
Condo vacation 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.

Walking, watersports or relax in lovely Hamble
A cosy apartment with private entrance and private parking directly outside. Tastfully furnished,ideal for a couple or solo guest. A short stroll from Hamble harbour with a great choice of pubs,cafe's,bars and restuartants.Explore Hamble's 55 acre coastal heath or enjoy a short beach walk to nearby Royal Victoria Country Park.Sailing and waterborn activies in the harbour.Attractions HMS Victory, shopping,dining and entertainment at Gunwharf Quays just a 30 min drive away. 150Mbs guest Fast Wifi.

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.

Regent : Free Parking, walk into central
Southampton | City Centre Georgian 2nd grade listing | 1 bedroom apartment with free parking * This beautifully restored and renovated grade 2 listed Georgian building is situated across from Watts Park on 2nd floor with beautiful views. No lift but stairs * Ideal location for those studying at Southampton University with just a 3 minutes walk away and West Quay Shopping centre 11 minutes away. Free city centre parking, a fully equipped and comfortable living area and a relaxing study space.

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.

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 ✅

#3 Newly refurbished 1st Floor apartment with WiFi
This fully refurbished and newly decorated 1 bed apartment in Cosham is located 2 minutes from the M27 motorway and within 1 minutes walk of the main line railway station. Shops, restaurants, pubs and the Queen Alexandra hospital are within easy walking distance. The property has easy access by road and rail to all the Portsmouth attractions including Port Solent, the Mary Rose, HMS Warrior the Historic Dockyard , Gunwharf Quays and the Spinnaker Tower.

Entire Studio Apartment • Private Entrance •
This is a very bright and stylish apartment. Good size living area, with modern furniture and a relaxing, comfortable feel. Stylish kitchen and bath room, dining table and seating. Perfect for city visits, either business or pleasure. Walking distance to all city attractions. Great for shopping, entertainment, theatres, all within a 10 minute walk away, and cruise base. 🛳 Cruise parking available (message us for details).

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

New Upscale Contemporary Apartment - River Views
Experience modern luxury at this new contemporary riverfront apartment with breathtaking panoramic river views to enjoy. The large apartment features two generously sized bedrooms and bathrooms, guaranteeing your utmost comfort. Revel in the convenience of a walk-in wardrobe, while secure underground parking and gated access offer peace of mind. Your path to an upscale getaway begins here.
Popular amenities for Winchester condo rentals
Weekly condo rentals

City Centre Riverside Apartment

Top-floor retreat with views & free parking

Luxury Beachfront Apartment with Sea View+Parking

Fulflood View

Fab central self contained studio, just like home

Central Chic 3bd, Cosy in Great Location

Detached Studio in Chandlers Ford with Parking

Urban Escape: Modern Retreat Near Uni & Hospital
Pet-friendly condo rentals

Modern town apartment 2 mins from water.

2 Bed Apartment, WI-FI, 5 min Walk to the Beach

Station Location

Attractive annexe in stunning rural location

Garden apt - Beach at end of Road Private Parking

Large one bedroom flat in Central Farnham

The Hideaway at Westerlands Farm, The South Downs

Self-contained flat, a 4 minute walk from the sea
Condo rentals with a pool

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

Bright, spacious annexe in beautiful Pewsey Vale.

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*.

Beach Lookout - 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 | ﺩ.ﺇ400 | ﺩ.ﺇ430 | ﺩ.ﺇ441 | ﺩ.ﺇ455 | ﺩ.ﺇ459 | ﺩ.ﺇ481 | ﺩ.ﺇ492 | ﺩ.ﺇ503 | ﺩ.ﺇ503 | ﺩ.ﺇ444 | ﺩ.ﺇ441 | ﺩ.ﺇ426 |
| 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 vacation rentals
Explore 170 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 8,540 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
170 of Winchester vacation rentals include wi-fi access

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

4.7 Average rating
Winchester stays receive an average rating of 4.7 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
- Highclere Castle
- Winchester Cathedral
- Twickenham Stadium
- 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
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- Poole Quay
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