
Condo holiday rentals in Winchester
Find and book unique condos on Airbnb
Top-rated condo rentals in Winchester
Guests agree: These condos are highly rated for location, cleanliness and more.

The Perch, a touch of luxury in the New Forest
The Perch is situated in the center of Lyndhurst, considered by many to be ‘the heart of the New Forest’. With floor-to-ceiling windows you will have views across the rooftops to the open forest and up and down the bustling & busy High Street below. Furnished and equipped to a very high standard, it is the perfect pad for up to two adults. Step out of The Perch and you are immediately surrounded by coffee-shops, restaurants, pubs and boutique shops. Sorry no babies, children or pets allowed.

Luxury flat on Sandbanks beach with panorama view
Luxury top floor two room apartment. Located directly on the beach of the Sandbanks peninsula with breathtaking double sided views over Bournemouth Bay, Studland, Isle of Wight and Poole harbour. It has everything you need for a self-catering holiday and loads of sporty activities just around the corner (all sorts of water sport, walks, golf, tennis, bike riding & lots more). Suitable for people who want to relax and wind down. Please beware this is not a party location. NB: Very steep stairs.

Basingstoke, Cosy 2-Bed Apt with private parking
This attractive 2-bedroom ground-floor home-from-home apartment has 2 parking spaces for your use lounge/dining room with comfortable sofa, armchair and table with chairs Fully equipped kitchen internal bathroom featuring a walk-in shower. Double room has, Double bed, and a single room with large 3ft single bed, Our apartment is smart enabled access from M3 Jct 7 and under 5 miles from Central Basingstoke nature parks within walking distance. Complementary beverages, Milk, biscuits, & snacks

The Beach Hytte - Stunning Sea View Penthouse
Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Beautiful stylish Garden flat 8 mins to Winchester
Unique and stylish, this very comfortable and relaxing space offers the peacefulness of countryside whilst being a stones throw from the beautiful city of Winchester - a very short drive or a beautiful walk away. You get the best of both worlds with the city's pubs, restaurants, cafes and historic sights close at hand as well as river walks by the Itchen & beautiful countryside straight from your door. Excellent transport links to London, M3, Southampton Airport and the New Forest.

Bright Bijou Studio in Central Winchester
A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅

River View: Peaceful, private studio in Salisbury
River View is a modern, peaceful studio just a 2 minute drive from Salisbury Station and a 25 minute level walk from the city centre. It is the perfect base for visiting all that Salisbury and the surrounding area has to offer. Large, scenic windows give plenty of light and views to a long garden, with woodland and river beyond. With your own front door you will be able to come and go as you wish. We have plenty of secure, gated off road parking for car and cycles.

Stable Apartment with Hot Tub near Winchester
Newly renovated apartment with copper bath and hot tub in a converted stable 3 miles from Winchester. An en-suite bunk room is available on request for an extra fee. The well-equipped kitchen has a table seating six, alongside a boot room/utility, and sitting room with flame effect fire. Guests have access to the owner’s pool (May to September) and tennis court. Private hot tub and fenced garden with outdoor furniture.

Top-floor retreat with views & free parking
Step into a stylish top-floor flat with stunning skyline views, private balcony and secure parking. Just 10–15 mins to the city centre, 15–20 mins to the cruise terminal and 1.6 miles from Southampton airport with fast M27/M3 access. Nearby buses and e-bikes make exploring easy. Bright, modern and peaceful, it’s the perfect base - whether you’re here for Southampton, a cruise, or adventures across Hampshire.

Luxurious Apartment in New Forest National Park
Little Bunty Lodge is ideal for a romantic getaway or a peaceful solo retreat, this luxurious studio offers comfort and style. A great base to explore the beautiful New Forest, with ponies and deer roaming free, as well as the stunning local beaches. Barton beach 3 miles Avon beach 6.5 miles Lymington 7.5 miles Christchurch 7 miles Bournemouth 14 miles Southampton with West Quay shopping complex 18.5 miles

Coach House Flat in South Downs National Park.
Our lovely flat has been recently renovated and is ready for you to enjoy. Since January 2026 it also has a brand new washing machine. It is a self contained flat built above our garage in the building that used to be the old Coach House. Set in a quiet location on the northern edge of the South Downs National Park it is well placed for walking, many local attractions, and the lovely town of Petersfield.

Comfortable detached annex for 2
Detached, comfortable and self-contained annex for one person or a couple, in quiet surroundings with parking. Light, modern and airy. Easy reach of historic and natural beauty. Andover station 1.5 miles, London 1hr by train. Easy access A303/M3. I use this as a workspace and spare space for family when they visit, but also rent it out on Airbnb from time to time.
Popular amenities for Winchester condo rentals
Weekly condo rentals

Fulflood View

Historic Quay | 2 The Old Alarm with free parking

Fab central self contained studio, just like home

Apartment, Private Bathroom & Kitchen.

Cheerful modern apt central Maidenhead, parking

Attractive annexe in stunning rural location

The Hideaway at Westerlands Farm, The South Downs

"Fabulous Location" Central Winchester Apartment
Pet-friendly condo rentals

Modernised Victorian apartment with parking

Central 2 Bed Apt in Sought After St. 4

Stone's throw from beach and forest, country walks

Large one bedroom flat in Central Farnham

Self-contained 2 king bed Flat 11 acres woodland

Smart 2-bedroom flat with free off road parking.

Urban Escape: Modern Retreat Near Uni & Hospital

The Old Dairy at Heads Hill Farm
Condo rentals with a pool

Beautiful 3-bed flat by the sea with use of pool

Bright, spacious annexe in beautiful Pewsey Vale.

'The Nest' near Arundel

Henley apartment with heated pool

Holiday apartment own heated indoor pool & sauna

Luxury Penthouse: Spacious & Stylish

Flat 10 Pelican House

Balcony On The Bay - FREE Car Ferry 3+ nights
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 AUD | $167 AUD | $177 AUD | $216 AUD | $191 AUD | $185 AUD | $182 AUD | $194 AUD | $196 AUD | $236 AUD | $189 AUD | $251 AUD |
| 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 condo rentals in Winchester

Total holiday rentals
Explore 20 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester holiday rentals include Wi-Fi access

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

4.9 Average rating
Winchester stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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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




