
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.

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.

Trendy, cosy studio on High Street in Southampton
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.

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 ✅

Next to theatre, close to port and free parking!
At less than 400 yards from Southampton Central Train Station, you will be a short walk / taxi ride from everything the city has to offer. 1 guaranteed free parking space. Boasting 2 bedrooms, one with a double bed, one with a single and a living space complete with sofa bed, will comfortably sleep 4 people. Make yourselves at home in the kitchen, equipped with all essential cooking appliances, or explore the bars and restaurants of the town. Recommendations can be given!

#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.

Modern Beach Side apartment with easy access.
“Beach Side” is a modern apartment directly on the seafront of the popular seaside resort of Ventnor. Located on the south coast of the Isle of Wight, Beach Side is the perfect location to enjoy a beach holiday in one of the sunniest places in the U.K. and as a base to explore the rest of our beautiful Island. Beach Side is on the ground floor of a small block of newly built apartments and so offers easy, no step, access directly onto Ventnor Seafront.

Chic & Cosy Studio Apartment
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).

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

The Print Rooms, Old Printworks, Winchester

Station Location

Fab central self contained studio, just like home

Central Chic 3bd, Cosy in Great Location

2 bedroom flat in beautiful oak framed building

New Modern Studio in Chandlers Ford with Parking
Pet-friendly condo rentals

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

Modern town apartment 2 mins from water.

Attractive annexe in stunning rural location

The Hideaway at Westerlands Farm, The South Downs

Self-contained 2 king bed Flat 11 acres woodland

Self-contained flat, a 4 minute walk from the sea

The Old Dairy at Heads Hill Farm

Regent : Free Parking, walk into central
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

Best Room in Southbourne? By Sobo Beach!

Seafront Serenity - FREE Car Ferry 3+ nights

Balcony On The Bay - FREE Car Ferry 3+ nights

The Palms Apartment 16 with Balcony

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 | G$22,800 GYD | G$24,473 GYD | G$25,101 GYD | G$25,937 GYD | G$26,146 GYD | G$27,401 GYD | G$26,356 GYD | G$26,356 GYD | G$28,866 GYD | G$25,519 GYD | G$25,101 GYD | G$24,264 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 condo rentals in Winchester

Total vacation rentals
Explore 170 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$6,275 GYD 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
 - Oxford University
 - Goodwood Motor Circuit
 - Stonehenge
 - Bournemouth Beach
 - Windsor Castle
 - Hampton Court Palace
 - Boscombe Beach
 - Chessington World of Adventures Resort
 - Winchester Cathedral
 - Highclere Castle
 - Kimmeridge Bay
 - Thorpe Park Resort
 - Twickenham Stadium
 - West Wittering Beach
 - Goodwood Racecourse
 - Highcliffe Beach
 - Southbourne Beach
 - Worthing Pier
 - The Tank Museum
 - Wentworth Golf Club
 - RHS Garden Wisley
 - Poole Quay