
Condo vacation rentals in Winchester
Find and book unique condos on Airbnb
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$20,919 GYD 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 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!
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.

Urban Escape: Modern Retreat Near Uni & Hospital
Relax in this modern 2-bedroom apartment, perfect for business trips, university visits, or city breaks. Enjoy two comfortable double bedrooms, a stylish new bathroom, a fully equipped kitchen, and 55” TVs for unwinding after a busy day. Outside, you’ll find an open dining area with comfortable seating and sofas, creating the perfect space to relax. Permit parking is included, and Southampton University is just a 2-minute drive away, with shops, supermarkets, and transport links all nearby.

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.

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 ✅

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.

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

Luxury 2 Bed Apartment | River Views | Parking
A sleek two-bedroom apartment with stunning river and marina views in Southampton. Premium throughout - Villeroy & Boch bathrooms, Dolby Atmos sound bar, 65" 4K TV, walk-in wardrobe and king-size Sleepeezee mattress in the master suite. Secure gated underground parking, video entry and in-apartment safe included. Ocean Village's restaurants are a 8-minute walk, with the New Forest under 30 minutes by car.
Popular amenities for Winchester condo rentals
Weekly condo rentals

The Perch, stay in the heart of the New Forest

Central 2 Bed Apt in Sought After St. 4

Contemporary Penthouse Apartment Southampton City

Elegant home, minutes from beach, free parking!

Apartment, Private Bathroom & Kitchen.

Comfortable detached annex for 2

Attractive annexe in stunning rural location

Coach House Flat in South Downs National Park.
Pet-friendly condo rentals

Modernised Victorian apartment with parking

Modern town apartment 2 mins from water.

Stone's throw from beach and forest, country walks

Large one bedroom flat in Central Farnham

Self-contained 2 king bed Flat 11 acres woodland

Comfy 2-bedroom flat with free off road parking

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

Entire Studio Apartment • Private Entrance •
Condo rentals with a pool

Guest house in Pewsey Vale with pool

'The Nest' near Arundel

Modern Quiet Studio with Wellness Centre Access

Holiday apartment own heated indoor pool & sauna

Luxury Penthouse: Spacious & Stylish

Flat 10 Pelican House

Seafront Serenity - FREE Car Ferry 3+ nights

The Palms Apartment 16 with Balcony
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,241 GYD | G$28,450 GYD | G$28,868 GYD | G$32,006 GYD | G$28,241 GYD | G$27,404 GYD | G$26,986 GYD | G$28,659 GYD | G$29,078 GYD | G$34,935 GYD | G$28,032 GYD | G$37,236 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 |
Destinations to explore
- Family-friendly rentals Winchester
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- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
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- Condo rentals Hampshire
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- Condo rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Longleat Safari Park
- Stonehenge
- Chessington World of Adventures Resort
- South Downs National Park
- Southbourne Beach
- LEGOLAND® Windsor Resort
- Windsor Castle
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- The Tank Museum
- Winchester Cathedral
- Ascot Racecourse





