
Condo holiday rentals in Winchester
Find and book unique condos on Airbnb
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 $177 NZD per night before taxes and fees

Verified guest reviews
Over 2,410 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!
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.
4.96 out of 5 average rating, 188 reviews
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 👍
4.99 out of 5 average rating, 190 reviews
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 dining table with banquette seating, boot room/utility, and sitting room with flame effect fire. Guests have access to the owner’s pool (May to September) for up to three hours per day, and tennis court. Private hot tub and fenced garden with outdoor furniture. Not suitable for children and infants aged 12 and younger (unfenced pond, pool, dogs on site).
4.92 out of 5 average rating, 287 reviews
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.
4.83 out of 5 average rating, 198 reviews
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.
4.75 out of 5 average rating, 412 reviews
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.
5.0 out of 5 average rating, 146 reviews
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 ✅
4.91 out of 5 average rating, 219 reviews
River View: Peaceful, private studio in Salisbury
River View is a modern, peaceful studio just a 2 minute drive from Salisbury Station and a 25 minute level walk from the city centre. It is the perfect base for visiting all that Salisbury and the surrounding area has to offer. Large, scenic windows give plenty of light and views to a long garden, with woodland and river beyond. With your own front door you will be able to come and go as you wish. We have plenty of secure, gated off road parking for car and cycles.
4.97 out of 5 average rating, 231 reviews
Stylish Apartment • Central Winchester
Situated in the heart of Winchester, this newly refurbished two-bedroom apartment with its own private entrance offers a stylish and comfortable stay for couples, friends and families. Modern décor and thoughtful design create a cosy space to relax after exploring the city’s historic streets, shops and cathedral. You’re just steps from the popular St James Tavern, a welcoming traditional pub serving excellent locally sourced food.
4.92 out of 5 average rating, 265 reviews
Coach House Flat in South Downs National Park.
Our lovely flat has been recently renovated and is ready for you to enjoy. 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.
4.94 out of 5 average rating, 251 reviews
City Centre Riverside Apartment
This centrally located apartment can be found at the bottom of Winchester's vibrant high street. It also sits adjacent to the River Itchen creating a trendy but equally tranquil vibe. The apartment is perfectly positioned. Spend your days shopping, eating, drinking, sight seeing, exploring the river walks and impressive countryside or even jumping on the train to London. Location Location Location!
4.88 out of 5 average rating, 102 reviews
Elegant Apartment on the Marina in Ocean Village
Discover seaside serenity in our charming Ocean Village retreat. This cozy Airbnb invites you to unwind in Southampton's premier waterfront community. Enjoy Marina views, a private balcony, and modern amenities. Steps from the marina and restaurants, this stylish getaway ensures a perfect blend of relaxation and coastal adventure. Book now for an unforgettable stay by the sea!
4.84 out of 5 average rating, 159 reviewsPopular amenities for Winchester condo rentals
Weekly condo rentals

Luxury 2 Bed Apartment | River Views | Parking
4.91 out of 5 average rating, 171 reviews
Luxurious Apartment in New Forest National Park
4.89 out of 5 average rating, 262 reviews
Entire Studio Apartment • Private Entrance •
4.83 out of 5 average rating, 367 reviews
Stunning 1Bd with Castle View
4.97 out of 5 average rating, 244 reviews
Welcoming apartment in the heart of the New Forest
4.97 out of 5 average rating, 431 reviews
Self-contained 2 king bed Flat 11 acres woodland
4.88 out of 5 average rating, 197 reviews
Urban Escape: Modern Retreat Near Uni & Hospital
4.84 out of 5 average rating, 168 reviews
Comfy 2-bedroom flat with free off road parking
4.97 out of 5 average rating, 442 reviewsPet-friendly condo rentals

Luxury flat on Sandbanks beach with panorama view
4.98 out of 5 average rating, 252 reviews
Entire Maisonette, Lyndhurst. Spacious, character
4.95 out of 5 average rating, 100 reviews
Luxury in a Peaceful Countryside Retreat
5.0 out of 5 average rating, 114 reviews
Modern town apartment 2 mins from water.
4.84 out of 5 average rating, 350 reviews
The Old Dairy at Heads Hill Farm
4.8 out of 5 average rating, 225 reviews
Self-contained flat, a 4 minute walk from the sea
4.94 out of 5 average rating, 191 reviews
Cozy Midhurst Apartment: Walk to Town Centre
4.89 out of 5 average rating, 140 reviews
Studio Flat on New Forest National Park border
4.93 out of 5 average rating, 105 reviewsCondo rentals with a pool

Myrtle Retreat
4.99 out of 5 average rating, 157 reviews
'The Nest' near Arundel
4.97 out of 5 average rating, 136 reviews
Luxury Penthouse: Spacious & Stylish
4.82 out of 5 average rating, 87 reviews
2-BR Penthouse Apt. close to Beach with Pool*.
4.81 out of 5 average rating, 93 reviews
Balcony On The Bay - FREE Car Ferry 3+ nights
4.83 out of 5 average rating, 29 reviews
The Palms, Apartment 15
4.84 out of 5 average rating, 25 reviews
Charming annexe in stunning Pewsey Vale country
5.0 out of 5 average rating, 15 reviews
Holiday apartment own heated indoor pool & sauna
5.0 out of 5 average rating, 3 reviewsWhen is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 NZD | $240 NZD | $244 NZD | $239 NZD | $272 NZD | $267 NZD | $228 NZD | $242 NZD | $246 NZD | $295 NZD | $237 NZD | $315 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 |
Destinations to explore
- Family-friendly rentals Winchester
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- Pet-friendly rentals Winchester
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- Condo rentals Hampshire
- Condo rentals England
- Condo rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Goodwood Motor Circuit
- Thorpe Park Resort
- University of Oxford
- South Downs National Park
- Stonehenge
- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Chessington World of Adventures Resort
- Mudeford Quay
- Winchester Cathedral
- The Tank Museum
- University of Reading
- Ascot Racecourse





