
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.

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.

Stylish flat on High Street close to ship terminal
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.

Cozy apartment in Southsea with parking.
This newly furnished one bedroom flat is located a stone's throw from the beach right in the heart of Southsea. A big advantage is the private parking space directly in front of the house. The flat is just meters away from the best bars and restaurants the city has to offer, not to mention the Kings Theatre. The most beautiful beach in Southsea is a 10 minute walk away. The train station is a 10 minute walk to the other side. This flat will allow you to fully enjoy your stay in Southsea.

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 ✅

#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.

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.

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!

Comfortable detached annex for 2
Detached, comfortable and self-contained annex for one person or a couple, in quiet surroundings with parking. Light, modern and airy. Easy reach of historic and natural beauty. Andover station 1.5 miles, London 1hr by train. Easy access A303/M3. I use this as a workspace and spare space for family when they visit, but also rent it out on Airbnb from time to time.
Popular amenities for Winchester condo rentals
Weekly condo rentals

City Centre Riverside Apartment

Fulflood View

Lovely 1 Bedroom 1 Bathroom Self Contained Space

NEW Gorgeous Apartment w/parking in Southampton

The Print Rooms, Old Printworks, Winchester

Fab central self contained studio, just like home

Central Chic 3bd, Cosy in Great Location

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.

Station Location

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

Smart 2-bedroom flat with free off road parking.
Condo rentals with a pool

2-BR Penthouse Apt. close to Beach with Pool*.

Beautiful 3-bed flat by the sea with use of pool

Beach Lookout - FREE Car Ferry 3+ nights

Luxury Penthouse: Spacious & Stylish

Myrtle Retreat

Seafront Serenity - FREE Car Ferry 3+ nights

Balcony On The Bay - 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 | $154 CAD | $165 CAD | $169 CAD | $175 CAD | $176 CAD | $185 CAD | $189 CAD | $193 CAD | $193 CAD | $171 CAD | $169 CAD | $164 CAD |
| 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 $42 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
170 of Winchester vacation rentals include wifi 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
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Highclere Castle
- Chessington World of Adventures Resort
- Twickenham Stadium
- Kimmeridge Bay
- Thorpe Park Resort
- Goodwood Racecourse
- West Wittering Beach
- Highcliffe Beach
- Worthing Pier
- Southbourne Beach
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay
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