
Condo holiday rentals in Winchester
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Top-rated condo rentals in Winchester
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Popular amenities for Winchester condo rentals
Weekly condo rentals

Salisbury city centre apartment with parking
The best stays come with the best hosts. Linda was always responsive and helpful. Her immaculate apartment is spacious, modern and well-maintained. The location is peaceful and quiet while being pleasant walk to the center of town.

Luxury Beachfront Apartment with Sea View+Parking
Finn’s place had everything I needed for my stay, including an amazing view to watch the changing tides and people with their dogs enjoying the beach and the sea. Unfortunately it was still too cold for me to consider swimming. I would love to stay at Finn’s again next time I come to Bognor Regis.

Bright, modern loft apartment, Brockenhurst centre
Lovely flat in centre of Brockenhurst, parking a godsend. Everything as described- even down to my husband hitting his head on the sloping walls! Lovely to have two bathrooms. Kate was very responsive in her replies. Great place to stay

Goldeneye beach apartment, nearby forest
We agreed with all the previous reviews, and would like to add, Elmer is a great place to visit, and the proximity to the beach is fabulous. Robs information was second to none!! The walks were breath taking. Our special visit was Arundel, the castle, gardens, and town were amazing. Ok, now for our one grump, the fridge is a bit small!!! i know, ridiculous but we didn't know whether to put the wine or the milk in the door, so had to drink the wine, and put the milk in the fridge....sorted. By the way, the welcome basket was very much appreciated.

Chale Bay Farm - Tennyson View
This place is really thoughtfully set-out. There's everything you need and the hosts have gone above and beyond to lay out clear instructions for everything you might need. The bed was comfy and we really enjoyed staying there. We didn't have a car, but were there for an event hosted right next to it - there's not a lot you can easily walk to, so if you're there for a weekend, you might want to bring / hire a car. However, there's a great pub super close by which also does breakfast and has a great playground for kids. Ideal if you're going to do lots of walks / hikes.

Belle Vue Luxury Apartment
Really beautiful little apartment in Bath, and a great location for getting in and out of town on foot. I would suggest that light sleepers might struggle with the roadside bedroom, but otherwise we had a super stay. Very easy access and excellent communication from hosts.

Private Annex on the edge of the New Forest
Rose's place is beautifully clean and comfortable. We were warmly welcomed and made to feel at home. We loved relaxing in the beautiful garden and very much appreciated the thoughtful note that had been left, along with the generous provision of breakfast and hot drink items. We had two great meals out, one at The Ship and one at The George. It was so easy to get into the forest for walks. A great stay and we would thoroughly recommend!

Modern Beach Side apartment with easy access.
Great apartment in a perfect location! The apartment is exactly as in the photos and the view from the living room on a sunny morning is perfect. Chris was responsive on messages upon booking and checked a few times before checking in we had everything we needed. There was no issues at all so no need for us to reach out for any further help. First time visiting the Isle of Wight and already can’t wait to come back. Thanks for a great stay ☺️
Pet-friendly condo rentals

Modern town apartment 2 mins from water.
Lara’s lovely apartment was perfect for an overnight stay in Lymington. It’s conveniently located, well appointed and we really liked that both double bedrooms were a good size and each had their own bathroom (one en suite). Being on the ground floor, it is quite overlooked, so we felt we had to have the blinds down more than we otherwise might, but that didn’t bother us. It was a little noisy early in the morning, both from people moving about overhead and from the boiler firing up, but we would definitely stay here again.

Station Location
Thanks so much Anthony. Really enjoyed our time there . A lovely place and really appreciated the bottle of fizz on arrival.

Cotswold stone property in the heart of Tetbury
I was sad to leave! Lucinda’s place is fabulous - I felt right at home. Everything about her place exuded peace and comfort. Easy access to wonderful restaurants and darling shops. Lovely to just walk around Tetbury as well as easy access to Kemble train station where my colleague and I took day trips to Oxford and Bath. The bathroom was spotless and I took a bath every night in that wonderful tub. I wasn’t traveling with children, but Lucinda’s place is set up for children - books, high chair, toys - all lovely. I hope to go back!

Attractive annexe in stunning rural location
Excellent stay with Mark, easy to check in, came and said hello, even very kindly offered us a lift. The annexe is really comfortable, beds comfy, well equipped and perfectly situated for walks. Would 100% stay again. Thanks Mark!

The Hideaway at Westerlands Farm, The South Downs
The Hideaway is a perfect little spot to run away to. it's in an incredibly beautiful spot and super quiet. it's a lovely little walk to the village of Graffham (Cheryl gave us excellent instructions) there is a cute little village shop that does coffees and sells all that you could need. The Forrester's Arms is a lovely pub but we ate at the Woodcote which was excellent. The space is large and comfortable. The sofas are perfect for a nap as they are massive. The bed was huge and incredibly comfortable. The shower was lush as were the faith in nature smelly bits. would completely recommend

Smart 2-bedroom flat with free off road parking.
We are just back for a two-night stay. This is a little gem of an air b&b! We all enjoyed the property, it was like a home from home. Lively clean and fresh, it had everything we needed plus more. We would stay again for sure. Thank you Lucy

Self-contained flat, a 4 minute walk from the sea
Had a lovely time there, great location to explore southsea. Sally was friendly, informative and helpful. Nice clean place and would definitely book again. Thank you!

Chic & Cosy Studio Apartment
Nice and easy check in process, quick responses to messages and a really comfy place to stay the night. The bed had one of the nicest mattresses i've ever slept on, wonderful nights sleep.
Condo rentals with a pool

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.

Reed Warbler HM111 Penthouse Lake Retreat & Spa
I had a birthday weekender with friends and the apartment is really lovely and suited us perfectly. Not just clean, but comfortable too with everything you need. The host is great and helpful. It all made the stay so much more enjoyable. 100% would recommend.

A beautiful 'nest' near Arundel
very relaxing beautiful surroundings, loved the bedroom with double aspect views and bed was so comfortable. Great shower. we did find the armchairs a bit low but then we are 'getting on'.Good choice of eating places in the area. Thank you for a lovely stay.

Henley apartment with heated pool
We have had the most lovely weekend at Eveleen’s place. It is such a lovely apartment, everything you need and great shower, fabulous sofa bed! lovely walk to Henley on Thames. Loads of great shops in the town. It was perfect for our weekend catch up 😊

Luxury Penthouse: Spacious & Stylish
This air bnb is an amazing. I 100% recommend to anyone wanting to stay here. First of all the apartment is stunning, beautifully furnished with everything you could need. We stayed with two small children and it was very easy with enough space for the adults to relax in the evening. The location is peaceful with breathtaking views. On top of this it was spotless I could not fault anything. Our host Simon was incredibly helpful, quick to reply and always happy to help.

Luxurious, romantic courtyard barn conversion
I can see why Georgina's barn conversion is a Guest Favourite, because quite simply, what's not to love! Our week was spent relaxing in the courtyard, enjoying the sound of the nearby river, trees rustling in the wind and the sound of nature right on our doorstep. We happily explored many countryside walks from the village of Combe Hay, followed by a well earned glass of wine and a delicious meal at the Wheatsheaf pub opposite. The highlight has to be enjoying their pool with Georgina encouraging us to take a dip and enjoy her home. Georgina is a lovely and welcoming host and we'll certainly stay again. Oh, and the fresh eggs are perhaps the best I have ever tasted.

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 ☺️

Cosy ground floor apartment for 4 below Bulbarrow
Beautiful and peaceful setting. The pool and activities room and playgrounds were wonderful. You could book private sessions in the pool although we also found the communal sessions generally weren’t busy and we often had the pool to ourselves. It was perfect for our daughter as it wasn’t too deep which really helped her build confidence at swimming. We loved playing table tennis and badminton with our older child while the plentiful toys (especially the pedal tractor) kept the little one very happy! Lots to do in the surrounding area, although the peaceful/remote location meant they were all a fair drive away. Apartment was as pictured. It had everything we needed and was always warm- important for October half term break!
Quick stats about condo rentals in Winchester
Total rentals
20 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
1.5K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Oxford University
- Paultons Park Home of Peppa Pig World
- Boscombe Beach
- Windsor Castle
- Stonehenge
- Goodwood Motor Circuit
- Hampton Court Palace
- Southbourne Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- West Wittering Beach
- Port Meadow
- Arundel Castle
- Thorpe Park Resort
- Highclere Castle
- RHS Garden Wisley
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier