
Condo vacation 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.

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.

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.

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.

Central 2 Bed Apt in Sought After St. 4
This 2 bedroom apartment is beautifully decorated, and boasts charm and charisma from the grade 2 listed features of sash windows and a great view of Southamptons sought after Oxford Street which is filled with great bars and restaurants. Each bedroom has its own ensuite and there is free parking spot behind the gates within the private grounds. Your family will be close to everything when you stay at this centrally-located place. So conveniently situated to a varied array of amenities.

Contemporary Penthouse Apartment Southampton City
A light and airy contemporary 2 Bed penthouse apartment in the heart of Southampton City. High ceilings, large windows and patio doors extend onto a sunny balcony with ever changing views over the City and beyond to Southampton Water and Cunard’s premier cruise ship terminal. A few minutes walk to Oxford Street with an extensive range of pubs and restaurants providing outside dining in a lovely European style pedestrian area. A short walk through the City Parks to Solent University and RSH.

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 ✅

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.

Stable Apartment with Hot Tub near Winchester
Newly renovated apartment with copper bath and hot tub in a converted stable 3 miles from Winchester. 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 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.
Popular amenities for Winchester condo rentals
Weekly condo rentals

Dorothy: Sunnyside 1 bed apt a mile from Quay Xch

Modern town apartment 2 mins from water.

Two Acres Lodge

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

Rockpools-steps from the beach. *Ferry Discounts

Beautiful 2 bed/2 bath, in heart of the city

Countryside Apartment with Hot Tub

Top-floor beachfront apartment: 360 views
Pet-friendly condo rentals

Peaceful Countryside Retreat

Modernised Victorian apartment with parking

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

Station Location

The Hideaway at Westerlands Farm, The South Downs

Large one bedroom flat in Central Farnham

Smart 2-bedroom flat with free off road parking.

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.

'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
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ441 | ﺩ.ﺇ433 | ﺩ.ﺇ459 | ﺩ.ﺇ562 | ﺩ.ﺇ496 | ﺩ.ﺇ481 | ﺩ.ﺇ474 | ﺩ.ﺇ503 | ﺩ.ﺇ510 | ﺩ.ﺇ613 | ﺩ.ﺇ492 | ﺩ.ﺇ654 |
| 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 ﺩ.ﺇ294 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 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
- Bracklesham Bay
- Windsor Castle
- Hampton Court Palace
- Highclere Castle
- Lower Mill Estate
- Boscombe Beach
- Chessington World of Adventures Resort
- Thorpe Park Resort
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- Kimmeridge Bay
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- Southbourne Beach




