
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.

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.

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 👍

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.

Cosy and quiet studio on High Street, 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.

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.

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 ✅

Elegant home, minutes from beach, free parking!
Enjoy a stylish experience at this centrally-located apartment. Walk out of the front door to dozens of cafes, bars and restaurants in one direction and Southsea beach in the other. With a view of Southsea common and the sea close by, this flat is ideal for a seaside staycation. Parking is on-street and parking permits offered cover anumber of neighbouring streets in the KC zone. Parking permits will be provided for the duration of your stay, these allow free on-street parking.

Pier View Retreat - Sea Views - With Parking
Tucked away at the top of a period building this completely renovated apartment offers amazing views of the the coast and Boscombe Pier. All new furniture and fittings with a luxurious 2000 spring king size bed to relax in. Motorised blinds allow you wake and enjoy the view without having to leave the bed. A dedicated off road parking space is provided which is rare in this area and the sea front is just a 400 meter walk away.

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

TOP FLAT CENTRAL ELEGANCE
This unusual apartment, on two levels, perched above Winchester roof tops, has great vistas and is in a very central position in the City. Step outside on to the cosmopolitan and historic high street; department stores, restaurants, coffee shops, museums are all within seconds: Within minutes stroll into the countryside and enjoy the lovely Hampshire scenery.

FAR REACHING HARBOUR VIEWS
Newly renovated One bedroom apartment that is part of Portsmouth Iconic "The Hard". Well proportioned double bedrooms both with built in wardrobes. Views over Portsmouth historic dockyard and as far reaching as the Solent and Isle of White. Located with in 2 minutes walk of Gunwharf Quays and The Hard train and Portsmouth's Historic Dockyard.
Popular amenities for Winchester condo rentals
Weekly condo rentals

2 bedroom seaside apartment with panoramic seaview

Crow's Nest overlooking the sea with balcony

Bright, modern loft apartment, Brockenhurst centre

Two Acres Lodge

Stunning Sea View Home 2 Minutes Walk to the Beach

Sandbanks snug

Self-contained 2 king bed Flat 11 acres woodland

Regent : Central, 2 free parking spaces
Pet-friendly condo rentals

Peaceful Countryside Retreat

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

Stone's throw from beach and forest, country walks

Royal Windsor Castle 5 min lux 2 Bed 2bath+Garden

Attractive annexe in stunning rural location

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

Spacious annexe in beautiful Pewsey Vale with pool

'The Nest' near Arundel

Henley apartment with heated pool

Holiday apartment own heated indoor pool & sauna

Luxury Penthouse: Spacious & Stylish

Flat 10 Pelican House

Seafront Serenity - FREE Car Ferry 3+ nights

Bournemouth Apartment 23
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,187 GYD | G$28,396 GYD | G$28,813 GYD | G$31,945 GYD | G$28,187 GYD | G$27,352 GYD | G$26,934 GYD | G$28,604 GYD | G$29,022 GYD | G$34,868 GYD | G$27,978 GYD | G$37,165 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 20 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$18,791 GYD per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester vacation 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!
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- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Bracklesham Bay
- Thorpe Park Resort
- Bournemouth Beach
- Lower Mill Estate
- Hampton Court Palace
- Highclere Castle
- Chessington World of Adventures Resort
- Boscombe Beach
- Winchester Cathedral
- Southbourne Beach
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- West Wittering Beach
- St Mary's Stadium
- Kimmeridge Bay
- Worthing Pier





