
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 G$8,361 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Winchester vacation rentals include wi-fi 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.

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.
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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.
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Treetops, Awesome 3 Bedroom Flat in Winchester
Treetops is a spacious, lovely & private first floor three bedroom flat. There is everything that you could need for a comfortable stay. The well-equipped flat has its own entrance, a lounge/diner kitchen, hall, 3 bedrooms & 3 bathrooms. It can sleep up to 8 people. Treetops is in a beautiful environment approximately a mile from the centre of Winchester and the train station. Shops, takeaways & a restaurant are only a 5-minute walk away. There is on-site off-road parking available.
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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.
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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.
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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.
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Beautiful flat in Romsey town centre
A charming and spacious first floor flat in the heart of Romsey. This one-bedroom flat offers a generously sized bedroom with king bed, a well-appointed bathroom with both a bath and a separate shower, and a versatile living/dining space complete with a sofa-bed and fully-equipped kitchen. Located centrally, this flat offers easy access to Romsey's vibrant amenities, while its proximity to Paultons Park, Winchester, Salisbury and the New Forest makes it an ideal base for new adventures.
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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
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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.
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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.
ValueFamilyBathroom

Black Barn on The Green, Nr Petersfield.
Newly refurbished, ‘The Studio at Black Barn’ is an open plan self-contained private annexe with own parking right outside its own private entrance and garden. Your accommodation is on the ground floor of a family home, surrounded by countryside near Petersfield. Perfect for 1 or 2 adults to indulge in a relaxing mini break; also ideal for a fleeting overnight work visit and take advantage of the superfast broadband to work from Black Barn.
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The Nook @ Little Hook, peaceful semi-rural gem
The Nook is a completely self contained annex to an 18th century cottage in a beautiful semi rural location in Warsash, Hampshire. Surrounded by nature reserves, a fantastic location for coastal walks, and cycling, located directly on a sustrans cycle network. Fully fitted kitchen, lounge, bathroom and two bedrooms, a king double and the second bedroom can be made up as two singles or a king double. Private outside seating area.
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Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Roomy self-contained annex near Highclere Castle
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Luxury Garden annexe in a great location
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Central 2 Bed~Parking~Near Marina, Shops & Food. 3
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*Stunning River Views*, modern in great location
LocationFamilyDecor

Little Trout, Nether Wallop: an oasis of calm
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Apartment, Whitchurch,Hants, inc E.V charging
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The Ocean Suite, Ventnor Beach (with Sauna)
FamilyValueBreakfast

Kickback & relax in this stylish countryside Annex
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Private apartment rentals

Luxury Beach Front Apartment
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The Studio
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Little Greatfield is a character 2 bedroom cottage
FamilyValueWifi

Old town/central Apartment Southampton
FamilyValueCheckout

The Fishing Hut at The Grange - Perfect bolt hole
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Winchester, beautiful 3 bedroom
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Luxury 2BR apartment + parking central Winchester
LocationFamilyKitchen

Central Winchester apartment with parking
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Apartment rentals with a hot tub

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style
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Cosy Hot Tub Haven - Studio
LocationFamilyHeating

Little Gem with Hot Tub and Ferry discount.
LocationFamilyParking

Albany Garden Apartment
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costal sea-apartment|sleeps 5x |2BR|Parking
ValueFamilyParking

Cedar Nest - Pool & Spa Complex
LocationFamilyCheck-in

The Hideaway
Hot tubAmenitiesSleep quality

Ocean View Terrace Solar Powered
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When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,502 GYD | G$24,039 GYD | G$24,666 GYD | G$27,384 GYD | G$28,220 GYD | G$28,220 GYD | G$31,355 GYD | G$31,146 GYD | G$28,847 GYD | G$28,429 GYD | G$28,429 GYD | G$28,011 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Family-friendly rentals Winchester
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- Apartment rentals Hampshire
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- Apartment rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Stonehenge
- Southbourne Beach
- South Downs National Park
- Windsor Castle
- LEGOLAND® Windsor Resort
- Boscombe Beach
- Lower Mill Estate
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Chessington World of Adventures Resort
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- Kimmeridge Bay





