. Plenty of local restaurants and shops and with great fish and chips on your doorstep, you won’t have to venture far for that seaside experience.

LocationFamilyWifi

4.95 out of 5 average rating, 195 reviews
Top guest favourite
The lounge area features a comfortable sofa adorned with colorful cushions and a light rug underfoot. A small armchair adds seating options, while natural light filters through the large windows, illuminating the room. A round coffee table rests in the center, enhancing the cozy atmosphere.
Apartment in Winchester

Central Winchester garden flat, permit parking

Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral, with the world famous Christmas Market through November and December. Less than ten minutes walk from the Railway Station.

FamilyValueCondition

4.95 out of 5 average rating, 433 reviews
Top guest favourite
Apartment in Froxfield

Black Barn on The Green, Nr Petersfield.

The Accommodation is a newly refurbished self-contained private flat with parking space by own entrance and private garden. The accommodation is on the ground floor of a busy family home. Ideal for a relaxing mini break, an overnight visit or "work from home” using superfast broadband. There is a double bed, living area, ensuite shower room, kitchenette, dining area and hallway. Suitable for maximum of 2 adults and one child, with space for a travel cot.

LocationValueDecor

4.89 out of 5 average rating, 266 reviews

Popular amenities for Winchester apartment rentals

Private apartment rentals

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