
Apartment vacation rentals in Winchester
Find and book unique apartments on Airbnb
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$8,370 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!
LocationFamilyView
4.99 out of 5 average rating, 180 reviews
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, 331 reviews
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.
LocationFamilyKitchen
4.92 out of 5 average rating, 517 reviews
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.
LocationValueOutdoor spaces
5.0 out of 5 average rating, 110 reviews
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.
LocationFamilyOutdoor spaces
4.85 out of 5 average rating, 128 reviewsLarge 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.
LocationValueAccess
4.92 out of 5 average rating, 324 reviews
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.
LocationFamilyKitchen
4.97 out of 5 average rating, 106 reviews
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
FamilyLocationCleanliness
4.98 out of 5 average rating, 320 reviews
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.
FamilyValueBeach
4.95 out of 5 average rating, 193 reviews
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.
LocationFamilyHospitality
4.95 out of 5 average rating, 428 reviews
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.
LocationValueHospitality
4.89 out of 5 average rating, 263 reviews
** Stylish, clean and modern apartment **
Clean, wonderfully modern and ideally located en-suite maisonette within close proximity to the following: * Peppa Pig World / Paultons Park (15 minute drive) * Marwell Zoo (20 mins) * Southampton Airport (5 mins) * Winchester (15 mins) * Southampton Cruise Terminal (20 mins) * The New Forest (20 mins) A great and comfortable apartment with all you need for a relaxing stay.
FamilyLocationNearby
4.85 out of 5 average rating, 357 reviewsPopular amenities for Winchester apartment rentals
Weekly apartment rentals

2 Bedroom, Lyndhurst Apartment, New Forest
FamilyLocationHospitality
4.99 out of 5 average rating, 105 reviews
The Studio
FamilyLocationAmenities
5.0 out of 5 average rating, 102 reviews
The Snug, on The Hard W/Parking
ValueLocationTV
4.78 out of 5 average rating, 167 reviews
The Old School House Apartment
ValueLocationBathroom
4.93 out of 5 average rating, 269 reviews
The Gem - central character flat with parking
ValueLocationGetting around
4.89 out of 5 average rating, 127 reviews
*Stunning River Views*, modern in great location
ValueLocationQuiet
4.86 out of 5 average rating, 194 reviews
The Nook @ Little Hook, peaceful semi-rural gem
LocationValueCheckout
4.97 out of 5 average rating, 147 reviews
Central 2 Bed~Parking~Near Marina, Shops & Food. 3
FamilyValueParking
4.83 out of 5 average rating, 190 reviewsPrivate apartment rentals

Boutique New Forest Stay | 2Bed, Terrace & Parking
FamilyLocationHiking
4.95 out of 5 average rating, 346 reviews
Luxury Garden annexe in a great location
ValueLocationSleep quality
4.89 out of 5 average rating, 362 reviews
Little Greatfield is a character 2 bedroom cottage
ValueFamilyBathroom
4.99 out of 5 average rating, 267 reviews
Spacious Flat in Central Arundel
ValueLocationWifi
4.95 out of 5 average rating, 710 reviews
Winchester, beautiful 3 bedroom
FamilyLocationPets
5.0 out of 5 average rating, 16 reviews
Central Winchester apartment with parking
LocationFamilyCheckout
4.68 out of 5 average rating, 128 reviews
The Loft Winchester – Sleeps 6
FamilyValueBathroom
4.89 out of 5 average rating, 64 reviews
Luxury 2BR apartment + parking central Winchester
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 23 reviewsApartment rentals with a hot tub

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style
ValueLocationGrill
4.98 out of 5 average rating, 203 reviews
Cosy Hot Tub Haven - Studio
LocationFamilyGetting around
4.95 out of 5 average rating, 271 reviews
Little Gem with Hot Tub and Ferry discount.
FamilyLocationBreakfast
4.96 out of 5 average rating, 158 reviews
Albany Garden Apartment
FamilyValueEV charging
4.86 out of 5 average rating, 111 reviews
The Hideaway
AccessConditionHospitality
4.87 out of 5 average rating, 15 reviews
Lennox Mansions - 2BR|Sleeps 5 & Free parking
LocationValueComfort
4.83 out of 5 average rating, 23 reviews
Seahaven in Sandbanks with Private Hot Tub
ValueLocationOutdoor spaces
4.87 out of 5 average rating, 67 reviews
Ocean View Terrace Solar Powered
LocationFamilyOutdoor spaces
4.81 out of 5 average rating, 26 reviewsWhen is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,527 GYD | G$24,062 GYD | G$24,690 GYD | G$27,410 GYD | G$28,247 GYD | G$28,247 GYD | G$31,386 GYD | G$31,177 GYD | G$28,875 GYD | G$28,456 GYD | G$28,456 GYD | G$28,038 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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- House rentals Winchester
- Apartment rentals Hampshire
- Apartment rentals England
- 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
- South Downs National Park
- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Chessington World of Adventures Resort
- Mudeford Quay
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- University of Reading





