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

Spacious central 2 bedroom apartment+ free parking
A spacious family-friendly 2 double/twin bedroom first floor flat located in the lovely Hyde area of central Winchester. Provides easy access to the city centre with all that the city offers. Only 5 minutes stroll to the train station. This apartment is close to all the historical sites and wide variety of restaurants and cafes which you'll enjoy as well as the cathedral and its impressive grounds. Winchester Christmas market and the city's magical atmosphere should be on everybody's calendar.

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.

Welcoming apartment in the heart of the New Forest
'The Loft' is situated in Emery Down, a beautiful village in the heart of the New Forest where livestock roams free. This welcoming newly refurbished apartment offers a fully equipped kitchen and access to a pretty garden space - perfect for unwinding after a day of exploring. Walking and cycle routes (and a popular pub) can be reached in moments, local amenities are within walking distance in the forest’s capital Lyndhurst and sandy beaches are a short drive away. Private parking is available.

Stylish flat on High Street close to ship terminal
Welcome in our stylish and newly renovated apartment in the heart of Southampton. Just a minute's walk from West Quay. The apartment features kitchen and bathroom, as well as a cozy double bed. Despite its central location, the apartment is quiet, allowing you to relax and unwind after a day of exploring the city. Whether you're in town for business or leisure, our apartment is the perfect base for your stay in Southampton. Just a kind reminder: Our property does not have air conditioning.

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.

Stunning Apartment With Panoramic Seaviews
Stylish, seafront two double bed apartment. Newly refubished with large south facing balcony and stunning panoramic sea views from all rooms. Comes with own private parking space. Great location at Southbourne beach and situated away from the hustle and bustle of Bournemouth Pier and town centre. Pubs, restaurants, cafes, delis and independent shops of Southbourne Grove are all within easy reach. This is the perfect place to relax, soak up the sunshine and to watch spectacular sunsets.

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.

Cozy apartment in Southsea with parking.
This newly furnished one bedroom flat is located a stone's throw from the beach right in the heart of Southsea. A big advantage is the private parking space directly in front of the house. The flat is just meters away from the best bars and restaurants the city has to offer, not to mention the Kings Theatre. The most beautiful beach in Southsea is a 10 minute walk away. The train station is a 10 minute walk to the other side. This flat will allow you to fully enjoy your stay in Southsea.

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 ✅

Stable Apartment with Hot Tub near Winchester
Newly renovated one-bed 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.

Coach House Flat in South Downs National Park.
Newly available after a break, our lovely flat has been renovated and is ready for you to enjoy and 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.

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
Popular amenities for Winchester condo rentals
Weekly condo rentals

Nu-Vu, 2 bed Apartment, Seaview, Balcony, Parking

Luxury Beachfront Apartment with Sea View+Parking

Tor : Entire private flat & free parking

Historic Quay | 2 The Old Alarm with free parking

Scenic Top Floor flat in Town Center w/Parking

'Spire View' Lyndhurst - New Forest Holiday Home

2 bedroom flat in beautiful oak framed building

The Hay Loft at Heads Hill Farm
Pet-friendly condo rentals

Modernised Victorian apartment with parking

2BR | Poole Centre | Beaches&Shops | Pet friendly

Station Location

Windsor -Castle 5 min walk lux 2 Bed 2bath+Garden

The Hideaway at Westerlands Farm, The South Downs

Large one bedroom flat in Central Farnham

Self-contained 2 king bed Flat 11 acres woodland

Urban Escape: Modern Retreat Near Uni & Hospital
Condo rentals with a pool

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

Bright, spacious annexe in beautiful Pewsey Vale.

Holiday apartment own heated indoor pool & sauna

Luxury Penthouse: Spacious & Stylish

Flat 10 Pelican House

Seafront Serenity - FREE Car Ferry 3+ nights

Balcony On The Bay - FREE Car Ferry 3+ nights

2-BR Penthouse Apt. close to Beach with Pool*.
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 NZD | $205 NZD | $218 NZD | $266 NZD | $235 NZD | $228 NZD | $225 NZD | $239 NZD | $242 NZD | $226 NZD | $228 NZD | $251 NZD |
| 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 $139 NZD 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, Wi-Fi 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
- Rentals with a washing machine and dryer Winchester
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- Condo rentals Hampshire
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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
- Lower Mill Estate
- Boscombe Beach
- Highclere Castle
- Winchester Cathedral
- Chessington World of Adventures Resort
- Thorpe Park Resort
- Bournemouth Beach
- Kimmeridge Bay
- Goodwood Racecourse
- Highcliffe Beach
- The Tank Museum
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Wentworth Golf Club
- RHS Garden Wisley




