
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$8,355 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 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.
FamilyLocationLong stay

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.
FamilyValueQuiet

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.
ValueFamilyWalkability
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.
ValueFamilyLaundry

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.
ValueFamilyAccuracy

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.
ValueLocationSleep quality

Roomy self-contained annex near Highclere Castle
Within 5 minutes drive of Highclere Castle (Downton Abbey) set in the North Wessex area of outstanding natural beauty on the edge of a dark sky area. Close to Newbury, 1 hour to Oxford, Windsor, Bath, Winchester and Stonehenge. London 1 hour by train from Newbury Station 15 minutes away. There are a variety of places to eat close by ranging from cosy pubs to fine dining restaurants. Vine Annex sleeps 4 one king sized double, one single and one small single in twin room.
FamilyValueAccuracy

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
LocationValueAccess

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.
LocationFamilyAmenities

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.
FamilyValueCleanliness

Boutique New Forest Stay | 2Bed, Terrace & Parking
I’ve created a unique and stylish home where every detail has been carefully considered to help you feel comfortable, cared for and completely at home. From the sumptuous king-size bed to the beautiful roll-top bath, it’s a space designed for slowing down and settling in. Step outside onto the large, south-facing private roof terrace for sunny breakfasts, BBQs and evening drinks, with all the beauty and magic of the New Forest right on your doorstep.
ValueFamilySleep quality

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.
ValueLocationCheckout
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

The Old School House Apartment
ValueLocationAccess

Luxury Garden annexe in a great location
FamilyLocationTV

Little Trout, Nether Wallop: an oasis of calm
LocationFamilyAmenities

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

Beautiful flat in Romsey town centre
ValueFamilyCleanliness

*Stunning River Views*, modern in great location
LocationValueAir conditioning

Harbour Heights, 1 Bed Apartment, Sleeps up to 4
ValueFamilyNearby

New 2 bed ground floor flat with wifi in Fareham.
ValueFamilyGetting around
Private apartment rentals

Coachmans Cottage
LocationValueAmenities

Old town/central Apartment Southampton
ValueLocationCheckout

Home from home
FamilyLocationCheck-in

Beaufort House, Town Centre apartment plus parking
LocationValueWalkability

Luxury Beach Front Apartment
FamilyLocationParking

Winchester, beautiful 3 bedroom
FamilyLocationDecor

Luxury 2BR apartment + parking central Winchester
FamilyLocationNearby

Walled Garden Cottage by vineyard
ValueFamilyCheck-in
Apartment rentals with a hot tub

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

Cosy Hot Tub Haven - Studio
ValueFamilyPets

Little Gem with Hot Tub and Ferry discount.
ValueLocationParks

Albany Garden Apartment
LocationFamilyBathroom

The Hideaway
Outdoor spacesViewAccess

Seahaven in Sandbanks with Private Hot Tub
LocationValueIndoor spaces

Ocean View Terrace Solar Powered
LocationFamilyBeach

Cedar Nest - Pool & Spa Complex
FamilyLocationAccuracy
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,481 GYD | G$24,019 GYD | G$24,646 GYD | G$27,361 GYD | G$28,197 GYD | G$28,197 GYD | G$31,330 GYD | G$31,121 GYD | G$28,823 GYD | G$28,406 GYD | G$28,406 GYD | G$27,988 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
- 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
- The Tank Museum
- Winchester Cathedral
- Ascot Racecourse
- Bournemouth International Centre





