
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 $57 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Winchester vacation rentals include wifi 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.
FamilyLocationNearby
4.99 out of 5 average rating, 108 reviews
The Gem - central character flat with parking
Enjoy a stylish, home-away-from-home experience in our spacious central flat, housed in a charming 1930s Herbert Collins building. Fully equipped so all your needs are met. It features sophisticated yet playful decor, a private balcony, on-site parking, communal garden, fast WiFi and TV (Netflix, Paramount+) Within the vibrant city centre, walking distance cafe's & restaurants Perfect for couples, the flat comfortably accommodates 2+1 adults, and families with two children are also welcome
FamilyValueHospitality
4.89 out of 5 average rating, 127 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, 335 reviews
Little Trout, Nether Wallop: an oasis of calm
Little Trout is the annex to a 17th C thatched cottage. A 1 bedroom flat with fully equipped kitchen, large shower and comfortable sitting room: perfect for a trip to West Hampshire and the Test Valley. You will find an oasis of calm in a busy world where you can relax in comfort after an active day visiting the many sites of historic interest or admiring our beautiful local scenery. Almost all our guests have told us that the Super King bed is the most comfortable they have ever slept in!
FamilyLocationRiver
4.91 out of 5 average rating, 203 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.
FamilyValueParking
5.0 out of 5 average rating, 111 reviews
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.
ValueLocationHospitality
4.9 out of 5 average rating, 418 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.
LocationFamilyLong stay
4.92 out of 5 average rating, 325 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.
FamilyValueKitchen
4.97 out of 5 average rating, 108 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
ValueFamilyGetting around
4.98 out of 5 average rating, 325 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.
LocationFamilyWifi
4.95 out of 5 average rating, 195 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.
FamilyValueCondition
4.95 out of 5 average rating, 433 reviews
Black Barn on The Green, Nr Petersfield.
The Accommodation is a newly refurbished self-contained private flat with parking space by own entrance and private garden. The accommodation is on the ground floor of a busy family home. Ideal for a relaxing mini break, an overnight visit or "work from home” using superfast broadband. There is a double bed, living area, ensuite shower room, kitchenette, dining area and hallway. Suitable for maximum of 2 adults and one child, with space for a travel cot.
LocationValueDecor
4.89 out of 5 average rating, 266 reviewsPopular amenities for Winchester apartment rentals
Weekly apartment rentals

Central 2 Bed~Parking~Near Marina, Shops & Food. 3
FamilyValueAmenities
4.83 out of 5 average rating, 194 reviews
The Studio
FamilyLocationComfort
5.0 out of 5 average rating, 104 reviews
The Nook @ Little Hook, peaceful semi-rural gem
LocationValueAmenities
4.97 out of 5 average rating, 148 reviews
Roomy self-contained annex near Highclere Castle
ValueLocationCleanliness
4.94 out of 5 average rating, 224 reviews
Apartment, Whitchurch,Hants, inc E.V charging
LocationValueOutdoor spaces
4.85 out of 5 average rating, 129 reviews
The Old School House Apartment
ValueLocationQuiet
4.93 out of 5 average rating, 273 reviews
Boutique New Forest Stay | 2Bed, Terrace & Parking
FamilyLocationDecor
4.95 out of 5 average rating, 348 reviews
The Ocean Suite, Ventnor Beach (with Sauna)
LocationFamilyAccuracy
4.99 out of 5 average rating, 183 reviewsPrivate apartment rentals

*Stunning River Views*, modern in great location
ValueLocationTV
4.85 out of 5 average rating, 198 reviews
Luxury Garden annexe in a great location
ValueFamilyWifi
4.89 out of 5 average rating, 363 reviews
Self contained en suite room (1 of 2) Right
FamilyLocationAir conditioning
4.93 out of 5 average rating, 120 reviews
Little Greatfield is a character 2 bedroom cottage
LocationFamilyBeach
4.99 out of 5 average rating, 270 reviews
Old town/central Apartment Southampton
ValueLocationGetting around
4.93 out of 5 average rating, 408 reviews
"The Retreat" at The Fox at Peasemore Country Pub
ValueFamilyQuiet
4.94 out of 5 average rating, 230 reviews
2 Bedroom flat near New Forest & Peppa Pig World
ValueLocationBeach
4.86 out of 5 average rating, 243 reviews
Luxury Beach Front Apartment
LocationValueParking
4.96 out of 5 average rating, 458 reviewsApartment rentals with a hot tub

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style
ValueFamilyDecor
4.98 out of 5 average rating, 207 reviews
Albany Garden Apartment
FamilyLocationHospitality
4.86 out of 5 average rating, 111 reviews
Little Gem with Hot Tub and Ferry discount.
LocationFamilyPets
4.96 out of 5 average rating, 158 reviews
Cosy Hot Tub Haven - Studio
LocationFamilyHeating
4.94 out of 5 average rating, 272 reviews
Lennox Mansions - 2BR|Sleeps 5 & Free parking
FamilyLocationParking
4.84 out of 5 average rating, 25 reviews
The Hideaway
AccessOutdoor spacesCheckout
4.87 out of 5 average rating, 15 reviews
Cedar Nest - Pool & Spa Complex
LocationValueView
4.72 out of 5 average rating, 46 reviews
Seahaven in Sandbanks with Private Hot Tub
LocationValueWalkability
4.87 out of 5 average rating, 67 reviewsWhen is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 CAD | $164 CAD | $168 CAD | $187 CAD | $192 CAD | $192 CAD | $214 CAD | $212 CAD | $197 CAD | $194 CAD | $194 CAD | $191 CAD |
| 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
- Thorpe Park Resort
- University of Oxford
- South Downs National Park
- Stonehenge
- 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
- University of Reading
- Kimmeridge Bay





