
Apartment holiday 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 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!

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.

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.

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.

Salterns Loft - spacious waterside apartment for 2
A tranquil retreat for two, Salterns Loft is a first-floor apartment equipped to a high standard. It is accessed through a separate entrance and up a spiral staircase. The large open-plan living area has a fully fitted kitchen and bi-fold doors opening onto a Juliet Balcony with great views over an extensive garden to Chichester Harbour, Tournerbury Woods and the South Downs beyond. The airy bedroom has a king-size bed with en-suite bathroom featuring walk-in shower and double sink.

Modern, cosy, welcome to the Mews House!
Welcome to our modern yet cosy Mews House! We’d love you to come and visit the beautiful Cotswolds from our quiet retreat. The Mews is fully equipped with a kitchen, shower room, King Size bed and wood burning stove to keep you warm and provide an ideal location to relax and enjoy your own choice of food. We have everything you’ll need including oven, microwave, dishwasher, and we will gladly help with anything you might need during your stay. We look forward to welcoming you!

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

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.

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.

Stunning Beachside Apartment- Balcony & Parking
A beautiful brand new premium modern sea-view top floor apartment situated right across the street from the popular Blue Flag Southbourne Beach. Featuring one large bedroom with a king size bed, a large kitchen, lounge and dining area with a balcony looking out to Bournemouth, Isle of Wight and Swanage. This apartment has onsite parking and as it is a new build all the furnishings are brand new making your beach getaway very comfortable and relaxing!

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.
Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Self Contained Annex

Beachfront Apartment With Panoramic Sea Views

Hallidays Apartment

Pigsty Cottage - Bright and airy apartment

Swanage Sea View for Two

Self-Contained Guest Studio Flat

Coachmans Cottage

The Studio @ Black Barn, Nr Petersfield.
Private apartment rentals

Beautiful & Spacious Retreat in Winchester

Central winchester apartment with parking

A new detached Studio Annexe

Damsel Lodge, Test Valley

Little September Cottage. See stars & hedgehogs!

The Middle Hideaway - Chic Double Apartment

Walled Garden Cottage by vineyard

Modern loft apartment near Twickenham station
Apartment rentals with a hot tub

Modern House w/Netflix + Hot Tub

Battleship Suite - Large 2 Person Jacuzzi Bath

Monopoly Suite - Jacuzzi Bath - Private Kitchen

Cedar Nest - Pool & Spa Complex

The Hideaway

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

New Forest Hideaway

Little Gem with Hot Tub and Ferry discount.
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £86 | £89 | £95 | £103 | £111 | £113 | £112 | £104 | £102 | £102 | £101 |
| 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 flat rentals in Winchester

Total holiday rentals
Explore 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 4,820 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Winchester holiday rentals include wifi 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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- Flat rentals Hampshire
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- South Downs National Park
- Stonehenge
- Thorpe Park Resort
- Longleat Safari Park
- Chessington World of Adventures Resort
- Windsor Castle
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Bracklesham Bay
- Lower Mill Estate
- Hampton Court Palace
- Highclere Castle
- Boscombe Beach
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse





