
Condo vacation rentals in City of Winchester
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Top-rated condo rentals in City of Winchester
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Popular amenities for City of Winchester condo rentals
Weekly condo rentals

Just a short walk to beach, pubs & high street
Had a fantastic week long stay with our two kids (5 and 3). Location is great - a short walk from beach and (in other direction) a nice high street. Lovely setup of house for our arrival: books and treats for our little ones was a particularly nice touch. Would definitely recommend! Garden wasn’t terribly usable as you need to leave the front door and go through side gate (which is clear from description) but meant of limited use for our age children - although we were at the beach most of the time as we had lovely weather so not an issue for us, but may be worth noting for others.

Modern town centre apartment with balcony, parking
Steven's apartment was truly great and as described. There was everything you needed for a home meal, and instructions were perfectly clear, which made our arrival and check out hassle free. Overall spotlessly clean. The location was a plus! Would definitely book again! :)

Panoramic Harbour views in historic apartment
Stunning property, beautifully presented and Chris is a brilliant host. Thank you we would love to stay again!

Entire 1 bed apartment 300 yards from beach.
Fantastic place!!!!!,very recommended, and definitely I'll come back again in future. Adilton Santiago

Manor House Apartment
Lovely new build apartment, so new amenities and fittings. Well located, easy to find right off the motorways, with dedicated parking spot. Still close enough a short walk and your right in the center. Tom was very responsive to all my messages. Only slight downside, as it’s so new the electric charger infrastructure didn’t seem to work. Worth noting if your electric car only, unless the bay charging gets sorted out, you’l need to take this into account. Otherwise perfect and would happily recommend.

Alma Court Retreat Freshwater IOW
I booked Leigh's place at very short notice and Leigh was able to get the place ready for us quickly. Alma Court was very clean, warm and comfortable and close to shops. We did a lot of walking and it was a convenient place to get back to as there are regular buses a couple of minutes walk away. We had a nice meal in The Red Lion too. Thank you Leigh.

Stylish Coastal property near Sandbanks, Poole
We had a lovely stay at the Coast House! The location was perfect for visiting the spots we had planned out and the home itself had a very homely feeling. Kelly and Scott were very responsive when booking and were great hosts!

BayVue, The Bay House - 2 Bed Sea View Apartment
The apartment was absolutely wonderful and located in a beautifully quiet area with wonderful views. Sherryn was a wonderful host and went above and beyond to make our stay special. Communication was clear and Sherryn was very quick to respond to any messages. The kitchen was spotless and had everything that we needed. I can't recommend the apartment enough. We loved being so close to the beach and enjoyed exploring the rock pools. The perfect location for a weekend break!
Pet-friendly condo rentals

Walking, watersports or relax in lovely Hamble
We loved our stay at Jackie’s place. It was spotlessly clean and very spacious and comfortable. The bed was comfortable with good quality bedding too. Within walking distance of Hamble Quay and lots of great restaurants and pubs. We will definitely return! Thanks again for a lovely stay!

Modern town apartment 2 mins from water.
A great apartment, with central location and close to New forest, coast, shops, pubs etc. Communication from Lara was outstanding, always replying very quickly. We had a wonderful time and would highly recommend this Airbnb.

2 Bed Apartment, WI-FI, 5 min Walk to the Beach
Appartment is clean and well-equipped, with everything we needed for a comfortable stay. We also really appreciated the smooth and friendly communication with the host, who was always helpful and responsive.

Goldeneye beach apartment, nearby forest
Great place and Rob is a fantastic host. I’ve stayed in a lot of places and he’s the most attentive and thoughtful host I’ve ever had.

Cloud 9..Beautiful Entire Flat in East Wittering
This is only the third time we have had a getaway through Airbnb and again not disappointed. A great apartment situated within easy walking distance of East Wittering Beach and around a 6min drive or so to West Wittering Beach. The apartment was super clean and very homely. We had a two night stay and must admit think we got lucky with the weather. Blue Skies and not a cloud do be seen. Allison is a great host, friendly and responsive and everything was as described.. Would definitely book again as this place is great and an idyllic get away, for a mini break from city life. Thanks Allison!!!

Station Location
We had a great time. The accommodation was clean and comfortable & Antony & Steph were very friendly & helpful. It was a short drive from the ferry & well placed to see a lot of the island.

Secret Gem Garden Flat with Private Luxury Hot Tub
Very happy we stayed here. The hosts were extremely proactive and friendly and the accommodation was A1. Really cosy, high end furnishings and very welcoming. Hot tub was amazing too! Property was near to a number of local beaches and towns by car and very close to shops and restaurants. Will be back for sure!

West Wittering apartment in ideal beach location
Lovely last minute stay by the sea. The apartment was very clean and perfect as it was very easy walking distance to the beach.
Condo rentals with a pool

Dellfield holiday cottage
We really enjoyed our stay, comfortable beds, big kitchen and living room. Lovely space outside and so great to have access to the pool. Really nice area, we enjoyed visiting the local Roman Palace and West Wittering beach also.

Beautiful 3-bed flat by the sea with use of pool
The property is absolutely immaculate. It is more spacious than the photos suggest. The beach is literally at the end of the drive. Such a convenient spot. And the beds!! Well, if you don’t sleep well here then you won’t sleep well anywhere. Great place. Great host. Great time.

Luxury Penthouse: Spacious & Stylish
What a fabulous penthouse apartment in the most perfect setting. We thoroughly enjoyed our Easter spent in the Isle of Wight. We will miss the spacious apartment and the most peaceful view looking out across the channel. Thank you for a lovely stay

Balcony On The Bay - FREE Car Ferry 3+ nights
We loved the apartment - it was spotless, spacious, and in the most gorgeous seafront location. Hosts had fab communication too. We love the area and will definitely visit again in the future ☺️

Bournemouth Seafront, Summer Timeshare apartment
We spent 6 days in an excellent accommodation and the facilities in the hotel were great. Our host was very helpful and supportive if we had any questions. We would definitely highly recommend this apartment.

2-BR Penthouse Apt. close to Beach with Pool*.
Had a wonderful stay in this spacious apartment. The place is very well equipped with everything you could need. Huge shower, very comfy beds and a balcony. Short walk to beach, shops and lot's of great restaurants and bars. Friendly, helpful hosts. Can't wait to come back. Thank you so much!
Quick stats about condo rentals in City of Winchester
Total rentals
180 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
7.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Boscombe Beach
- Oxford University
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Twickenham Stadium
- Winchester Cathedral
- Hampton Court Palace
- Goodwood Motor Circuit
- Stonehenge
- Port Meadow
- West Wittering Beach
- Arundel Castle
- Chessington World of Adventures Resort
- Highclere Castle
- Tapnell Farm Park
- Goodwood Racecourse
- RHS Garden Wisley
- Marwell Zoo
- The Tank Museum
- Thorpe Park Resort
- Bushy Park
- Things to do City of Winchester
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