
Apartment holiday rentals in Winchester
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Winchester

Total holiday rentals
Explore 60 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 4,550 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Winchester holiday 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!
ValueFamilyCheck-in

New 2 bed ground floor flat with wifi in Fareham.
This brand new 2 bedroom flat is located close to Fareham town centre and has private parking. It is located 5 minutes from the M27 motorway and within 5 minutes walk of the main line railway station and bus station. Fareham town centre shops, restaurants and pubs are within easy walking distance. The property has easy access by road and rail to all the Portsmouth attractions including Port Solent, the Mary Rose, HMS Warrior, the Historic Dockyard , Gunwharf Quays + the Spinnaker Tower.
ValueFamilyHeating

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.
FamilyValueHospitality

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.
ValueFamilyComfort

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 Winchester Sports Centre. The apartment is accessed via an external staircase and so may not suit those with mobility issues.
LocationValueIndoor spaces

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
LocationFamilyWi-Fi

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.
ValueLocationLaundry

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

Hot Tub Retreat - Otium Wine Estate
Otium Wine Estate's Hot Tub Retreat is an idyllic property set amongst 80 acres of vines, woodland, and fishing lakes. This is the perfect romantic retreat for those looking to escape to the country. Enjoy the wood burning hot tub and watch the sunset over the rolling countryside, with your own decked seating area to relax on. The property also comprises a comfortable double bed, full kitchen, a shower and toilet plus a wood burner for those cosy nights in.
ValueLocationOutdoor spaces

Spacious Flat in Central Arundel
A light stylish apartment in a listed building with an outdoor terrace and views over the town. It is situated on the main High Street directly across the road from Arundel Castle. The location is central a step away from restaurants cafes, bars, bistros, lido and beautiful walks. The accommodation is good for couples, solo adventurers and business travellers. THERE ARE JUST OVER 2 OUTSIDE STAIRCASES SO THE APARTMENT IS NOT SUITABLE FOR ALL- SPORRY.
ValueLocationWalkability

** 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.
FamilyValueAccess

Stylish Bournemouth Flat • Parking • Near Beach
Welcome to our stylish character ground floor apartment in the heart of Bournemouth’s beautiful Dean Park. Just a short walk to the beach, town centre and train station, this bright one-bedroom apartment is perfect for couples looking for a relaxing coastal stay. ✔ Free parking ✔ Walk to beach & restaurants ✔ Newly refurbished ✔ Netflix & fast WiFi
LocationValueKitchen
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

*Stunning River Views*, modern in great location
ValueLocationView

Stylish Barn in Rural Hampshire
ValueFamilyTV

Boutique New Forest Stay | 2Bed, Terrace & Parking
FamilyValueCheck-in

Coachmans Cottage
LocationFamilyHeating

The Nest
ValueLocationComfort

Apartment, Whitchurch,Hants, inc E.V charging
LocationValueCheckout

Black Barn on The Green, Nr Petersfield.
LocationFamilyBreakfast

Central 2 Bed~Parking~Near Marina, Shops & Food. 3
FamilyLocationCheck-in
Private apartment rentals

Gorgeous apartment in heart of Winchester, parking
ValueFamilyBathroom

Free Parking | City Centre Luxury Apartment
ValueLocationSleep quality

A new detached Studio Annexe
FamilyLocationAccess

Pigsty Cottage - Bright and airy apartment
LocationValueBarbecue

Winchester, beautiful 3 bedroom
FamilyLocationDecor

The Middle Hideaway - Chic Double Apartment
ValueFamilyHospitality

Central Winchester apartment with parking
ValueFamilyKitchen

Walled Garden Cottage by vineyard
LocationFamilyHospitality
Apartment rentals with a hot tub

Cedar Nest - Pool & Spa Complex
FamilyLocationIndoor spaces

The Hideaway
AccessHospitalityCondition

Ocean View Terrace Solar Powered
LocationFamilyCondition

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

Seahaven in Sandbanks with Private Hot Tub
ValueFamilyHot tub

Little Gem with Hot Tub and Ferry discount.
FamilyLocationWi-Fi

Luxury Apartment Near Beach & Trendy Restaurants
FamilyLocationGetting around

The bunker
FamilyLocationComfort
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 NZD | $195 NZD | $200 NZD | $223 NZD | $229 NZD | $229 NZD | $255 NZD | $253 NZD | $234 NZD | $231 NZD | $231 NZD | $228 NZD |
| 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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- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
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- 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
- Goodwood Motor Circuit
- Thorpe Park Resort
- Stonehenge
- South Downs National Park
- Longleat Safari 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
- University of Oxford
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- Bournemouth International Centre





