
Apartment vacation rentals in Winchester
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Top-rated apartment rentals in Winchester
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Country Studio flat
Situated in an tranquil hamlet in the lea of Butser Hill, nestled in and amazing view of the South Downs National park a stones throw from Petersfeild. There’re beautiful walks in the surrounding area whilst being very accessible to the A3/train going up to London and Portsmouth. Should you be walking the South Downs way, there is a beautiful walk off the top of Butser Hill. We can also help with supermarket deliveries. We have two bikes you are welcome to borrow for 5min cycle to nearest shop.

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!

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.

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.

Exceptional room and study area.
This is the majority of a furnished annexe (no kitchen) located in Burridge , which is half-way between Portsmouth and Southampton. About a mile away from both Swanwick Marina and Park Gate village, Swanwick train station is 15 minute walk. With it's own entrance comprising of main bedroom/sitting area, separate study area and separate shower room. There is space to park a car off the road. A convenient base to visit Winchester, Portsmouth, Southampton and The New Forest. Self check in.

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.

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.

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.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

A new detached Studio Annexe

Great place to work or relax

Self Contained Annexe Hampshire

Walled Garden Cottage by vineyard

Central Winchester apartment with parking

The Sky Penthouse, City Centre Luxury

No 2 The Old School House, Winchester with parking

Self Catering Ground Floor Flat
Private apartment rentals

Garden Apartment, Central Winchester

Self contained en suite room (1 of 2)

Free Parking | City Centre Luxury Apartment

Historic Winchester Apartment

The Middle Hideaway - Chic Double Apartment

Cosy Flat | Near City Center, Hosp. & Uni

Flat, private, WARSASH NEAR WMA

Beautiful 1 BR flat 5 min walk to South Downs Way
Apartment rentals with a hot tub

Monopoly Suite - Jacuzzi Bath

The Chess Suite * Jacuzzi Bath

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

Seahaven in Sandbanks with Private Hot Tub

New Forest Hideaway

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

Luxury Apartment Near Beach & Trendy Restaurants

Bright2BRApt | QuickGetaway | Sun Terrace| Hot Tub
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,957 GYD | G$22,167 GYD | G$23,840 GYD | G$26,558 GYD | G$28,649 GYD | G$30,950 GYD | G$31,368 GYD | G$31,159 GYD | G$28,858 GYD | G$28,440 GYD | G$28,440 GYD | G$28,022 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$6,274 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




