
Apartment vacation rentals in Winchester
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Top-rated apartment rentals in Winchester
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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!

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

Bursledon Peewit Hill, Home from Home
Modern, fully equipped one bedroom annexe with bathroom,kitchen and lounge area. TV in the bedroom and lounge. Use of garden space weather permitting. Close to the M27 and Bursledon train station is 5 minutes drive away. Approx 5 miles from Southampton City centre and about 10 minutes from Hamble. Motorway access to South coast cities such as Bournemouth, Portsmouth and shopping in West Quay Southampton ,Gunwharf Quays in Portsmouth. Also 20 mins away from Southampton docks for cruise ships

The Annexe @ Mandalay Lodge
Kick back and relax in this calm, stylish space. Nestled in the heart of the Hampshire Downs, The Annexe at Mandalay Lodge is the perfect place to unwind. Set next to the main house, the Annexe provides a quiet, tranquil space with a cozy double bed, open plan kitchenette a bathroom with shower & outdoor hot water shower. Stunning views over the countryside from your balcony provides a perfect backdrop for your relaxing stay. There is a Sauna on site bookable for an extra fee, just request.

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.
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.

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 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.

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.

Riverside Retreat - Free Parking
Take it easy at this unique and tranquil getaway overlooking the river. Being a stone throw from Southampton central, it’s close enough to be in town within a 5-10 minute car journey but far enough away to slow down. The property offers a large wraparound balcony from master bedroom to lounge diner. Making it a wonderful spot for indoor outdoor living.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Self contained en suite room (1 of 2)

Free Parking | City Centre Luxury Apartment

Great place to work or relax

The Middle Hideaway - Chic Double Apartment

Self Contained Annexe Hampshire

The Sky Penthouse, City Centre Luxury

Cosy Flat | Near City Center, Hosp. & Uni

No 2 The Old School House, Winchester with parking
Private apartment rentals

Garden flat with private access Patio & Parking

1 Bedroom Flat in Basingstoke, close to town.

Spacious one bedroom flat.

Walled garden flat by vineyard

Art House

Coachmans Cottage

Flat, private, WARSASH NEAR WMA

The Loft Winchester – Sleeps 6
Apartment rentals with a hot tub

Battleship Suite - Jacuzzi Bath

Monopoly Suite - Jacuzzi Bath

Cedar Nest Hideaway – Pool & Spa

Ocean View Terrace Solar Powered

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
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,967 GYD | G$22,176 GYD | G$23,849 GYD | G$26,569 GYD | G$28,661 GYD | G$30,962 GYD | G$31,381 GYD | G$31,172 GYD | G$28,870 GYD | G$25,105 GYD | G$23,431 GYD | G$26,778 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$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 4,990 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
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
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Lower Mill Estate
- Highclere Castle
- Winchester Cathedral
- Chessington World of Adventures Resort
- Kimmeridge Bay
- Thorpe Park Resort
- Bournemouth Beach
- Goodwood Racecourse
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- The Tank Museum
- Wentworth Golf Club
- Southbourne Beach
- RHS Garden Wisley
- Poole Quay




