
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$8,367 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.

The Ocean Suite, Ventnor Beach (with Sauna)
Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!
FamilyLocationWalkability

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.
LocationFamilyAccuracy

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.
ValueLocationQuiet

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.
FamilyValueAmenities

Apartment, Whitchurch,Hants, inc E.V charging
Newly refurbished ground floor flat, located in the center of Whitchurch ,Hampshire. EV charger (type 2, 3.5 KW). Complementary charging is included. Within walking distance to bus stop and train station (mainline to London Waterloo). Walking distance to Whitchurch Silk Mill. Bombay Sapphire distillery is 2 miles away. Clock barn wedding venue 2.7 mile. Carfest 5 miles Highclere castle 7.5 miles The flat includes a new oven with induction hob, microwave, smart TV, iron and a hairdryer.
ValueLocationKitchen

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.
ValueFamilyRiver

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
FamilyLocationCheckout

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.
LocationFamilyAccess

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.
FamilyLocationOutdoor spaces

Luxury Garden annexe in a great location
A self-contained annexe recently refurbished with separate entrance situated in a mature garden located beside the busy A33 road into Southampton with secure gated parking for one car. The annexe consists of a 3.4 X 4.0m living room/kitchen with a 2.8 X 3.2m rear bedroom with ensuite bathroom. It is well located for the airport and railway station, with bus stops to the city centre or Winchester on the road just outside. An electric charging point is available.
LocationValueCheck-in

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.
ValueLocationNearby

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.
LocationFamilyIndoor spaces
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Coachmans Cottage
ValueLocationDecor

Central 2 Bed~Parking~Near Marina, Shops & Food. 3
LocationFamilyNearby

Roomy self-contained annex near Highclere Castle
ValueFamilyTV

*Stunning River Views*, modern in great location
FamilyLocationLong stay
Large city centre apartment with secure parking
ValueFamilyCleanliness
Beautiful studio, near hospital & centre
LocationFamilyTV

Little Trout, Nether Wallop: an oasis of calm
FamilyValueSolo travel

The Old School House Apartment
FamilyValueParking
Private apartment rentals

New 2 bed ground floor flat with wifi in Fareham.
ValueLocationLaundry

Little Greatfield is a character 2 bedroom cottage
FamilyLocationLong stay

Old town/central Apartment Southampton
FamilyValueAmenities

Luxury 2BR apartment + parking central Winchester
FamilyLocationAccuracy

The Porterhouse - Residence I
LocationCheckoutBathroom

The Loft Winchester – Sleeps 6
FamilyLocationBiking

A new detached Studio Annexe
LocationFamilySleep quality

Gorgeous apartment in heart of Winchester, parking
FamilyValueGetting around
Apartment rentals with a hot tub

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style
ValueFamilyCleanliness

Cosy Hot Tub Haven - Studio
ValueFamilyBeach

Little Gem with Hot Tub and Ferry discount.
ValueFamilyCleanliness

Albany Garden Apartment
LocationValueAccuracy

The Hideaway
ComfortConditionView

Ocean View Terrace Solar Powered
LocationFamilyQuiet

Cedar Nest - Pool & Spa Complex
LocationFamilyBathroom

Seahaven in Sandbanks with Private Hot Tub
FamilyLocationSleep quality
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,518 GYD | G$24,054 GYD | G$24,682 GYD | G$27,401 GYD | G$28,238 GYD | G$28,238 GYD | G$31,375 GYD | G$31,166 GYD | G$28,865 GYD | G$28,447 GYD | G$28,447 GYD | G$28,028 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
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- 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
- South Downs National Park
- Southbourne Beach
- 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
- Bournemouth International Centre





