
Apartment vacation rentals in Winchester
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Top-rated apartment rentals in Winchester
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Little Trout, Nether Wallop: an oasis of calm
Little Trout is the annex to a 17th century thatched cottage. A one-bedroom flat with fully equipped kitchen, large shower and comfortable sitting room, it is 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 bed is the most comfortable they have ever slept in!
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.

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.

Garden flat with private access Patio & Parking
Self contained apartment ideal for long stays. Clean, comfortable & private entrance, & outdoor patio. Garden view. parking for 2 /3 cars, Wi Fi Exclusive use, many guests have loved working here. Well equipped bathroom & kitchen, washing machine, fridge freezer, TV. 10 mins walk main line station Waterloo 55 min & 15 mins walk to town with many pubs & restaurants. great base to explore Surrey Hills & beautiful villages Warm & comfy. 1 pet allowed please contact me for details

Coachmans Cottage
Coachman’s Cottage is a converted Coach house and Harness room originally built in 1860. It is next door to the owner’s home. Southampton water is a short walk away, and the New Forest lies to the north. There are many local attractions near by including Exbury Gardens and the National Motor Museum at Beaulieu. The property is all on one level. Hythe is just over a mile away. There is a washing machine and tumble dryer available for guests in an adjacent building. Pub 200 mtrs walk away.

The Ocean Suite, Ventnor Beach (with Sauna)
The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 2025 LUXLife Magazine 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, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

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

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.

A Discreet Hampshire Downs Retreat for Quiet Stays
Set within the rolling Hampshire Downs, this thoughtfully designed annexe offers rare privacy, calm and refined simplicity. Evenings invite slow living beside your wood burner, while mornings begin beneath the luxury outdoor hot-water shower, immersed in countryside stillness. Designed as I like to travel myself, every detail is intentional, understated and quietly indulgent — a discreet retreat for guests who value space, quality and uninterrupted rest.

The Studio @ Black Barn, 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.

Modern Apartment Central Winchester
Situated in the heart of Winchester, this newly refurbished 2-bedroom apartment with its own private entrance and modern décor provides a well thought out space for friends, couples & families. This cosy home provides an excellent upmarket base to explore Winchester. A stone’s throw to the city’s favourite pub, St James Tavern, a warm welcoming traditional pub which serves excellent locally sourced home cooked food.

** 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.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Garden Apartment, Central Winchester

A new detached Studio Annexe

Historic Winchester Apartment

Great place to work or relax

Walled Garden Cottage by vineyard

Self Contained Annexe Hampshire

Cosy Flat | Near City Center, Hosp. & Uni

Fabulous Rural Retreat
Private apartment rentals

Self contained en suite room (1 of 2)

Free Parking | City Centre Luxury Apartment

1 Bedroom Flat in Basingstoke, close to town.

50% Discount | Winter Special Cozy| Sleeps 4 |

The Middle Hideaway - Chic Double Apartment

Boutique City Centre Retreat & Allocated Parking!

Quirky & cool with amazing views to Isle of Wight

Flat, private, WARSASH NEAR WMA
Apartment rentals with a hot tub

Monopoly Suite - Jacuzzi Bath

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

New Forest Hideaway

Little Gem in Old Village - Up to 25% off ferry!

Luxury Apartment Near Beach & Trendy Restaurants

Bright 2-Bed Getaway | Hot Tub • Swimming Pool

Bright2BRApt | QuickGetaway | Sun Terrace| Hot Tub

Chic Coastal Apartment | Central Location
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,962 GYD | G$22,171 GYD | G$23,844 GYD | G$26,563 GYD | G$28,655 GYD | G$30,955 GYD | G$31,374 GYD | G$31,165 GYD | G$28,864 GYD | G$28,446 GYD | G$28,446 GYD | G$28,027 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 |
Quick stats about apartment rentals in Winchester

Total vacation rentals
Explore 70 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 5,130 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
40 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester rentals

4.6 Average rating
Winchester stays receive an average rating of 4.6 out of 5 from guests
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Bracklesham Bay
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Highclere Castle
- Lower Mill Estate
- Boscombe Beach
- Chessington World of Adventures Resort
- Winchester Cathedral
- Thorpe Park Resort
- Bournemouth Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Goodwood Racecourse
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Wentworth Golf Club




